From Admin Bottlenecks to Global Scale: Jessica Gregory’s Growth Journey

Having the YouCanBookMe system implemented in my business made things so easy,” she says. “There’s nothing that YouCanBookMe hasn’t done for me to grow my business.”

- Jessica Gregory

For over 23 years, Top Toronto Runway Coach Jessica Gregory has helped models master more than just their walk. Based in Toronto and trusted by top agencies like Spot 6 Management and Peggi LePage, she teaches her clients how to own the runway—and their confidence.

My philosophy with my business is 'Be. Feel. Walk confident.' The 'be' focuses on the mental state of the models, being authentic in their own skin and being comfortable in your own skin."

As demand for her expertise continued to grow—both in-person and online—Jessica needed a better way to manage her coaching scheduling needs. That’s where YouCanBookMe comes in: it takes care of the admin, so Jessica can keep focusing on what she loves—helping her clients shine.

Why YouCanBookMe: Jessica’s story

The challenge

In the coaching world, your calendar is your business. Sessions need to be booked efficiently, clients need to show up on time, and everyone needs to be fully prepped.

But before YouCanBookMe, Jessica was handling everything manually—emailing back and forth to coordinate times, sending session details, and processing payments through PayPal one by one.

It worked—until it didn’t.

In high demand with modeling agencies, everyday individuals and pageant delegates across the world, Jessica knew she needed a system that was as professional and polished as the coaching experience she delivered—but one that was also simple for everyone to use.

I'm dealing with a younger generation and I don't want them to be frazzled or like okay, I don't know what I'm doing. I'm just not going to book.”

The old-school way had become a bottleneck. It was time for something better.

The solution

After trying out a few coaching scheduling tools, Jessica discovered YouCanBookMe and immediately felt the difference.

Having the YouCanBookMe system implemented in my business made things so easy because before I was kind of doing things the old school way.”

- Jessica Gregory

YouCanBookMe gave Jessica the tools to create a polished, branded booking experience that matched the professionalism of her coaching. With customizable booking pages, she could make a strong first impression that felt effortless for clients and aligned with her brand.

It looks very professional when a client looks at it.”

But it didn’t stop there, Jessica set up:

• Customizable notifications such as confirmation and reminder emails to ensure clients had everything they needed before a session and cut down on no-shows
• Zoom integration to make virtual sessions easy to manage
• Stripe integration to seamlessly and securely take payments 

For Jessica, the shift wasn’t just about saving time—it was about leveling up her entire client experience.

Ready to streamline your scheduling?

Deliver a polished, professional booking experience that runs itself—so you can focus on what you do best.

The outcome

With YouCanBookMe’s coaching scheduling software, Jessica’s scheduling now runs like clockwork, she can share her booking links with ease and have multiple booking pages for different services. This ensures that every client gets the right information, reminders, and follow ups—sent automatically and exactly when they’re needed.

This streamlined experience has been especially important when working with a wide range of clients, including children. 

It’s user friendly, which is something that I really, really wanted my customers to be able to understand. That this is not going to be something complicated. You just click and go.”

- Jessica Gregory

With scheduling off her plate, Jessica can focus entirely on her clients: helping them gain confidence and find their stride.

✨ Bonus ✨ Learn from the pros—Jessica’s top business advice

1. Make connections

Don’t be afraid to put yourself out there, stand firm in your offering, and build rapport with the right people. 

Your network is your net worth. And as a business, I wish I had known that." 

- Jessica Gregory

Jessica found that building relationships with the right people was essential to her growth. Rather than starting small, she focused on establishing connections with bigger clients from the start.

I know they always tell you to start small and grow, but I wanted to start at the top and continue to grow from there.”

2. Take that leap of faith

If you have an idea and a passion, trust yourself and go for it. 

I would say: start that business. Start whatever idea you came up with and keep it going. Like I said for myself, I took a leap of faith. I started with nothing." 

23 years ago, Jessica took that leap. Now today, some of the models she’s coached have walked on runways for the likes of Givenchy, Louis Vuitton, RUDSAK, and Marc Jacobs, just to name a few. It all started with a single step—and yours could be next.

Scheduling software that helps you put the client first

With YouCanBookMe’s coaching scheduling software, Jessica effortlessly runs her sessions—connecting with agencies and individuals across the globe without the usual scheduling headaches.

No more juggling emails, chasing payments, or coordinating calendars. Just smooth, professional booking that lets Jessica focus on what she does best: helping her clients walk with confidence and own the runway.

Ready to strut into smoother scheduling like Jessica? Try YouCanBookMe today (no credit card required!). 💫