TechTO Newsletter Archive

You’re using AI wrong in your raise

The deck is the worst place to point it. Here’s the right one.

Marketing & Growth

Where are the Canadian startup billboards?

Jul 28, 2026

•

6 min read

Where are the Canadian startup billboards?

SF startups spend roughly 10x what Toronto’s do on OOH. Here's Why.

Fundraising & VC

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.

Fundraising & VC

Jul 21, 2026

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5 min read

Stop the panic: Canadian seed rounds look normal compared to US

At seed, Canadian founders raise the same-sized cheque even if it takes longer to raise.

Alex Norman

Canadian Tech News

TouchBistro sold. Toast is worth 180x more.

Jul 16, 2026

•

5 min read

TouchBistro sold. Toast is worth 180x more.

Three companies bet on the restaurant. Only one won the market - here's why.

FinTech

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.

Canadian Tech News

Jul 9, 2026

•

3 min read

Canada leads NATO at exactly one thing

The defence money is real. Four takes on what it means for builders.

FinTech

Jul 3, 2026

•

6 min read

He went door to door to build a bank

Plus: why Canadian fintech's "76% crash" is a mirage - and Yoseph West live on Monday

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.

Canadian Tech News

Jun 25, 2026

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4 min read

What three Canadian VCs actually back

Hint: it's not your idea. Plus Float's $85M and a new customer feedback booth for founders on July 6.

Canadian Tech News

He took a 5-person company to a $340M Affirm exit. He'd still go bigger.

Jun 23, 2026

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4 min read

He took a 5-person company to a $340M Affirm exit. He'd still go bigger.

Wayne Pommen's advice hasn't changed in five years. Neither has the problem. Plus: what PMF actually feels like.

Founder Playbook

How overscaling nearly sank a $500M+ exit.

Jun 16, 2026

•

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.

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Archive

You’re using AI wrong in your raise

Where are the Canadian startup billboards?

Your idea isn't risky enough

Stop the panic: Canadian seed rounds look normal compared to US

TouchBistro sold. Toast is worth 180x more.

A wedge is nothing without a vision

Canada leads NATO at exactly one thing

He went door to door to build a bank

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

What three Canadian VCs actually back

He took a 5-person company to a $340M Affirm exit. He'd still go bigger.

How overscaling nearly sank a $500M+ exit.

TechTO

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