When I started freelancing 14 years ago, I was drawn to the idea of control over my time and projects. But freedom doesn’t come without its challenges. The reality of freelancing taught me things no guidebook ever mentioned.
Here’s what those years revealed, hard-earned lessons that shaped my career.
1. Your first price is almost always too low
Early on, I’d quote what I thought clients wanted to hear. It often left me working long hours for too little. Now, I’ve learned that the real cost of my work includes expertise, time, and the value I bring to the table.
Takeaway: Before quoting, ask yourself, what number feels uncomfortable but fair? Start there.
2. A “quick change” request isn’t quick
Clients say, “It’s just a small tweak,” and you realize hours later it wasn’t small at all. I’ve learned to manage these conversations by setting expectations early.
What works: I include a clause in contracts that outlines additional costs for changes outside the initial scope. It’s not about nickel-and-diming—it’s about protecting your time.
3. Quiet months teach you how to prepare
Freelancing is seasonal. There were times I went weeks without work, which taught me that budgeting isn’t optional—it’s survival.
My system: I treat busy months as preparation for slower ones. A portion of every payment goes into a “dry spell” fund. It’s my safety net and lets me breathe when the work slows down.
4. Referrals aren’t always shortcuts
I used to think a referral meant an automatic green light. But not all referrals fit your style, values, or way of working. Some are more trouble than they’re worth.
Lesson learned: Now, I treat referrals the same as cold leads. A 15-minute call can reveal whether the connection is truly worth pursuing.
5. Closing the laptop at 6 p.m. is a superpower
In my early years, I worked until midnight more times than I’d like to admit. Setting boundaries has been one of the hardest—and most rewarding—skills I’ve developed.
Pro tip: Physically separate your workspace from your personal space, even if it’s just a corner of your room. It’s easier to walk away when work has a “place.”
Secret: I am still not good at it honestly 🙁
6. Passive income isn’t just a bonus, it’s insurance
A few years in, I started creating templates and resources for designers. It wasn’t much at first, but over time, those small streams of income carried me through leaner months.
Why it matters: Freelancing is unpredictable, but a steady trickle of income smooths out the ups and downs.
7. Clients remember how you made them feel
I’ve worked with dozens of clients, and the ones who return aren’t just happy with the work—they’re happy with the experience.
Focus on this: Make communication clear and deadlines sacred. A smooth process is just as valuable as great results.
8. Not every inquiry deserves a proposal
I’ve wasted countless hours drafting proposals for leads that disappeared. Some clients are just window-shopping, and that’s okay.
What I do now: Before writing a proposal, I ask key questions about goals, budget, and timeline. If they’re vague, I politely decline.
9. Talking about budgets isn’t rude – it’s smart
This took me years to understand. Asking about budgets upfront is professional, not pushy.
Try this: “What’s your budget range for this project?” It saves time, avoids mismatched expectations, and makes the process smoother for everyone.
10. Freelancing offers freedom, but discipline keeps it alive
Freedom is what drew me in, but discipline is what keeps my career thriving. Without structure, deadlines slip, projects pile up, and stress takes over.
The key: Build a routine that works for you. Mine includes a strict start time, focused work sessions, and knowing when to call it a day.
Freelancing is a journey of freedom and responsibility. These lessons didn’t just shape my work—they shaped me. If you’re freelancing or considering it, remember that the struggles teach you as much as the successes.
Let’s connect
Curious about freelancing, employment, or anything in between? Let’s connect on LinkedIn I’d love to hear your experiences, answer your questions, or just have a meaningful conversation about building a fulfilling career.
