
At the start of their careers, most freelancers take on every new client that comes along. But as we mature and gain more experience, we become more discerning when we’re choosing who we work with. This usually happens because we’re starting to specialize, we want to avoid dead-end projects, or we become more specific about the work we prefer to do.
As we become more involved in selecting clients, what criteria can we set? Read the rest of this entry »

The project milestone sheet is an incredibly important document for freelancers and their clients. It defines all the most important tasks, who is assigned to them, and when they are due. In other words, it serves as the map for your entire work process. As Darrell noted in a previous post, even small projects need to have these milestones set.
So how can you create a milestone sheet that works? Read the rest of this entry »
Every time I apply for a new job, I’m always excited to start working. Despite this, some prospects don’t always seem to share my enthusiasm. They might seem uninterested and may stall negotiations or contract signing. How can you tell if a prospect isn’t serious about working with you, and what should you do about it?
It’s been a week since their last email. After seeing your web site, some leads will contact you asking for more information, a project quote, or links to your portfolio. But after you give them what they need, you might not hear from them for a few days. Then, before you know it, more than a week has gone by and they still haven’t contacted you. Read the rest of this entry »
Many freelancers, especially at the beginning of their careers, find themselves working with very difficult clients. When this has happened to me, either I helped change the client’s working behavior or stopped working with them altogether. While I always aim for the former approach, sometimes the better option is to end the working relationship. Whenever this happens I hope that if I do work with the client again in the future, they’ll be more cooperative — but that’s not guaranteed.
When one of your more difficult clients contacts you for a new project, how do you work with them again, without repeating the problems you previously had?
Points to Consider
Before you sign up to work with a previously difficult client, there are some issues you need to address.
Refer to the paperwork. If your client is contacting you for support on a previous project, it helps to go over your signed contracts and documents to see whether the new request is within your area of responsibility.
Understand their position. Oftentimes, I’m the only go-to person that these difficult clients have worked with. This is usually because they’re not that tech-savvy or they have a hard time convincing other professionals to take on their projects. With their situation, they just want to get things done as fast as possible. Keep this in mind if they sound frustrated or in a rush when they’re contacting you.
If you’re going to help them out, know why. In my experience, guilt is never a good reason to stay with difficult clients. This is especially true if they are verbally abusive, need 24/7 hand-holding, and don’t value your work. If they’re immature enough, they might try to appeal to your guilt. Just remember not to give in.
Help out your difficult clients only if you believe in the project and if you’re confident that you can learn to foster a better, mutually beneficial working relationship.
Rebuild Your Relationship
Once you decide to work with a difficult client again, make sure that you’ve learned from your previous mistakes and won’t be likely to repeat them. Use the insights you’ve gained from your experience to make the relationship work this time around.
Improve your contract terms to forge a more balanced relationship. Go over the last contract you signed with this particular client. Are the terms clear and easy to understand? Are there any clauses you need to add or modify to protect yourself from being exploited?
Discuss the things that didn’t work out last time and propose solutions for them. If you had to “fire” a client before, they’re probably aware that your working relationship wasn’t smooth to begin with. It’s best to express your concerns and propose ways on how problems can be avoided this time around — without blaming each other for previous mistakes, of course.
Train your client to be more self-sufficient. I used to provide solutions to my clients’ simplest needs even if they were outside the project scope. While there’s nothing wrong with going the extra mile from time to time, constant support for even the most irrelevant tech issues can be a drain on your time and energy. Instead of providing solutions yourself, point them towards the resources that can best empower them to help themselves.
As freelancers, we see ourselves improving and becoming more professional as we gain more experience. Our difficult clients are the same way. It’s reasonable to expect that they, too, can become easier to work over time.
Have you ever had a difficult client go back to you for more projects? If so, did you avoid working with them again or were you able to establish a healthier working relationship?
Image by danzo08 from sxc.hu
Recently, I was subcontracting for an ad agency when things went unexpectedly wrong. There had been points in the process when I felt things weren’t quite right, but I couldn’t put my finger on why. In retrospect, I can see that those moments were actually blatant warning signs that the project was going awry.
Now I keep these warning signs in mind. They’re indicators that I need to take immediate action to keep my project on track. If you’re working remotely, that can be much harder to do than if you have daily face-to-face contact with your colleagues, but hopefully these tips will help you avoid the trap I fell into.
The project had started in the normal way. I took the brief, produced the work, and sent it off in draft form for review with the words, “I look forward to your amendments.” But there were no amendments. My contact at the agency asked for my invoice the same day. I wound up having to chase payment, my contact was avoiding me, and in the end, I only got paid for half the job.
Here are the five warning signs that should have alerted me to the danger.
Read the rest of this entry »
“Just do your work and then I’ll pay you.” I couldn’t believe what I was reading. My client had told me to just do (my) work, yet he didn’t want to discuss any of the things that I needed to know to get the work done in the first place. He wanted to do away with the needs analysis stage and just get me to write a 50-page e-book based on a vague, one-paragraph description. If there’s a web app for telepathy I haven’t seen it, so he shouldn’t expect me to know how to finish a project after the first two emails.
To avoid this problem in the future, I’m reevaluating the way I work with clients. How do I include them in my work process? Can I improve on my current methodology?
So far, here are some points I’ve come up with:
Include your process on your web site. The first thing I noticed was that I failed to set expectations at the earliest stage possible — on my web site. There was nothing on my site about how I performed a needs analysis, did research and reworked drafts based on client comments. I’m going to create a page about my work process as soon as possible. Some good examples include one from Mount Evans Designs and another from Recopy Studio. Read the rest of this entry »
If I were to list all the clients I’ve worked with during my freelancing career, I’d say that 99.5% of them were a pleasure to work with. They gave clear instructions, sent constructive feedback, and paid me on time. I love working with these clients over and over again.
Then there’s that 0.5% that I wish I never worked with. They scammed me out of my work, never paid, and tried to get away with it. After taking advantage of me, they repeat the same process with the next freelancer, and the next, and the next, until threads about their scamming ways start appearing in message boards. Does this sound familiar to you? If not, count yourself lucky.
It’s a good thing that this hasn’t happened to me in the last three years. I probably owe this to the fact that I pay attention to any red flags or hunches I get when negotiating with new clients.
Read the rest of this entry »