Article
January 7, 2025
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by Stephen

Goodbye 2024, Hello 2025

Happy New Year! How is this first full week of 2025 shaping up for you?

I am having a slow start. I enjoyed unplugging from email and work for two weeks. I’m also recovering from a cold.

December was crazy busy, wrapping up nine indexes, which included a children’s book, one project which was simply names and biblical references, and two scholarly books that I began in November. So not quite as much work as nine indexes may sound, but still more than I bargained for. That was due to a couple of projects slipping and arriving when I did not expect and also, if I’m honest with myself, I did accept too much for December and didn’t leave enough margin for complications. 2024 was an odd year and I was trying to make up some missed income, but I should have been more disciplined and said no to a couple of projects.

2024 in Review

2024 was all about buying a house and moving. That dominated everything else in my life, including indexing. I’m thankful for this house. It still feels a bit surreal that I have a permanent place to live. I have always lived in anticipation of needing to move again within the next 1-4 years, and so a part of me is waiting to move again, another part is reassuring myself that I can stay where I am, and a third part doesn’t know how to compute living in a place for longer than four years. One day at a time, I guess.

Moving, settling, and learning the maintenance rhythms for this particular house has also taken time. There were a few months over the summer when I was indexing part-time at best. That impacted the number of projects I was able to complete, along with my income, so I am especially thankful for Elim, my wife, who is earning more than me. 

Looking at the numbers for 2024:

  • 44 indexing projects (down from 52 in 2023)
  • 25 trade books, 18 scholarly books, plus an index for a policy document that I update every couple of years
  • Worked with 12 publishers (30 indexes), 12 authors (1 index each), 1 professional association and 1 policy institute (1 indexes each)
  • 34 projects were from clients within Canada, 8 projects from clients in the US, and 2 projects from clients in Australia.

Overall, my numbers are fairly similar to 2023, despite fewer projects. My ratio of trade to scholarly books is similar, as is projects from publishers vs. authors, and where projects are coming from. I am very thankful for the publishers I work with and who continue to send me work year after year. Having these positive relationships and not needing to actively market as much definitely makes my life easier. 

One interesting point: one publisher sent me 11 books to index in 2024, which is 25% of my total projects. All of the other publishers sent me between 1-3 projects each. While I always enjoy working with that one publisher and I hope to continue to do so, I think this speaks to the value of working with a wide range of publishers, especially if they are fairly small companies. One or two publishers are not enough to fill my schedule, but 10+ combined keeps me fairly busy.

Indexing Highlights

Do you ever notice that certain topics can appear in waves, with two or three books in a row on a similar subject? I find that often happens to me and I wonder why. Very serendipitous. 

In the past few months I indexed two trade books on the Empress of Asia and the Empress of Ireland. These were both ocean liners owned by Canadian Pacific Steamships. The Empress of Ireland collided with another ship and sank in 1914 in the St. Lawrence River, causing the death of 1,012 people, Canada’s worst maritime disaster. The Empress of Asia had a longer career, serving in both WWI and WWII, before being sunk by the Japanese near Singapore. Reflecting their different trajectories, Beneath Dark Waters: The Legacy of the Empress of Ireland Shipwreck, by Eve Lazarus (Arsenal Pulp Press, 2025) is tightly focused on the collision and aftermath, while Oceans of Fate: Peace and Peril Aboard the Steamship Empress of Asia, by Dan Black (Dundurn Press, 2025) follows the Asia over its 30 year lifespan. Both focus on the lives of the passengers and crew, which is what brings these harrowing stories to life. I recommend both if you enjoy maritime history. 

Taking the prize for the most unexpected subject matter is Dialectics of the Big Bang and the Absolute Existence of the Multiverse, by Gregory Phipps (University of Alberta Press, 2024). Did you know that the first second after the Big Bang can be divided into six epochs? Difficult to study empirically, and so Phipps uses Hegelian dialectics to unpack what may have happened. A fascinating read, and also very challenging to index. Philosophy is not my strong suit. Thankfully the author seemed happy with the result. 

Whither 2025?

For 2025, my keyword is margin. I want time to write, to work on the house, to spend time with Elim, and for exercise and rest. This means managing my indexing schedule so that I’m not constantly chasing deadlines and needing to work long hours. I still have an income target, which is a decent amount but also about 10% less than what my target has been in the past. And I’m okay with that. The pace of work hasn’t felt healthy or sustainable, and I don’t like feeling like there are areas of my life I am missing out on.

So here’s to finding a better balance in 2025.

Article
October 22, 2024
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by Stephen

When Potential Clients Ghost Me

Fall has definitely arrived here in Edmonton. Leaves are turning a beautiful golden yellow and the temperature at night is starting to dip below freezing. This year this also seems to be the season for an uptick in queries to index academic books, most of them ready for indexing in December. I’m not sure why this is the case. I find queries can ebb and flow throughout the year, though I don’t think publishing seasons are as important for academic publishing as it is for trade. In any case, I’ve been responding to a lot of emails.

I’ve also noticed a number of authors who seem to be ghosting me. I respond to their queries, sent them an estimate, and never hear from them again.

This is actually good, from my perspective. It means I don’t have to say no and that time slot is kept open for someone who does want to work with me. I am receiving more offers than I can accept, so while I do appreciate a response to inform me that the author is choosing to work with someone else, I don’t mind when potential clients filter themselves out.

I assume some authors simply forget to respond because they are busy. I’ve certainly done that. But why are potential clients choosing not to hire me? Am I doing something wrong in how I present myself, or am I actually doing something right? While I don’t know for sure, I have a few guesses based on the interactions I do have. I think there are two main reasons why I get ghosted, plus four additional reasons why I may not get the job. 

  • I’m too expensive. Especially for authors paying out of pocket. I am sympathetic to authors on a budget. I know that indexing can be expensive and that I am not the cheapest indexer around. I also don’t want to be the cheapest. I believe that the quality of my work and my years of experience is worth something. I am also mindful that I am freelancing in order to earn a sustainable income. So yes, I suspect that I am too expensive for some authors, and I’m okay with that. I see my pricing as a filter, because I know while some potential clients will find my quotes too high, others will find my quotes acceptable.
  • The client doesn’t value or understand what indexing entails. This is also related to price, though not because the client is unable to pay. I sometimes get the sense, from what the potential client writes in their query or the questions they ask, that they see indexing as data entry. They don’t consider all of the analysis, skill, and time that goes into interpreting the text, selecting terms, and structuring the index and arrays. So my quote seems outrageously high for what, to them, seems like a simple and menial task. It is frustrating when potential clients don’t value or understand what it is I do, but I also don’t want to waste my time writing a terrible index to make a low price worthwhile. If the client and I can’t agree on the value of the index, then we are better off going our separate ways.

Those are the two main reasons why I think I get ghosted. But projects can also fall through for other ordinary and legitimate reasons. Here are four common ones I see.

  • Another indexer responds first. Some authors contact multiple indexers and seem to choose the first indexer who replies. While this is incentive to reply quickly, I also find email incredibly distracting, so I’m okay losing out on the occasional project if it means I can carve out uninterrupted time to work.
  • Going with a firmer yes. Some authors don’t have firm dates yet for the index when they contact me. This makes it difficult for me to give a firm yes, especially if my schedule is filling up and I’m concerned about overbooking. Whereas another indexer may have a freer schedule or more flexibility. Which I understand and no hard feelings from me. 
  • An embedded index is needed. I don’t write embedded indexes, so once I realize what they need (which the author doesn’t always realize themselves), I need to reply and decline.
  • My schedule is full. Sometimes I simply don’t have room and I need to say no. 

It still stings when I get rejected or ghosted by a potential client. There is a hit of validation when schedules align and the client decides to accept my quote. But I also recognize that I am in a privileged position. As someone running a one-person business, there is a limit to how many indexes I can write per month. The question becomes: how can I filter the offers and queries to find the best clients and projects to work with?

Part of the answer is pricing, as I already discussed. I am looking for clients with larger budgets.  Marketing—the information I put out about myself—is also important. Can I find projects and clients which align with my own interests? Cultivating long-term relationships with certain publishers and editors is also important to me, as I enjoy their books and they have provided a lot of work over the years.

If you are an experienced indexer and feel like you are drowning in work and queries, then maybe it is time to raise your prices. Some clients may leave, and that’s okay because you can’t serve everyone. Saying no to a potential client, or having a potential client say no to you, can sometimes be the best outcome because it leaves room for a better client and project to come along. Who do you most want to work with? Focus on attracting and serving those clients. 

If you are a newer indexer, what I am writing today may seem irrelevant. I remember being a new indexer with an empty schedule waiting for anyone to get in touch with any project. But as your experience and reputation grows, your schedule should begin filling up too and you will hopefully reach the point where you will need to turn down work. It helps to be prepared for that day, even if you just make a note at the back of your mind that that day is coming. Again, who do you want to work with? How can you adjust your pricing? A no to one project means a yes to something else. 

Article
August 13, 2024
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by Stephen

Is AI Indexing Nearly Here?

No surprise, publishing continues to react and interact with artificial intelligence. A couple of colleagues recently raised AI on a couple of indexing email lists. I get the sense that many indexers are concerned about the potential for AI to replace us, or at least that publishers will believe that AI can replace a human-written, thoughtfully constructed index. I have to admit I also feel uncertain about what the future holds. I wrote about AI and indexing last year, and I think it is worth considering again. 

Is Indexing by AI Nearly Here?

One colleague flagged this article from The Scholarly Kitchen, “AI-Enabled Transformation of Information Objects Into Learning Objects,” by Lisa Janicke Hinchliffe. Hinchliffe reviews three new AI tools which purport to help readers access and understand academic writings. Of particular interest to indexers is what Hinchliffe writes about Papers AI Assistant: 

When exploring the functionality as a beta tester, I was curious how the results compared to my pre-AI tool practice of making heavy use of CTRL-F to locate keywords in lengthy texts. I found that, not only did the Papers AI save me a great deal of time by providing me with an overview annotated with links to specific sections of the text, it also often alerted me to places in the text where my topic of interest was conceptually discussed without the use of the specific keywords I would have searched.

Did you catch that last bit? Papers AI Assistant can apparently identify discussions of interest without the use of a keyword search. That is what a good index is supposed to do. Is this the beginnings of an AI that can replace indexers? Hinchliffe also writes that, “I am excited by the possibilities these AI tools offer for moving the focus from access to information to comprehension of it.”

A few thoughts: I have to admit that I am skeptical of the claim or hope that Papers AI and similar tools will help readers comprehend information. My sense is that AI works best as a tool, with the user clearly understanding its strengths and limitations, and with the user making the final decision on the quality of results and how best to use the results. That is similar to how I use the search function when indexing. Search is useful for double-checking facts and mentions, but I know that it doesn’t catch everything and isn’t good at providing context; I still need to read and understand the book. My fear is that many users will uncritically accept whatever the AI tool tells them, turning a program like Papers AI into glorified CliffNotes and enabling an even shallower engagement with the text. 

I think it is also worth pointing out that what is described here is not an index. An index is a static document that is browsable. That is very different from an AI highlighting a handful of potentially relevant passages. Browsability is key to an index because it allows the user to serendipitously find information they didn’t know they wanted to find. Being handed a few options leaves the rest of the text opaque and unaccessible. I imagine a user can keep asking the AI new questions, but that puts the onus on the user to know what they are searching for and how to ask relevant questions. 

Of course, if an AI can identify concepts and discussions in the absence of clear keywords, then a logical next step could be to ask that AI to generate an index. I can see value in the ability to create an index on the fly, for any document. I don’t know how much I would trust such an index, though. Hallucinations is one issue. Another is that AI, essentially, is built upon algorithms. Answers are always going to be follow a certain pattern. While indexing is built upon rules and conventions, the indexer also plays a key decision-making role as they shape the contents, phrasing, and structure. These judgement calls extend beyond the formal rules of indexing to take into account elements such as the audience and usability. I am skeptical that an AI would be able to understand and produce these nuances.

Another issue is that these AI tools are entirely digital. They will not work on a print book, though, of course, an AI-generated index could be published in print. Is the future of publishing and of engagement with texts entirely digital? Perhaps in academia and other specialized fields, in which there is so much information to access and consume. Print sales remain strong, however, and I am hopeful that there will continue to be a place for print indexes. Perhaps the future—finally arrived?—is what embedded indexing has long promised, which is one index capable of being used in multiple formats. 

Besides AI replacing indexers, I think it is also worth considering how we as indexers can use AI in our own work. I am aware of one colleague who uses ChatGPT to summarize complicated books and to answer queries about the text, which helps that indexer comprehend the book more quickly. Which sounds very similar to what Papers AI claims to do. I think that is a legitimate use of AI. So long as the indexer is in control—using the AI as a tool, understanding both indexing best practices and the contents of the book, and is actively shaping the index—then why not use AI? I’m also open to having AI index elements which are time-consuming to pick up, such as scientific names, so long as the indexer is providing quality control. What I don’t want to see are indexers—or anyone else—passively accepting an AI-generated index, assuming that it is accurate and functional when it is actually not. That is my worse nightmare about AI, that we abdicate our critical thinking and decision making skills, potentially leading to errors and disasters because we have lost the ability to assess what AI is telling us.

Author Pushback

In contrast to the gold rush to embed AI into publishing, another colleague pointed out that some books are beginning to be published with prohibitions against AI and machine learning listed on the copyright page.  I also recently noticed this in a book I am indexing.

I’ve also heard from a trade client that their authors are starting to insist that book contracts include a clause that their books will not be uploaded or otherwise used to train AI. By extension, this means that all freelancers hired by this press, including myself, are not allowed to use AI tools while working on their manuscripts and proofs (which isn’t a problem for me, since I wasn’t doing so anyway). 

Will authors and publishers win against AI? Will publishers find ways to enforce their contracts and prohibitions? Will publishers change their minds, or will AI developers sufficiently address the fears that authors have? I suspect this may be an area where the publishing industry goes in two different directions: some segments, such as academic publishing, which prize easy access to information (provided you can get behind the paywall), will embrace AI, while other segments, which care more about the author and which sell directly to readers, will reject AI. 

Or, maybe AI in publishing is a bubble and these new applications will fail to live up to their hype. 

I still think that someone will try to develop an AI capable to writing an index. Some publishers will probably adopt it for the sake of saving time and money, even if the resulting indexes are useless. I am also hopeful that the value of the human touch will remain. Even if AI is incorporated into our work, I think there is still place for human guidance and discernment. Machines may be capable of generating an approximation, but only humans can create what is truly useful for other humans.

Article
June 8, 2024
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by Stephen

Finding Your Indexing Niche

Last month was very busy for me, culminating in the Indexing Society of Canada’s virtual conference, where I co-presented with Enid Zafran on the current state and future of embedded indexing. I may write more later about embedded indexing, but in the meantime, our findings reminded me of how segmented publishing is.

Publishing houses range from small regional or literary presses that only publish ten or twenty books per year to the giant behemoths, such as HarperCollins or Penguin Random House, with their dozens of imprints. Or, from a small university press that specializes in a handful of subjects and, again, maybe only publishes ten books per year, to the massive scholarly presses like Oxford UP or Palgrave MacMillan. There is also now the distinction between traditional publishers, who buy book rights, and hybrid publishers, who give authors both more responsibility and more control. Self-publishing is also an increasingly viable option.

Some publishers manage production in-house and want to be in direct communication with their freelancers while other publishers prefer to make indexing the author’s responsibility and/or work through third-party production companies. Some publishers prefer embedded indexes while others want a separate back-of-the-book index. Some publishers care about the quality of their books and are willing to pay their freelancers a fair price while other publishers only seem to care about volume and spending as little as they can. 

Then, of course, there are the countless subjects that books are published in. Some publishers are very specialized, while others—especially large publishers—publish across a wide range of subjects.

What this means for you, as a freelance indexer (or editor, or designer, or project manager), is that the type of work you get, the type of clients you work with, and possibly even your income, can vary considerably depending on how you position yourself within these submarkets. 

Do you want to exclusively write embedded indexes? You can do that, and probably receive more offers for work than you can accept. Do you want to specialize in science and engineering texts? You can do that too. Work only with authors? Or only with publishers? You can market yourself to get those results. 

Being a freelancer within an industry as vast as publishing is both an advantage and a challenge.

The advantage is that you can’t possibly work for everyone. This gives you the freedom to pick and choose. Be competitive by choosing a segment or two that is interesting to you and that other indexers are maybe less active in. Only market towards the clients you want to work with and ignore the rest. Find a way to differentiate yourself.

The challenge is that it can be difficult to break into a niche. It takes time to build a reputation and for your name to be passed around word-of-mouth. It can be difficult to identity and contact the gatekeepers who hire or refer freelancers. I am currently trying to shift towards indexing more Asian studies and religious studies books, and even I am finding that to be a slow process. It can also be a challenge to know which niches to pursue.

But even if you experiment with a few niches to see which sticks (which is certainly fair to do as you get started), I still encourage you to try and narrow your focus. It is easier to build expertise in a subset of subjects or with a subset of clients than to be an expert at everything. And while it takes time to break in, once established I think you will find that you have more than enough work.

As you think about which niches to pursue and how to differentiate yourself, consider some of these questions:

  • What subjects do you enjoy? What subjects do you already have some expertise in?
  • Do you have a preference for trade books or scholarly books? What about other areas, such as journals, databases, and websites?
  • Do you enjoy embedded indexing? Are you willing to learn?
  • Do you prefer working with authors or publishers?
  • How much do you want to earn? Which clients are more likely to pay what you want?
  • How many projects do you want per month or per year?

Many indexers, including myself, work within a few niches. Having variety is both an insurance policy against one niche or client disappearing, and switching back and forth between different subjects or types of projects can also be more enjoyable. But I think most long-time indexers would also agree that they don’t try to serve everyone. That is simply too much to ask for one person.

Have a focus, or two or three. Become a recognized expert in those areas. That will serve you better in the long run. To be different is to be competitive. 

Article
April 30, 2024
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by Stephen

The Future of Indexing Software

From my perspective as a relatively younger indexer, it feels like indexing is in the midst of a generational turnover, both in terms of long-time indexers nearing retirement and in regards to software. A lot of programs developed in the 1980s and 1990s are still vital to our work, but what happens when their developers either retire or die? The indexing community has been struggling with this question over the last few years. Dave Ream died unexpectedly in 2017, leaving his programs orphaned. Margaret Berson died in 2022, leaving behind her macros. MACREX is now available for free, after its co-developer, Drusilla Calvert, and longtime North American support person, Gale Roades, both died. The latest program to undergo a change in status is Cindex, though thankfully everyone involved is still alive and well.

If you are part of some of the indexing email lists, then today’s reflection may not be news to you. However, I think Cindex’s latest news could be of real value if you don’t yet use dedicated indexing software. I think it is also worth reflecting on what the future of indexing software may look like. 

Cindex

The software I use, Cindex, is officially open source as of April 1, 2024. (No, that’s not an April Fools joke.)

This was a huge surprise to the Cindex community. Cindex was originally developed by Frances Lennie, the owner of Indexing Research, in the mid-1980s, and has become one of the top indexing programs, especially for those of us on a Mac. As part of legacy planning, Cindex was sold to Scribendi, a larger editorial company, in 2022. I don’t think anyone anticipated that Scribendi would change their mind so quickly and seek to offload Cindex, though Scribendi was itself acquired by another company in 2023, so perhaps the new owners had different priorities.

Fortunately, the transition to open source has gone smoothly. A number of indexers have stepped up and have created free installers for both Mac and Windows, as well as have already made a few updates to the software. (I installed the latest version yesterday, which is working great.) Support also remains in place, with the Cindex email group continuing on. Maria Sullivan, an indexer who  has provided support for decades, is also making plans for how to effectively provide support in this new era. More details about all of that, including links to download the software, at the new Cindex website, here.

I have to admit I was apprehensive about this change. I have no technical skills in regards to software development and was concerned that Cindex would stagnate and eventually become obsolete. I am very thankful and relieved that others do have the necessary skills to keep Cindex going, and are willing to step in and make that happen. 

I have used Cindex since 2013. I find it intuitive and easy to use. The value for me to two-fold. Cindex handles all of the formatting, such as alphabetical sorting and punctuation, as well as easily flipping back and forth between run-in and indented formats, which is a huge timesaver, as well as ensuring I don’t accidentally introduce errors. Cindex also makes it easier to input entries, and to manipulate and edit the index. Cindex allows me to focus on the fun stuff—reading the book and crafting the index—by taking care of the fiddly technical details.  

If you’ve been considering using indexing software but haven’t yet made the jump, this is a fantastic opportunity to acquire professional software for free. I highly recommend Cindex. Again, you can find the download links and installation instructions here.

Picardy

I also want to mention another program. Picardy is freeware (not open source) and is currently available for Windows and Linux, with a beta version available for Mac.

I have not used Picardy. When I was writing my book, Book Indexing, Picardy was just starting to be developed and tested. At that time, I decided not to mention it because I didn’t know if it would work out and stick around. I’ve since heard of at least one professional indexer who has stated that they are happy with it. So, if you are looking for another free option, considering giving Picardy a try. You can find more details here.

The Future of Indexing Software?

One of the enduring problems that indexing faces is that it is so niche. Though integral to publishing, the number of indexers worldwide is small. I suspect this is why indexing software tends to be home-grown, initially developed by working indexers for their own use, as there is not enough of a market for larger software companies to be interested. This model of indexers developing their own software works fine so long as these indexer-developers remain active and willing to support their creations, but as I mentioned above, the indexing community seems to be in a time of transition.

I don’t think we can count on larger companies taking on these programs, as Scribendi was supposed to do for Cindex. Another possibility may be for indexer-developers to sell their software to a younger indexer who is willing and able to take over responsibility. I fully support software developers being compensated for their work. Michelle Guiliano, on this episode from her podcast, Freelance Indexer Exchange, suggests better compensation as a way to help keep these programs alive. Or, maybe the best long-term solution is to make these programs open source.

Open source does feel like a risk. What if the user base is too small and no one is willing or able to step in and volunteer to keep the software going? Some programs may fade away, which may also reflect that technology changes and that better options are now available. But the experience of Cindex gives me hope. Giving the software to the community can open up new opportunities and allow users to take the initiative to keep their favorite programs going. As indexer-developers think about retirement, maybe open source is the best way to ensure their legacy. 

What do you think? Do you have concerns about the future of indexing software? How would you go about making sure that these programs have a future? Feel free to let me know in the comments.

Article
April 2, 2024
2 comments
by Stephen

Setting Freelance Rates, Best Book for

A few months ago I wrote about financial practices for freelancers that I find helpful in my own business. I’ve been wanting to write about money again, specifically about setting rates. Rates are a constant and ongoing issue, of how to set rates, and when to raise rates, and whether or not rates are appropriate. But the truth is, I don’t think I have any good advice. I do set prices for my indexing work and I have raised rates, but it so often feels like trial and error that I don’t know what I could say that would be practical and useful.

What I do know is that I don’t like thinking about rates as primarily an exchange of time for money. While figuring out an hourly rate is an easy and effective way to calculate prices and to gauge whether you are earning enough to pay the bills, there is a hard limit on how many hours I can work. I learned this the hard way during the first COVID lockdown. Bored, I accepted too many projects and quickly found myself indexing every single day for two months to keep up with all of the deadlines. Did I earn a lot of money? Yes. Was I burned out by the time I finally felt like I could allow myself a day off? Yes. Simply working harder is not a sustainable growth strategy.

An alternative is to lean into value-based pricing. While still having a minimum income target to keep finances in the black, value-based pricing is much more dynamic. Value-based pricing considers, what is the value of my expertise and experience? What is the value from the client’s perspective? How can I use pricing to position myself for the clients I want to attract?

That said, while I like the concept of value-based pricing, it is still difficult to know how to put it into action. It also raises a host of emotions. Is my work actually good enough to charge X? If I charge more, will I offend or scare away my clients? Am I a bad person for wanting to earn more?

I’ve been wanting to raise rates again this year, but also facing the questions of by how much and on what basis should I determine the increase. Thankfully, I discovered a new book that teaches just that.

If you also struggle with setting rates, I highly recommend Free Money: Nine Counterintuitive Moves for Life-Changing Freelance Income, by Austin L. Church. I’ve bought a copy and have found it extremely practical and insightful. 

In the first part of the book, Austin walks you through a series of exercises to help you determine how much you need to charge in order to not just earn the bare minimum to pay the bills, but to also generate sustainable financial margin. In the second part of the book, Austin explores the wider context of pricing and why it is we earn money, including beliefs and mindset about money, navigating common scenarios, and advice for how to raise prices with clients. 

I wish I read this book when I first began freelancing. I wish I read this book again when my business started to take off. This feels like the type of book that grows with you, as your business matures and changes, and as your financial needs grow and change. Even if you are an experienced freelancer, Free Money provides a lot to consider. I found the exercises well-worth completing, and I now have a much clearer sense for what my new rates should be. More importantly, I understand why, and I have a better sense of my pricing strategy going forward.

If you are interested, Free Money is available either through Austin’s website or through Amazon. And, to be clear, this is not an affiliate link. I am not earning anything by recommending this book. I am just that impressed and think that every freelancer should read it.

While on the subject of finance books, I also highly recommend Profit First: Transform Your Business from a Cash-Eating Monster to a Money-Making Machine, by Mike Michalowicz (which I see that Austin also recommends). I discovered Profit First three or four years ago. Its value, for me, was learning how to properly manage cash flow so that I consistently have enough on hand for taxes, expenses, and to pay myself a regular salary. Following the Profit First system has made my monthly cash flow much more predictable and stress-free.

So there you have it. If you are struggling with your finances as a freelancer, or feeling guilty about wanting to charge more, read Free Money, by Austin L. Church, and Profit First, by Mike Michalowicz. Your bank account and nerves will thank you. 

Article
March 5, 2024
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by Stephen

When to Walk Away

A month ago I wrote about my ideal working relationship with publishers, as a valued member of the team. But not every publisher or client is going to be ideal, and sometimes you need to know when to walk away.

Walking away from a project or client is scary. Especially early in my career, I was loath to pass up an opportunity. I needed the paycheck and would say yes to books that I either had no interest in subject-wise, or were beyond my skill level in either subject matter expertise or indexing know-how. Which isn’t always bad. Sometimes being pushed out of my comfort zone shows me where I need to improve or shows me that I am capable of more than I realize. Though sometimes it means that I need to set better boundaries.

Sometimes you need to walk away from a project because of the client, not the actual work. Or at least be willing to walk away.

I faced this situation with two different clients last year, both academic authors. The experiences caused me to reflect on what it is I need from clients in order to make this working relationship worthwhile. Are all of the terms dictated by the client, or do I have some agency too? Though to be fair to both authors, I found them both (or in the one case, the author’s assistant) pleasant and easy to work with. The problem actually lay with their respective universities.

Often when I am hired by an academic author, payment for the index comes from their university, in the form of funding that the author can tap into. This usually means that I need to register with the university as a vendor, which almost always means paperwork. In these two cases, both universities had requirements that I was unable to fulfill. In one case, the university wanted a tax number that I did not have (as a Canadian citizen and resident, with the university in another country, it was a foreign tax number I ordinarily do not need). In the other case, for a university in yet another country, their requirements seemed more suited to a larger company than my one-person freelance outfit. After initial inquiries, neither university seemed to want to budge.

What do I do? Do I invest time and money trying to meet their requirements, which could potentially take months trying to acquire that which I do not have? Or do I walk away? I don’t really want to walk away, because the issue isn’t with the book or with the author. But if being paid is going to be a drain on my time and resources, the project is no longer so appealing. How much red tape is $1000, or even $2000, worth?

In both cases I decided to be honest with the authors. It also helped that they had started the vendor registration process early, before the proofs were ready for indexing, so there was still time to find another indexer if necessary. I explained why I was unable to meet all of the vendor registration requirements. I asked if the university would be willing to waive the problematic requirements. I politely stated that if the requirements were not waived, then I would regretfully need to withdraw from the project and they would need to find another indexer who would be a better fit.

I felt anxious threatening to pull out of a project I had previously agreed to do. I didn’t know how the author or the university would react. I also felt okay at the prospect of losing the client and project. There was still time for another project to come along to fill that time slot in my schedule and it felt good to protect and value my own time and business.

Thankfully, both universities decided, after all, that they could waive the troublesome requirements. I don’t fully know what happened on their end, but the authors decided to advocate to keep me as their indexer and the university administrators found a way to make it happen. A happy outcome for everyone, at least from my perspective.

These experiences taught me a few lessons:

  • Know my boundaries. As an indexer, I am here to serve my clients, which involves dealing with payment and paperwork. Some paperwork is reasonable. But I also want to enjoy my work, and I only have a finite amount of time. To keep my business sustainable and enjoyable, I need to know and enforce my boundaries, which may mean saying no or goodbye to certain books or clients. I know I can’t serve everyone, so I may as well focus on the books and clients that are the best fit.
  • Always ask. Administrative requirements may not be set in stone. While the answer may not always be what I want to hear, it is worth asking if changes can be made (and letting the client know what I am willing and not willing to do) before making a final decision about a client or project.  
  • Learn to say no. I wish I was better at saying no, and that I was better at it earlier in my career. Turning down projects is tough, especially when offers are scarce. But if you are a newer freelancer, practice saying no, and maybe actually say it sometimes. This circles back to boundaries. Know what kind of work is too far out of your comfort zone. Know what level of red tape you are willing to deal with. It may be difficult in the moment to turn down a project or client, but your future self will thank you. 

Have you ever walked away from a project? What was that experience like? What did you do to make the situation better? Please feel free to reply below in the comments. I am curious to hear your experience.

Article
February 6, 2024
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by Stephen

A Member of the Team? Freelance Indexers Within Publishing

Freelancers are ubiquitous within publishing. Most publishers maintain a relatively small number of in-house staff, with much of the actual production work contracted out. What does this mean for the relationship between freelancer and publisher?

Before I dig into this topic, I want to acknowledge that I write from a place of having previously been on the inside, and from also now having been a freelancer for about eleven years. When I first began working in publishing, I worked in-house for two different publishers. I developed a strong sense of publishing as a team effort, with each person, whether in-house or freelance, contributing to the finished book. As a freelancer, I have retained this sense of being part of a team, and in my ideal working relationship with a publisher, we respect each other as team members. That said, I am also aware that many freelance indexers do not have in-house experience, and that publishers can come across as opaque and unapproachable. 

This reflection draws upon my own experience and what I would like to see. Your experiences and ideal working relationship may be different. I am curious to hear what you think, in the comments. If you are a new freelance indexer, I hope this gives you some ideas for what a positive working relationship can be like.

To start, let’s look at a couple of recent experiences I’ve had.

The Editor Who Couldn’t Care Less

Some publishers, or at least certain editors within those publishers, couldn’t seem to care less about the freelancers supporting their work. I encountered this a few months ago when I was hired by an author to index their book, which was being published by an independent academic press. (For the sake of this reflection, I’m keeping authors, editors, and publishers anonymous.)

Indexing guidelines were scant, though it seemed that both run-in and indented formats would be accepted. Working with the author, I submitted the index in run-in format. To our surprise, the editor unilaterally changed the format to indented, on the grounds that indented is easier to read. I actually agree with the editor on the format, but that’s not the point. If the editor felt so strongly about the format, they should have made that clear upfront.

We asked the editor about the change, and the editor confirmed that the press does indeed accept both run-in and indented formats, except, I guess, when the editor decides they know what is best. Reverting to run-in format was not an option. I followed up with some additional concerns, since the structure, as I originally envisioned it in run-in format, no longer worked quite as well. I also asked that in the future the editor provide clearer instructions, to avoid this extra and unnecessary work caused by this unilateral change. In reply, the editor made very clear that they had no interest in communicating with me nor in providing clearer instructions. The editor stated that they primarily work with scholarly authors who apparently get confused by too many instructions, and so the editor is used to taking whatever the author provides and formatting it as they see fit.

The irony is that I had already been hired by a different author to index a second book for the same press (which I submitted in indented format). The editor seemed unaware and uninterested in the fact that at least some of their authors were hiring professional indexers. Even if I am not in direct contact with the editor, I would suggest that we are still on the same team, and that better communication, whether directly or in the form of clearer indexing instructions, would make for a better book and a smoother production process for both of us.

The Editor Who Gets It

That same author who hired me to write the first index later passed my name on to a friend, who turned out to be the manager editor for two small university presses. That editor got in touch and, after a few emails back and forth sorting out the details for how we might work together, wrote, “Welcome to the team!”

Guess which editor I want to work with.

Being Part of a Team

Every publisher and project is going to be different. Some publishers prefer to be hands-off, making the index the author’s responsibility and not wanting to be in direct contact with the freelancer. I understand that the in-house editors are often very busy juggling multiple books. I respect the desire to be hands-off and I let the author take the lead on how communication flows between me, the author, and the press. In other cases, I am hired directly by the press, and so I am in regular contact with the in-house managing or production editor. For complicated projects, I may also be put in contact with the copyeditor, proofreader, or designer—whoever is best placed to answer my questions—which really does feel like I am part of the team. 

As a freelance member of the team, I recognize that I am being hired to perform a service. I realize that I don’t always get the final say, and if the author or publisher insist, I will revise the index as asked, even if I disagree. That said, part of being a team also means having my role and expertise respected. I appreciate at least being consulted on potential changes and to have my opinion taken seriously, even if the author or press ultimately decides otherwise. Respect also involves clear communication, whether direct, through the author, or through the indexing guidelines, so that I can properly do my job and have a way to ask questions. 

Being a freelancer also means recognizing when I am not part of the team. This took me a while to learn, as I was initially used to being part of the in-house team. But as a freelancer, I work with multiple authors and publishers. What is best for my business is not necessarily in line with what the publisher wants. While working together with authors and publishers on specific books, I also need to have boundaries with clients, to be able to say no when a project or publisher is not a good fit or if my schedule is already full.

For me, at least, it doesn’t take much to feel included. I don’t need a small gift or card at Christmas (though it is a lovely surprise when it occasionally happens), nor do I need to be included in company-wide meetings (though again, a nice gesture, especially if the meeting pertains to freelancers and my time is compensated, as did once happen). What matters is feeling appreciated. A word of thanks for the index. A willingness to answer questions. A desire to work together again in the future. Basically, an openness to a positive professional relationship that makes it easy to get the work done. 

What are your thoughts on the freelancer-publisher relationship? Do you feel part of a team? Or do you feel shut out or disrespected? What do you look for in a positive working relationship? Please feel free to reply in the comments and let me know.

Article
October 25, 2023
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by Stephen

Persevering Through the Dip

It’s tough becoming established as a freelancer.

In my last two posts, I’ve written about marketing and money. Today I want to acknowledge that it also takes time to become established as a freelancer. And that time can feel painfully slow and leave you wondering if you are ever going to succeed.

The time and space on the way to being established can be described as the Dip. This is a concept I learned from Seth Godin, from his book The Dip: A Little Book that Teaches You When to Quit (And When to Stick). The book is indeed little, and I highly recommend it.

The idea is that there is always a Dip on the way to mastery and success. The Dip comes after the fun and excitement of learning a new skill or beginning a new venture. The Dip is the long slog towards success, wondering if anyone will hire you, wondering if your skills are good enough, wondering if your business is a failure. 

When it comes to indexing, I think the Dip can include the struggle to market and find work.  It is discouraging when you don’t know who to contact, no one seems to want to hire you, or when there are large gaps in your schedule between projects. The Dip can also include struggling to improve your skills. It takes practice to gain proficiency. If you are still struggling after the fifth or tenth index, doubt can creep in on whether you will ever get the hang of this. The Dip can also involve a project or client relationship blowing up in your face. Do you really have what it takes to run a business? Do you dare try again and accept a new project?

I want to assure you that yes, it is possible to get through the Dip. I also want to acknowledge that getting established is hard. I’ve often heard the rule of thumb that it takes about three years to become established as a freelancer. That was true for me. I noticed that the number of queries I was fielding seemed to pop in my third year, as did my income and the number of indexes I wrote. Though I also know other indexers who have found full-time work sooner, and others who are in the Dip for longer. The Dip varies from person to person, though everyone faces it one way or another. 

Godin writes that when in the Dip, you are faced with two choices. Do you quit, or do you persevere?

Quitting isn’t always bad. I knew an indexer, who started about the same time I did, who later quit indexing to focus on being an editor. They realized that they were better at editing, earned more from editing, and found editing more enjoyable, and so it made sense for them to quit indexing. Similarly, a few years ago I made the decision to quit proofreading, as indexing is a better fit for me. If indexing is not a good fit for you, or if freelancing is not meeting your needs and goals, then quitting might be the right decision. Quitting strategically is not failure. What I don’t want you to do is to quit because the Dip just feels too hard.

The trick to getting through the Dip is to keep moving. As Godin writes, “The Dip is flexible. It responds to the effort you put into it.” Keep practicing your skills and accepting new projects, knowing that each index is an opportunity to learn and improve. Keep marketing, reaching out to authors and publishers who might want to hire you. You never know who is going to write back. Keep networking with other indexers and editors, attending conferences and participating in online events and forums. You may gain a referral or advice for a sticky problem, or at least feel less lonely in the profession. Move through the Dip rather than being stuck at the bottom.

Lastly, be realistic about the fact that the Dip exists and that you may be in it. Whether it takes a year or three or more to get out of the Dip, it will be a stressful time, with a lot of uncertainty and doubt. It will take a lot of work to get out of the Dip. And that’s okay too, because the work you do now is laying the foundation for your future success.

It is possible to succeed as a freelance indexer. You can build the business that you desire. I believe that you can do it.

Article
October 11, 2023
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by Stephen

Money Advice to Make Freelancing Easier

In my last post, I wrote about my two golden rules for marketing and building a client base. Today, I want to write about money.

If you are a freelancer, or are thinking of becoming a freelancer, I assume at least part of your motivation is to earn an income. Even if an income is not your primary goal, money is still likely to be involved, unless you plan to work pro bono. Some basic financial planning and understanding is crucial, though don’t worry, you don’t need to be an expert.

As a disclaimer, I am not a financial expert either, so by all means please do your own research or consult actual experts.

These are a few things which I have found helpful in my own business, and which I wish I understood better when I first started. I hope this helps set you on the right path too.

Outsource Tasks, Not Responsibility

You don’t need to handle all of your bookkeeping and taxes by yourself. If you are not comfortable doing so, lack the time, or know that a professional can do it faster than you can, then you can certainly hire a bookkeeper, accountant, or other assistant to help you with your finances. You don’t need to do this alone.

What you can’t outsource, however, is responsibility for your finances. This is your business and you need to understand what is happening. Schedule a regular time, maybe once or twice a month, to review your finances. Even if you are not doing the work yourself to create invoices, record payments, or record expenses, understand how the process works. You don’t want to be in the red because a client failed to pay and you never noticed. 

Plan Ahead

For me, a key part of managing my finances is being organized and planning ahead – which can be hard. How I manage my finances continues to evolve as my needs change and I learn better methods to be organized. For you, try to set up a good system from the start, while also know that it is possible to change as you go along. 

Here are a few tips for planning ahead and organizing your finances that I’ve found useful.

  • Plan for an unpredictable cash flow. One of the downsides of freelancing is that no one is paying you a regular salary. How frequently you issue invoices will vary. The amounts on each invoice will be different. Clients may also pay early or late. This can sometimes lead to a cash flow crunch when you need money to pay your bills and payments have not yet arrived – which is why it is important to keep a reserve fund. Set money aside from each payment so that you can still pay yourself and meet your financial obligations when payments are late and cash is short. There are different ways to do this. I’ve found the Profit First system, by Mike Michalowicz, to be helpful (I recommend his book by the same name). Or can you find or develop a different system.
  • Set financial goals. It can be easy to drift along in your business without some kind of goal. Without a target income, you may even earn less than you need to to stay afloat. So set some goals for yourself. If you are just starting out, maybe aim to increase next year’s income by ten or fifteen thousand dollars. If you’ve reached a comfortable yearly income or have all of the work that you want, I recommend still setting a minimum income that you want to reach. I find it helpful for gauging my progress throughout the year and for ensuring that I have enough money coming in for my budgeted expenses and savings. Once I reach my goal, I can either continue to earn extra or I can give myself permission to take time off. 
  • Decide how to track the numbers. Will you use bookkeeping software? There are several options. Or track expenses and income in Excel? It doesn’t really matter so long as it is accurate and works for you. When I first started, I bought a program to handle invoices and I kept track of everything else in spreadsheets. Now that I have a somewhat larger business, with more invoices, expenses, and also now royalties from my book, I find it more convenient to use an all-in-one bookkeeping program.
  • Use templates for invoices. If you plan to be in business for a while, then you are going to be sending out a lot of invoices. Save yourself some time and use a template. This could be using a template within your bookkeeping program or it could be a template that you create in Word or Excel. 
  • Track expenses. Have someplace where you record expenses immediately, and have a place where you keep receipts. For physical receipts, consider also taking a photograph of the receipt and keeping that photograph in a dedicated folder on your computer. You can claim business expenses on your taxes, but only if the expense is documented.
  • Add bookkeeping to your schedule. When it comes to creating and sending invoices, recording payments and expenses, and reviewing my finances, I find it much easier to remember and to do when it is a regular part of my schedule. So, I do my bookkeeping twice a month. Find a time that works for you.

Taxes

As with planning ahead for an unpredictable cash flow, plan ahead to pay taxes. Set money aside from each payment in a separate account so that you aren’t caught short at tax time. Depending on your jurisdiction and income, you may also need to pay quarterly installments.

It can be difficult to know how much to save. I suggest plugging some estimated figures into a tax program or tax calculator, taking into account any tax credits or deductions you anticipate claiming. The goal is to save a ballpark figure so that you at least have most of the money set aside.

Depending on where you live and how much you earn, you may also be responsible for collecting sales tax, as well as complying with other business regulations. This may also depend on the type of business you have (for example, a sole proprietorship versus incorporation). As a one-person business, requirements shouldn’t be too complicated, but still do your research for the jurisdiction you live within and proactively abide by the rules. 

To sum up: have a plan, as I have repeated throughout this post. If you understand what is happening financially with your business, if you have a place for recording and tracking all of the numbers, and if you have a schedule for keeping all of that information updated, then I find it is fairly easy to keep the whole system moving along and to remain financially healthy. It doesn’t need to be a lot of work, so long as it is done regularly.