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Founder Playbook

Fundraising & VC

+2

Stop building Fortress Canada

Aug 20, 2026

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4 min read

Stop building Fortress Canada

You're not trying to win the local swim race. You're trying to take the gold.

Rocketships

+2

Seven companies made the list three times

Aug 18, 2026

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5 min read

Seven companies made the list three times

The 2026 tour is mid-flight. Here's how to get on the list.

Fundraising & VC

+1

Your idea isn't risky enough

Jul 24, 2026

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4 min read

Your idea isn't risky enough

45 companies crossed $10B USD valuation in the last 4 years. None of them were Canadian.

FinTech

+2

A wedge is nothing without a vision

Jul 14, 2026

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5 min read

A wedge is nothing without a vision

Float went from corporate card to a ~$548M valuation in a few years. Plus: four founders, four problems nobody wanted, from last Monday night.

AI

+1

 1.7B people use AI. 3% pay for it.

Jun 30, 2026

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5 min read

1.7B people use AI. 3% pay for it.

Consumers adopted AI faster than anything. The money hasn't caught up.

Founder Playbook

+1

How overscaling nearly sank a $500M+ exit.

Jun 16, 2026

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3 min read

How overscaling nearly sank a $500M+ exit.

Plus: tell us what you want to see more of and your first customer question, answered.

Founder Playbook

4 founders, 1 unicorn, zero filter

May 5, 2026

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2 min read

4 founders, 1 unicorn, zero filter

Plus: we're taking the community national. Vancouver is this weekend.

Founder Playbook

Some met co-founders. Some met customers. May 4.

Apr 30, 2026

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3 min read

Some met co-founders. Some met customers. May 4.

What will you walk away with this time?

Founder Playbook

When the playbook stops working

Apr 23, 2026

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4 min read

When the playbook stops working

Two rooms said the same thing. May 4 is where it continues.

Founder Playbook

+1

$2.36B federal IT spend. Are you on the list?

Mar 19, 2026

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8 min read

$2.36B federal IT spend. Are you on the list?

There’s $690M leaving US firms. Here’s where it’s going.

Founder Playbook

Naive ambition isn't a personality flaw. It's the strategy.

Mar 17, 2026

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8 min read

Naive ambition isn't a personality flaw. It's the strategy.

$100B+ in assets. 3M+ Canadians. It started with one founder calling every signup himself.

Founder Playbook

Are you default alive or default dead?

Mar 10, 2026

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9 min read

Are you default alive or default dead?

A tool to calculate your growth rate, Jason's take on why it matters, and four founder talks to watch at every stage.

Founder & Company Stories

+1

"An idea is not really a business - as much as I wanted it to be."

Mar 3, 2026

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7 min read

"An idea is not really a business - as much as I wanted it to be."

4 founder stories at MaRS, Best Of TechTO early bird tickets, $350K in grants, a trip to Taiwan and CIX Summit

Fundraising & VC

+1

Sold Before Writing A Single Line of Code

Feb 24, 2026

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7 min read

Sold Before Writing A Single Line of Code

4 Founder Playbooks, raising $2.1M at 23, exiting to PE-backed giants, scaling Sentry to unicorn status - plus Taalas’ $169M Nvidia challenge and global AI regulation warnings.

Founder Playbook

+1

How 3 Canadian founders scaled to $100M+ (and what they'd do differently)

Feb 19, 2026

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6 min read

How 3 Canadian founders scaled to $100M+ (and what they'd do differently)

Capital discipline, AI-era hiring leverage, Althra Cohort 2, February-March events, and the membership advantage shaping Canada’s next wave of builders.

Founder & Company Stories

+1

Before You Hit “Submit” (or “Apply”), Read This

Jan 29, 2026

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8 min read

Before You Hit “Submit” (or “Apply”), Read This

Together YC next Monday, a Devon Galloway spotlight, events to watch, new roles to explore, and where the TechTO & Peerscale communities come together

Founder Playbook

Built. Scaled. Sampled. Repeated.

Jan 22, 2026

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9 min read

Built. Scaled. Sampled. Repeated.

Commerce Toronto recap, fintech lessons from a $1B BNPL journey, TechExit Vancouver, and what’s next on the TechTO calendar

Founder Playbook

Who’s Selling, Who’s Scaling, Who’s Hiring

Jan 15, 2026

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8 min read

Who’s Selling, Who’s Scaling, Who’s Hiring

Commerce Toronto speakers, Assel Beglinova’s founder insights, community pulse, January events, new gigs, and where Canadian tech is focusing next.

Founder & Company Stories

+1

From Reflection to Execution

Jan 8, 2026

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9 min read

From Reflection to Execution

Peerscale leadership, founder journeys, and building with intention in 2026

Founder Playbook

Alright. Are You Ready?

Jan 6, 2026

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8 min read

Alright. Are You Ready?

Last days of the TechTO membership discount, the trends founders are watching, and where the community is showing up this month.

AI

+2

What No One Tells You About Building a Tech Company

Nov 6, 2025

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7 min read

What No One Tells You About Building a Tech Company

Things have changed, and these are the only building hacks you need

Podcast

+1

The power of a global mindset

Oct 30, 2025

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5 min read

The power of a global mindset

Check out the latest episode of Founder Journey + more perks for your startup

Founder Playbook

+1

Building, Scaling and Exiting: The Peerscale Edition

Oct 2, 2025

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8 min read

Building, Scaling and Exiting: The Peerscale Edition

Peerscale is TechTO's exclusive peer network- today's newsletter features some of its most notable members.

Founder Playbook

How to Pitch like a Dragon

Sep 25, 2025

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6 min read

How to Pitch like a Dragon

Advice from a tech legend, why it's never been a better time to build in Canada + more perks

Founder Playbook

How to Find Opportunity

Sep 16, 2025

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7 min read

How to Find Opportunity

Founder's advice, takeaways from Health Toronto and more opportunities to connect.

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