Menu
Sign In Search Podcasts Charts People & Topics Add Podcast API Blog Pricing

Jason Pearsall

๐Ÿ‘ค Speaker
266 total appearances

Appearances Over Time

Podcast Appearances

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

And they needed custom development that exceeded, you know, then a fairly small dev team.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

And so had raised and gotten committed.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

I think it was like 300,000 short of my series A.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

It started off with a $600,000 seed round that I funded a good portion of, then went to raise a $2.5 million Series A, had raised about $2.2 million.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

And an organization called Constellation Software out of Canada, you know, approached us about an acquisition and, you know, happy to tell that story, but ended up selling Club Caddy to Constellation in 2020.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

They hired me and I worked for them today.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

No, it was no 2019 and it wasn't almost going bankrupt.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

It was just like I was having more go out than I could afford to go out for an extended period of time.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

And I knew that if, you know, we didn't either raise capital or figure out a long term solution that eventually that would be where we were headed.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

But we weren't like close to shutting down the doors.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

I was just maybe dramatizing that we didn't I couldn't afford to support the business by myself or continue to bootstrap the business by myself.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

I only raised $600K before the CSI acquisition.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

We raised a $600K seed round that got us to about 2019.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

In 2019, I started fundraising a Series A and spent about 15 months getting check commitments and almost had the round closed and then Constellation came into the picture.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

So CSI is the, for especially people who may not have the background, is the largest acquirer of vertical market software companies in the world.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

They own 2,000 other brands and labels, like Club Caddy, that are all either top or one or two in the specific vertical that they service.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

So hospitals, legal, hotels, yacht clubs, every vertical needs software.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

Constellation Software is the market leader in private club software globally.

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

They have 55 percent market share and they had one of those legacy solutions that, you know, I had mentioned there were mature server based solutions, there were immature cloud based solutions, and we were the first

SaaS Interviews with CEOs, Startups, Founders
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

full club based management software that was cloud based.