

Scaling Founder Happy Hour
Growth is exciting. It can also make everything suddenly feel harder.
More clients mean more people. More people mean more systems. More systems mean more decisions. And somehow, the founder can still end up holding far too much of it together.
The Scaling Founder Happy Hour is a small, informal gathering for founders navigating that messy middle - when the business is gaining traction, but the way you've always operated isn't necessarily built for where you're headed next.
We'll compare notes, share what's working (and what definitely isn't), and learn from other people navigating similar growing pains. No panel. No presentation. No awkward pitching. Just good drinks, smart founders, and an honest conversation about what happens when your business starts growing up.
This gathering is particularly designed for founders of growing tech, software, AI and tech-enabled businesses, with a focus on creating more space for women founders around the table.
Hosted by Ashley MacArthur, Founder of B.O.S.S. -Through B.O.S.S., Ashley works alongside founders navigating the behind-the-scenes challenges that emerge as businesses grow - from people and processes to systems, operations and team capability.
📍 Smalls Kitchen - 1192 Queen St. West, Toronto
📅 Thursday, October 1
🕕 6:00–8:00 PM
Space is intentionally limited to keep the conversation small.