LEAFS HACKATHON 📢

TechTO is hosting a season-long hackathon for the Toronto Maple Leafs Baseball Club, the legendary team that traces its roots back to 1896 and today plays in the heart of the city at Christie Pits.

You don’t need to know how to code, pitch, or even like baseball. If you love building and experimenting with tech and great people, this is your sandlot sandbox.

Ways to get involved:

• Growth & Experiments – Fill the hill. Hack merch. Boost signups.

• Product & Game Day – Shape online and IRL experiences like a PM would.

• Creative Promos – Dream up wild stunts fans won’t forget.

• Free Game Fan – Come to a game – it’s free!

• Host a Team Event – Get food and drinks, hats and a private area.

Crazy ideas you might help build:

• Robot Pitching Arm

• Hype Video Generator

• Fantasy League for Merch

• AI-Powered Hot Dog Griller

• …Or something even crazier you dream up!

Join the community at Opening Day on May 11th at 2pm at Christie Pits. Tickets are free. Get inspired, do your customer research, and enjoy a Toronto summer tradition since 1896… and help them build the next 129 years of baseball in Toronto.

Learn more about the hackathon and how to earn your hat at techto.org/baseball

BUILDERS PERSPECTIVE 🛠️

In this section, we share some interesting takes and perspectives from across the ecosystem and share our thoughts.

For today’s Builders Perspective, we are weighing in on this post that made us think critically about managing our day.

This message resonated deeply—and felt important enough to echo with our own perspective.

In startup culture, busyness is often mistaken for momentum. But a founder’s job isn’t to react all day—it’s to think, build, and decide with clarity.

Too many talented founders wear a packed calendar like a badge of honour. But back-to-back calls, endless stand-ups, and constant context-switching don’t scale your impact—they drain it.

Here are 3 actionable takeaways we took from this post:

1. Block time for deep thinking — Literally schedule “thinking time” into your calendar. No calls, no meetings. Just space to solve problems, make decisions, or sit with hard questions. If you don’t guard this time, no one else will.

2. Audit your calendar weekly — Ask yourself: Which meetings could’ve been shorter, skipped, or delegated? What did you actually accomplish in the blank space between them?

3. Shift from reactive to intentional — Being fully booked might make you feel in-demand, but it often means you're operating in other people’s priorities. Clear time to focus on what actually moves the needle for your product, your team, and your mission.

The original post reminds us: your calendar reflects your mindset. And the most successful founders don’t just manage time—they design it around what matters most.

SPEAKER ANNOUNCEMENTS 🎤 

Meet the biggest names in tech, and investing taking the stage at our upcoming events.

Alex Baker joins us at Travel Toronto on May 21

Looking to meet active investors in Toronto? This is your chance. Alex Baker, Managing Partner at Relay Ventures will be joining us on stage in Toronto on Wednesday, May 21. — Details and Tickets Here

Jayiesh Singh joins us at Health Toronto on June 9

We’re excited to announce that Jayiesh Singh, CEO at Able Innovations will be joining us in Toronto for our Health event on June 9. Jayiesh is someone you’ll want to meet for his bold vision of transforming patient care through robotics—and the rare mix of technical depth and startup grit it takes to make it real. — Details and Tickets Here

NEXT BIG GIGS 💼 

Find your next “big gig” in tech — in this section we’re featuring a short-list of interesting job opportunities from our brand new job board. See you jobs we’re highlighting today:

• GuruLink, our job board partners, are currently hiring for 80 roles across North America. GuruLink is delivering state of the art recruitment services and software, and joining them would put you at the forefront of reinventing the way companies and people recruit.
  

• Sherpa, a leader in the travel space, is hiring a Remote Full Stack Engineer. You can get to know the Founder, Max Tremaine at our upcoming Travel Event on May 21
  

• Waabi is hiring a Senior / Staff ML Engineer in Toronto. If you want to join the team that is changing the transportation sector using AI, this is your chance.
  

• Klue, a software helping people analyze their valuable data and insights, is hiring a TA Partner in BC.

Have a job you want to share? Currently looking to find your next gig? Check out the full list of jobs we curated just for you on our job board

MARK YOUR CALENDARS 📆 

Here are some of our upcoming events

• Consensus 2025, Crypto’s Most Influential Event, May 14-May 16 — Register Here [Use Code TECHTO20 for 20% off]

• TechTO Sales, Tuesday, May 20 at 6pm — Details and Tickets Here

• Travel Toronto, Wednesday, May 21 at 6pm — Details and Tickets Here

• Vancouver Demo Day + Web Summit Social, Tuesday, May 27 all day — Apply Here

• Health Toronto, Monday, June 9, at 6pm — Details and Tickets Here

• Commerce Toronto, Tuesday, June 10 at 6pm — Details and Tickets Here

• TECH WEEK HIGHLIGHT: The Summer Social, Wednesday, June 25 at 6pm — Details and Tickets Here

YOUR PERSONAL BOARD OF DIRECTORS ARE WAITING

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