From Self-Doubt to Self-Starter: Overcoming the Struggles of Starting Your Own Photography Business in Montreal
- Chris
- 1 day ago
- 3 min read

Starting your own business—especially in a creative field like photography—can be equal parts exciting and terrifying. When I decided to launch my photography business in Montreal, I was full of passion but also weighed down by doubt, anxiety, and fear of rejection.
What if no one books me?
What if my work isn’t good enough?
What if I fail?
If you’ve ever felt this way, you’re not alone. The road to building a successful creative business is filled with trial and error, unexpected detours, and learning how to deal with rejection without letting it crush your spirit. But here’s the good news: every struggle is also an opportunity to grow—both as an artist and as an entrepreneur.
The Reality of Rejection and Anxiety
One of the first things I had to accept was that rejection is part of the process. Not every client will say yes. Not every shoot will go as planned. Sometimes, your work won’t resonate—and that’s okay. The key is to not take it personally. Easier said than done, right? But the more I experienced rejection, the more I realized that it wasn’t a reflection of my worth, but often just a matter of timing, budget, or fit.
Trial, Error, and the Messy Middle
There’s no perfect formula for launching a business. I tried things that didn’t work. I undercharged. I overcommitted. I felt imposter syndrome creeping in with every big decision. But all of those missteps helped me refine my process, understand my ideal client, and build a business that actually aligned with the life I wanted to live.
Building Confidence Through Consistency
Confidence doesn’t show up overnight. It’s built slowly through consistent action. Every session I photographed, every client I connected with, every lesson I learned—each one was a small building block that helped me find my footing. I stopped waiting to feel “ready” and started showing up anyway.
Tips for New Entrepreneurs and Creative Freelancers

If you’re just starting out or feeling stuck, here are a few tips that helped me and might help you too:
1. Focus on What You Can Control
You can’t control how many inquiries you’ll get this week, but you can control how often you show up online, how much you practice your craft, and how you present your work. Focus your energy on what’s in your hands.
2. Take Things in Stride
Not every day will be productive. Some days will feel like a setback. Don’t let a slow week convince you to give up. Take it in stride. Rest, reflect, and keep moving forward.
3. Keep Improving Your Skills
The best antidote to imposter syndrome? Growth. Take a class. Watch a tutorial. Reach out to photographers you admire. The more you learn, the more confident you’ll become—and your clients will notice.
4. Build a Support Network
Whether it’s a local Montreal entrepreneur meetup, a Facebook group for photographers, or just one trusted friend—don’t go it alone. Sharing your journey with others can ease the pressure and open new doors.
5. Celebrate Small Wins
Booked your first client? Celebrate it. Nailed a new editing technique? Take pride. These small moments are the foundation of long-term success.
Final Thoughts on Starting a Photography Business in Montreal
Starting your own photography business is not for the faint of heart. It takes courage, resilience, and a deep belief in your vision—especially in a competitive city like Montreal. But if you stay focused on growth, keep showing up, and give yourself grace through the ups and downs, you will build something meaningful.
If you're on your own creative journey and looking for authentic, heartfelt photography to help tell your story—I'd love to connect. Let’s create something beautiful together.
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