Meet Terry Moorehead: A Canvas Rebel Interview

Originally published on canvasrebel.com.

We’re excited to introduce you to the always interesting and insightful Terry Moorehead. We hope you’ll enjoy our conversation with Terry below.

Hi Terry, thanks for joining us today. Let’s kick things off with your mission – what is it and what’s the story behind why it’s your mission?

Our mission is to simplify urban mobility by providing a seamless, stress-free parking experience. Through innovative technology, we aim to save time, reduce frustration, and contribute to smarter, more sustainable cities by connecting drivers with convenient parking solutions. For Driveway Hosts. To empower them to achieve financial freedom by creating innovative, scalable, and a sustainable passive income solution that generates value for our drivers while allowing them to focus on what truly matters in life. Supporting local communities and businesses. Promoting eco-friendly parking solutions. Encourage the use of electric vehicle charging stations, carpooling, or partnerships with public transport.

Awesome – so before we get into the rest of our questions, can you briefly introduce yourself to our readers.

My professional background is in HR consulting, but the idea for Parking Mate was born from a personal experience. While looking for parking near a baseball stadium, I noticed a house with a handwritten sign: “Rent my spot for the game.” I thought, there should be an app for that—and that’s how Parking Mate came to life.

I built the business around the idea of creating a passive income stream for everyday homeowners. To bring it to life, I partnered with a small, startup-minded tech team based in Florida, USA. Our talented developers span the United States, Canada, and the United Kingdom, and we all share one common frustration: finding convenient, affordable parking—whether it’s for meetings, events, or a quick shopping trip.

Parking Mate is designed to offer a simple, convenient solution for anyone looking for a better way to park. Whether you’re heading to a game, attending a concert, or just running errands, the app helps you find and book nearby parking spaces with ease.

Beyond convenience, I believe the app can also help reduce congestion in busy areas—and just as importantly, give driveway owners the opportunity to earn extra income by renting out their unused space.

Any stories or insights that might help us understand how you’ve built such a strong reputation?

What helped us build a reputation with Parking Mate was our commitment to solving a real, everyday problem—lack of convenient and affordable parking—while also helping homeowners turn unused space into passive income.

We focused on creating an app that’s ridiculously easy to use for both drivers and hosts. But more than just a tech platform, we built trust—through secure payments, verified users, reliable customer support, and a strong community of helpful hosts.

One key decision early on was listening closely to user feedback. We implemented features like EV charging filters, instant booking, and better host communication tools based on real-world needs. That showed users we were building with them, not just for them.

And finally, we embraced brand personality. From our cash cow metaphors to our referral program, we brought some fun and relatability into the parking world—which helped us stand out in a space that’s often overlooked.

At the end of the day, our reputation was built on being reliable, helpful, and just a little different—and people remember that.”

How did you build your audience on social media?

When we started Parking Mate, we knew social media would be crucial—not just for visibility, but to build a community around a shared problem: finding parking and making passive income from unused space.

At first, growth was slow. We experimented a lot—posting memes about parking struggles, tips for hosts, and relatable content for city drivers. What really clicked was when we leaned into our brand personality. We embraced humor, especially with our ‘cash cow’ theme and brand ambassadors, The Mooo-La’s. People started to remember us—not just as a parking app, but as the fun one that ‘gets it.’

We also highlighted real users—driveway hosts who made money, and drivers who found last-minute spots. That built trust and gave us shareable content.

Our advice for anyone starting? Don’t try to be perfect—just be consistent, be real, and lean into what makes your brand different. Listen to what your audience reacts to and don’t be afraid to have a little personality. People don’t just follow features—they follow vibes.”