The Ledger

Every statement that passed quotation and attribution checks. Mix any filter with any other: certainty 1/5, debate potential 5/5, or both at once.

clear all ✕

why aren't all 15 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 0 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable

Opinion
Bravo: Puerto Rico would be better off becoming a U.S. state
“I'm gonna say something I've never said before, and I do believe it'll be better for Puerto Rico to be a state if the U.S. Would allow that.”
Orlando Bravo Oct 15, 2025 ▶ 28:31 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Insight
Bravo: Modern PE software returns derive from terminal growth, not yield
“About two thirds or more is terminal value appreciation, and you make very little. On your yield.”
Orlando Bravo Oct 15, 2025 ▶ 11:33 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Prediction Not checkable as stated
Bravo: AI poses a major disruption risk to many software verticals
“There is a big risk of AI in this business. I mean, in a big, big way. There's so many verticals that are going to get disrupted.”
Orlando Bravo Oct 15, 2025 ▶ 13:43 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Insight
Bravo: Any company can cut 10% of costs, but 20% is difficult
“No matter how profitable you are, you can always cut 10%. No matter how unprofitable you are, it's difficult to cut more than 20%.”
Orlando Bravo Oct 15, 2025 ▶ 22:05 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Insight
Bravo: Low customer support gross margins reveal a flawed software product
“Like, for example, a company cannot say that it has really, really good product if its gross margins on support are very low.”
Orlando Bravo Oct 15, 2025 ▶ 25:35 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Opinion
Bravo: Thoma Bravo makes more money backing internal successors than going public
“And we actually feel we'll make more money by investing behind the next generation when that time comes than by going public and having a great day and a great multiple.”
Orlando Bravo Oct 15, 2025 ▶ 27:26 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Insight
Bravo: Software companies should not be held long-term by one group
“These software companies are not meant to be owned by the same group for 30 or 40 years.”
Orlando Bravo Oct 15, 2025 ▶ 9:41 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Insight
Bravo: Enterprise AI adoption will take time because enterprise tech is evolutionary
“In the enterprise, it's going to take a while, because we always say technology is evolutionary, not revolutionary, because our customers are buying this stuff for cost.”
Orlando Bravo Oct 15, 2025 ▶ 13:59 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Assertion Not checkable as stated
Bravo: Thoma Bravo must exit $10B deals at $25B to make money
“But now we're doing ten billion dollar deals. We have to sell those for 25 to make money.”
Orlando Bravo Oct 15, 2025 ▶ 15:02 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Disclosure
Bravo: Thoma Bravo cuts costs once then focuses on growth and add-ons
“So the reason we like to take out the cost once is the rest is about bookings, growth and add ons. We don't want to revisit margin too much. We want profitable growth going forward.”
Orlando Bravo Oct 15, 2025 ▶ 23:55 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Insight
Bravo: Early software PE investors benefited from massive market tailwinds
“Because we started doing software and it's hard not to do well if you started doing software back then and had all this wind behind your back.”
Orlando Bravo Oct 15, 2025 ▶ 6:25 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Assertion Contradicted
Bravo: Technology accounts for about 50% of PE deal volume
“About 50% of the private equity deal volume is in technology.”
Orlando Bravo Oct 15, 2025 ▶ 10:50 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Disclosure
Bravo: Thoma Bravo limits each fund to 10 to 12 companies
“So in every fund, we'll buy 10 to 12 companies.”
Orlando Bravo Oct 15, 2025 ▶ 16:21 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Assertion Partly supported
Bravo: Thoma Bravo tracked Dayforce since 2008 before $12.5B deal announcement
“Like, we recently announced that we were doing the Dayforce deal for 12 and a half billion. My partner, Holden Spade, met with the CEO of Dayforce in 2008, and we tracked that company for so long, watching it.”
Orlando Bravo Oct 15, 2025 ▶ 25:07 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Assertion Partly supported
Bravo: Thoma Bravo operates with roughly 230 employees
“So we have about 230 people at Toma Bravo within the organization.”
Orlando Bravo Oct 15, 2025 ▶ 7:39 Inside Orlando Bravo’s Private Equity Playbook: How to Build a Top Firm
Made with StarZero

Turn any episode into a week of clips.

This entire site, over 460 episodes transcribed, diarized, checked and made playable, runs on the StarZero media pipeline. Drop in your own episode and the podcast clipper finds the moments worth sharing, cuts them, captions them, and reframes them for every feed.