ecosystem / people / mike-mcderment
Mike McDerment on the TechTO stage

Mike McDerment

Co-founder & Chair of the Board, FreshBooks

SaaSTorontoOn TechTO stages since 2016

FreshBooks co-founder and Toronto tech OG. He started the company in his parents' basement in 2003 after saving over an invoice, bootstrapped for ten years, said no to every VC, then raised two large rounds once the market, product, and team were derisked. Having handed off the CEO role, he's now starting a new venture from scratch.

On the TechTO stage ×3

First seen on the TechTO stage in 2016. Every talk is searchable — ask the archive about Mike

In their words

Whenever I raised, I would practice dolphin dives. I would always make sure I could get back to zero with whatever capital I had on the balance sheet, because what you do not want to be doing is raising when you need the capital.

TechTO Funding Stage, Jun 2026 · watch at 14:14

Every problem is a people problem. Every solution is a people solution. That's true in your business, and it's also true with the people you bring onto your cap table.

TechTO Funding Stage, Jun 2026 · watch at 12:53

You need to know your customer and your market better than anyone in the world before you go and raise capital from somebody else.

TechTO Funding Stage, Jun 2026 · watch at 9:24

I saved over an invoice one day and the rest as they say is history.

TechTO, Feb 2016 · watch at 08:34

If you really want to learn like go and try and figure out sales and marketing at that small company and fall on your face like 10 times you will learn so much more than going to that big company.

TechTO, Feb 2016 · watch at 09:13

If you look at how it gets done is you need some companies to really scale that's the thing that actually accelerates it the fastest.

TechTO, Feb 2016 · watch at 07:52

I don't believe you can iterate your way to Greatness in design.

TechTO, Jul 2017 · watch at 06:40

I'm not trying to win next year I want to win in five years.

TechTO, Jul 2017 · watch at 07:43

Any platform is going to last you about 10 years in technology and then you're kind of screwed.

TechTO, Jul 2017 · watch at 11:02
A few quotes can’t cover everything Mike said on the TechTO stage. 1,600+ talks are searchable.Ask about Mike

Around the web ×4

Quick answers

Why did Mike McDerment say no to VCs for FreshBooks' first decade?

At heart it was control — he feared losing the soul of the company, especially the ability to shape how customers were served. He also knew the information arbitrage between VCs and founders was heavily one-sided back then.

What finally changed his mind about raising venture capital?

Everything else was derisked: customers loved the product, the market spanned tens of millions of businesses, and the metrics showed a repeatable acquisition model. After recruiting seven or eight executives, capital was the only thing still holding FreshBooks back. He told investors to expect 10 years and only accepted funds in their first year.

What are 'dolphin dives'?

His fundraising principle: whenever he raised, he made sure he could get back to zero with whatever capital was on the balance sheet, so he was never raising because he needed the money. If you don't need the capital, investors fight to give it to you; if you need it, you're screwed.

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Maintained by TechTO · facts sourced and dated · last reviewed Aug 3, 2026