Creatives are often so worried about the “right” legal words in their contracts, that they don’t even pay attention to the stuff that matters – the stuff that’s missing, the stuff that’s going to come back and bite them in the butt because it wasn’t said explicitly.
It’s less about what you DO say in your contract and more about what is MISSING.
Today, we’re deep diving into what to do when you don’t know what you don’t know, how to spot those things, and I’ll provide you with a free tool to use that will help you plug those holes and fill those gaps!
Picture this: A judge running out of his chambers, black robe flying like a cape, screaming my name, while I chase my client who’s literally RUNNING away from me…
Yep, that really happened. I was barely a year into my career, and that was the day I committed to getting crystal clear on client expectations.
This particular client (let’s call her “Blah Blah”) wanted me to do something I considered unethical and unreasonable. I refused—drawing a clear line in the sand. But instead of respecting my decision, she went behind my back to make it happen anyway. (Spoiler alert: I eventually had to refund her nearly $16,000 because of her antics. Yes, I’m still bitter about it.)
We were in court for her father’s succession hearing when everything exploded. During a break, the judge came bursting out from chambers, robe flapping wildly as he shouted:
“MS. WILKINSON! ARE YOU TRYING TO HAVE HIM ARRESTED?!”
I had NO idea what he was talking about.
I turned to look at my client—her seat was empty. She was RUNNING toward the exit.
I took off after her. “BLAH BLAH, STOP!” I shouted, chasing her down the hall until I spotted salvation: “BAILIFF! STOP THAT WOMAN!”
You’re probably thinking: “Jeez, Sheila. I hope you fired her on the spot!”
The painful truth? I couldn’t.
My contract had ZERO language about terminating clients—not for bad behavior, not for failure to pay, NOTHING.
I’d done my research on the SERVICES she needed, but because I was a newbie, I never clarified what our actual working relationship was going to look like.
I wanted to fire her, but I couldn’t for lots of reasons, and especially because of my contract. I had nothing in my contract about:
- how to fire her – you know, how to terminate our relationship
- when I could fire her
- who could decide to end the relationship
- what constituted “good cause” to fire her
- WHY I could fire her
So, I had to keep her. Not because I wanted to, but because I had no way out.
And when I realized that I had no way out, I did everything I could to ensure it never happened again with another client. I got super clear in my contract about the things that mattered to me, yes, but also, the things I didn’t think I would ever need to worry about. That was key.
So many creatives pretend like nothing’s going to go wrong. That just because they haven’t had a client dispute in the past, that they’ll never have one.
When you have comprehensive contracts, with clear expectations and boundaries around your time, energy, talent, and pay, with processes for how you’ll make decisions together as a team – you and your client – then you don’t need to keep hoping that nothing goes wrong, sighing a big sigh of relief every single time the final payment on a project comes in. You can actually focus on putting all of your creative energy into the project without having to micromanage the business stuff, too.
Chances are, one day you WILL have a dispute – and chances are it won’t be because you do anything wrong, but because there’s so much out there that you’re not in control of – like your client’s day-to-day, whether they get deathly ill, your client’s funding and THEIR clients, their staff and support, the way they drive, whether they let road rage get the best of them, even if they travel to a dangerous place or take unreasonable risks like skydiving without a parachute … a dispute can arise for lots of reasons, and not just because you have one with the client themselves. It could also be because all of a sudden, you might wind up dealing with someone who’s not your client – their lawyer, their assistant, the executor of their estate who doesn’t want to pay you for work you’ve done.
The real problem with pretending everything’s going to be okay is that when you don’t address the PROBABILITY that something can go wrong, you’re leaving yourself exposed.
And look, I know it’s hard to think about all the things that go wrong. We WANT to see the good in people. We WANT to believe that everything will go smoothly. And most of the time, honestly? It will. And that’s great. But it’s less about whether it will go wrong, and more about being prepared in case it does. That’s what lawyers are for – that’s what experienced business consultants and mentors are for. Because I have seen a TON – a lot – so much bad, so much slimy, mucky, foul play. I’ve seen people screw over their family members for a few hundred dollars.
And so, yes, you want to believe everything’s going to go well. A lot of creatives feel uneasy and nervous about including language in their contracts about what to do when things go wrong.
Maybe that’s because it even feels a bit superstitious, you know? That if we even THINK that things will go wrong, that will somehow put it out into the universe, and then things WILL go wrong. If we ignore the perceived confrontation or truth about the fact that things CAN go wrong, through no fault of anyone, then when it DOES go wrong, we’ll be left holding the bag if we don’t prepare for it.
Stop pretending that everything’s going to always go well with clients. Start preparing yourself – and them – in case something does go wrong. And the way to do that is with your intake, your onboarding, your proposal, your contract.
If I wanted a contract that prepared me for just about anything – good, not so good, and terrible – so I can feel confident I’m covered, then I would look through my contract for what’s MISSING.
Missing. What do I mean by that? How do you know what you don’t know? Simple: you ask.
So, “What Would Sheila Say” to Ask?
🎧 LISTEN HERE FOR MY ADVICE! 🎧
Ultimately, a contract is about preserving and protecting the value of your relationships – with your client, with yourself, with your community, your colleagues. Even potential clients you don’t even know about yet.
Had I looked at contracts this way from the start, I would have never taken on that client who turned out to be a nightmare client. And maybe your clients haven’t fled the courthouse (yet), but I bet you’ve experienced clients who:
- Email you at all hours expecting a reply within minutes
- Get confused about the process, even though you explained it (twice!)
- Ghost on deliverables, then blame you for the delay
- Or worse—don’t pay on time (or at all)
Clients (especially the wrong ones) will always test the limits of what they can get. And if expectations aren’t clear from the beginning, the line gets blurry, fast.
That courthouse chase? It was my wake-up call.
I realized that clients can’t meet expectations they don’t know exist. I needed to define exactly what they could expect from me: who, what, where, why, when, and how—and what I needed from them in return.
So I revamped everything:
- A clear onboarding process
- Transparent communication guidelines
- Step-by-step clarity on how decisions are made and when deliverables happen
- And yes, firm payment terms
I stopped being vague and started showing up with clarity and leadership—so every client knew what they were signing up for.
Maybe your “courthouse chase” moment hasn’t happened yet. Gosh, I really hope not.
I want you to have clear communication and calm client relationships.
I had to work on my boundaries, clarifying my expectations, and making good decisions. And all that was so that I could protect my peace and my heart and my reputation.
So, yes, I want you to go do the free interactive guide – the 12 Simple Tweaks. Because when you do, you’ll get clearer about so much that’s MISSING in your contract:
- the general information and tone
- drawing lines in the sand
- how you serve your clients
- determining client needs and scope
- communication expectations
- your internal strategy and processes, including project timelines
- compensation, payment terms and cost breakdown
- intellectual property ownership and access
- enforcing your contract, applicable law, and dispute resolution
- contract amendments and termination
- miscellaneous stuff that can either help or bite you in the butt
- even signature requirements
And as you go through the guide, you’ll also find your brain working hard for you – because lots of other things will come up for you about your contract, and you’ll have a place to pull it all together. Because filling the gaps, plugging the holes in your contract? That’s PRICELESS. And it will save you SO much time and energy. And money, too. Let’s be honest.
And I’ll be honest. The kinds of issues you won’t expect with a client come up. It’s a tale as old as time.
You’re in a hurry because you’re just starting out and a new client falls into your lap, but you don’t have a contract. You need something fast and hiring a lawyer takes time and money you don’t have yet, so you download a free contract template online, switching out some wording, thinking that your bases are covered, thinking you’ll worry about a “proper” contract later (but never do, because it’s good enough and hey, it hasn’t burned you … yet).
And here’s where I tell you what you already know: you’re so far from covered with those templates, it’s not even funny!
My client’s story is a perfect example of this. For confidentiality purposes, let’s call them BOB.
Bob reached out to me on Instagram because they were in a bind. They wanted to fire their client, but the client owed them money AND their contract said nothing about how to fire them. They didn’t know what to do, needed help navigating it, and honestly, they felt a bit foolish for not knowing that their clients had a reputation for stiffing creatives (which is why no one in town worked with them).
Bob was an artist – painting large spaces in private and public areas. And they weren’t only incredible at it, their work was so recognizable that you knew it was them before you even got close enough to see a signature. It’s the kind of recognition and branding that so many hope for.
Their crappy problem client knew that – and used it against them!
Bob wanted to cut ties and move on in peace—but didn’t want to poke the bear. They needed to reply with confidence, backed by something stronger than gut instinct (hi, legal receipts), and walk away without getting bullied into refunding a deposit they had every right to keep. Oh, and they definitely didn’t want to end up in this kind of mess ever again.
Sidebar: Their original contract came from a friend, who wasn’t an attorney. I did some research and found that the contract they were using was actually a free template off the internet – with the exact language to a T, no customization at all. This is a BIG no-no, so if you have a template, you need to tweak it so it fits you (my 12 Tweaks Interactive Guide is a great place to start).
🎧 LISTEN HERE FOR MY ADVICE TO BOB! 🎧
Bob ended up choosing Option 2—not ideal, but it allowed them to walk away without further loss, since the check hadn’t been deposited yet. Still, the lack of proper contract terms left them backed into a corner.
After we cleaned up the mess, we built a custom contract from scratch: clear expectations, dispute resolution, boundaries, rights—everything. Two months later, Bob was signing dream clients with confidence and dodging red flags like a pro.
So, here’s what I want you to know:
📌 A bad contract can be worse than no contract.
📌 Free templates aren’t enough unless you customize them—deeply.
📌 And if the legal stuff overwhelms you (especially if you have a learning difference like Bob), you are not alone.
And if you’re wondering whether your contract could hold up under pressure, take a hard look.
✨ What’s vague?
✨ What’s missing?
✨ What protections are in place for you—not just the client?
Because the truth is you deserve to feel protected before things go sideways. And look, this stuff’s not easy. It’s not.
- Society tells us that if someone wants to pay us, then we should do the job they ask us to do, no matter whether we’re at risk.
- Society tells us that we should avoid confrontation, avoid conflict, because it’s not “nice” or “polite” and all that gets us is headaches and stress.
- Society tells us that we should take what we can get, and define ourselves by our productivity and deliverables.
And all these things Society tells us? They’re wrong.
I don’t want you to just take ANY project that drops in your lap, or ANY money that people want to pay you – even if it’s a lot. I don’t want you to take just ANY client.
I care about you – I care about you making good, safe decisions that ensures you have a great client experience, too! You’re also in that relationship. It’s not just what the client wants. You don’t have to play that game. You don’t have to go along for the ride just to keep the peace.
And sure, you can put this off. You can say your contract is “good enough” for now, and that’s probably true. It probably is “good enough” – but if you actually go to your contract and look for what’s MISSING from it, you might just find that you’re leaving yourself wide open for a nightmare client like I had, or a crappy refusing to pay but forcing the work to be done client like Bob.
I want you to do this for yourself because you don’t know what you don’t know. So, if you go and do the free interactive guide, the 12 Simple Tweaks form, then you’ll have a chance to see what you don’t know. And you can start to tweak your contract. At the end of the day, you have to make your contract YOURS.
And if – when! – you do that, then I’m confident that you’ll feel way more confident. And you’ll avoid a problem client you didn’t know you were going to have.
And, if you need support, I’ll be running an 8-week Contracts Course soon – I’ll throw the waitlist link into the show notes – but also, go do my free 12 Simple Tweaks Form to help you get a clearer client contract. I’m here if you need me.
Next Steps
- Free Interactive Guide: “12 Simple Tweaks to a Clearer Client Contract”
- Get on the Waitlist for the 8-Week Contracts Course!
- Scripts to tell Clients you need time to focus
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Hi! I’m Sheila, your guide to a Joyful and Thriving™ creative life! I have lots of titles: attorney, social worker, coach, consultant, keynote speaker, educator. And while I’m proud of those titles, I am a human first and a title second – just like you. I want to help you reset expectations, set boundaries, and make aligned decisions, so you can streamline and focus your energy on the people, projects, and pay that actually matter to you.
Instagram: @sheilamwilkinson | LinkedIn
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