At Penny Ledger, we’re all about making life simpler – whether it’s tackling your tax return without the headache or helping you navigate the ups and downs of a freelance career. Our community is full of talented, creative professionals who’ve taken the leap into self-employment and are carving their own paths, and we’re here to support you every step of the way.
When it comes to advice, we know how valuable it is to hear from someone who’s been there, done that, and learned a whole lot along the way. That’s why we caught up with Indie Stowell, co-founder of The Marketing Lab.
Indie broke down the top 10 lessons she learned during her first year as a freelancer, sharing honest advice and practical tips to help you work smarter, set boundaries, and build a business that works for you.
Just like your taxes, freelancing doesn’t need to be complicated. And with guidance you can trust from experts who are thriving in their field, you’ll be well on your way to freelance success.
Here’s what Indie had to say…
Freelancing is full of ups and downs – one minute you’re landing dream projects, and the next you’re chasing invoices and questioning your career choice. After a full year of working for myself, here are 10 things I wish someone had told me before I took the leap.
1. Charge What You’re Worth (and Then Some)
When I started out, I was terrified to price myself too high. I thought low rates would get me more work.
Spoiler alert: undercharging just attracts clients who don’t value your skills.
Now, I set my rates based on my experience and the results I bring, not just my time. The right clients will pay what you’re worth – don’t be afraid to ask for it.
2. Get Everything in Writing
In my first few months, I worked on a project without a contract, thinking “They seem nice, what could go wrong?”
Everything.
The client kept adding work, delayed payments, and ghosted me when I pushed back.
Now, every project starts with a contract – non-negotiable. It protects you and sets clear expectations from the start.
3. Take 50% Upfront – No Exceptions
I’ve had clients disappear after getting the final deliverables. It sucks.
Asking for a deposit upfront ensures you’re not left empty-handed. Plus, it filters out people who aren’t serious about working with you.
If someone hesitates to pay a deposit, that’s a red flag.
4. Freelancing Can Be Lonely – Find Your People
Working for yourself means no office small talk or coffee breaks with co-workers. I didn’t realise how isolating it could be.
Networking – whether online or at IRL events like GradFest – helped me connect with other freelancers. Having people who “get it” makes all the difference.
5. Don’t Let Clients Dictate Your Prices or Services
At first, I was super flexible – customising prices, offering extra work for free – until I realised I was running myself into the ground.
Now, I have clear pricing and service packages.
If a client tries to haggle or demands extras, they’re not the right fit. Setting boundaries saves you your sanity.
6. Your Time Is Your Most Valuable Asset
When I started freelancing, I said “yes” to everything.
Big mistake.
I ended up overbooked, underpaid, and exhausted. Now I’m picky about where I invest my time.
If a project doesn’t excite me or pay well, I say no. Prioritising work that aligns with my goals has been a game-changer.
7. You’re More Than Just A Freelancer – You’re A Business
Freelancing isn’t just about doing the work – you’re also your own accountant, marketer, project manager, and customer service rep.
At first, this felt overwhelming, but investing time into learning basic business skills helped me level up.
Treating your freelancing like a business (because it is) sets you up for long-term success.
8. Not Every Client Is Worth It (and That’s Okay)
I’ve worked with clients who drained my energy, demanded endless revisions, and made me doubt my skills.
Now, I trust my gut – if a client gives me bad vibes or is difficult from the start, I walk away. The right clients will respect your work and pay you fairly.
9. Taxes Will Sneak Up On You – Be Ready
The first time I had to do my taxes as a freelancer, I panicked.
Unlike a 9-5 job, no one is setting money aside for you.
Now, I automatically save a chunk of every payment for taxes. It’s boring, but it saves me from stressing when tax season rolls around.
10. Burnout Is Real – Take Breaks
I used to think freelancing meant hustling 24/7. I skipped breaks, worked late nights, and ended up completely drained.
Now, I schedule time off just like I would if I had a “real job”.
Resting isn’t slacking – it’s essential to doing your best work.
Freelancing is a rollercoaster, but I wouldn’t trade it for anything. If you’re just starting out, know that it gets easier. Learn from my mistakes, set boundaries, and don’t forget to enjoy the freedom that comes with being your own boss.
