Assertion certainty 4/5 debate potential 1/5

Pearsall: Club Caddie Generates $15,000 Average Revenue Per Golf Course Location

Jason Pearsall · From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook · Dec 3, 2025 · at 2:48

Jason Pearsall, founder and CEO of Club Caddie, breaks down the vertical SaaS platform's pricing model and customer unit economics with Nathan.

0:00 / 0:06exact quote · 6.8s
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“They're higher than that. And so on average, we look for about an average of 15,000 ARPU per unit.”

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Assertion Not checkable as stated
Pearsall: Club Caddie is earliest-stage acquisition in Constellation's history
“We are the earliest stage company that Constellation's ever acquired.”
Jason Pearsall Dec 3, 2025 ▶ 12:56 From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook
Assertion Not checkable as stated
Pearsall: Club Caddie Deal Has the Longest Earn-Out in Constellation History
“I have the longest earn out in CSI history.”
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Insight
Pearsall: Golf courses function as multiple small businesses under one profile
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Jason Pearsall Dec 3, 2025 ▶ 3:24 From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook
Assertion Not checkable as stated
Pearsall: Early club SaaS lacked depth while legacy server software dominated
“There were mature solutions for full clubs, not just like a golf course with a point of sale and a Tea sheet, but needing, you know, events and weddings and restaurants and dining reservations and all kinds of other, other apps as well. There were mature solut…”
Jason Pearsall Dec 3, 2025 ▶ 4:52 From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook
Insight
Pearsall: Internal case studies are easily cooked; real proof requires third parties
“It's too easy to cook the books on like a case study, right? So the real validation comes from, you know, golf courses. We have no relationship with having that same success and then being able to demonstrate that that is a formula we can repeat elsewhere.”
Jason Pearsall Dec 3, 2025 ▶ 6:01 From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook
Insight
Pearsall: US backlog is more valuable than expanding into Canada
“Conversion rates aren't entirely favorable for SaaS companies, and so when you have pent up demand, the most valuable dollars are coming from the U.S., and so, you know, it doesn't make sense to take on Canadian clients, and we have a backlog of U.S. Clients t…”
Jason Pearsall Dec 3, 2025 ▶ 6:49 From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook
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