Hosted by Thoma Bravo
Listed under Business › Management, Technology
Thoma Bravo’s Behind the Deal podcast takes you behind the scenes of one of the largest software investors in the world. You'll hear the strategies and stories behind building Thoma Bravo’s portfolio of innovative, industry-leading software and technology companies.
82 episodes · publishes weekly · latest 2026-04-30 · ~29 min/episode
Rank
#371
Substance
68.8
/ 100
Breakdown
Scored 2026-08
Updated monthly
Across the index
#371 of 1095
Substance
Top 34%
outscores 66% of the index
Thoma Bravo's Behind the Deal ranks #371 on The B2B Podcast Index with a substance score of 68.8 out of 100, scored across 5 recent episodes. It scores highest on guest caliber and specificity & evidence. Richard Addy is a highly credible operator with genuine authority: 19 years at Exostar (seconded from Rolls-Royce, rising to CEO), deep aerospace and defense domain expertise, and direct responsibility for the transformation described. Carl Press and Adam Konalski are senior Thoma Bravo practitioners with 11 and 10 years respectively at the firm and direct ownership of this deal. However, the guest lineup lacks external industry perspective or customers' viewpoints, limiting the conversational depth.
Averaged across 5 recently scored episodes, with cited evidence.
The episode provides solid operational and deal-structuring insights, particularly around the pattern-matching approach to identifying consortium businesses and the multi-year value creation journey. However, it relies heavily on narrative storytelling rather than novel frameworks or non-obvious strategic principles. The specific insights about right-sizing Exostar's product portfolio, rebuilding leadership, and the monthly board meeting cadence are useful but represent standard PE playbook execution rather than counterintuitive thinking.
“nearly two thirds of, uh, U.S. defense spending flowed through the XSR network”
“we're a 5 year old company and a 25 year old body”
While the pattern-matching thesis across GHX, Alemica, and Exostar shows strategic consistency, it is not presented as a novel discovery but rather as a documented pattern the firm has already executed twice. The insights about consortium-owned businesses and the identity security crossover are sensible but not counterintuitive. The episode largely reinforces established PE value creation orthodoxy rather than challenging conventional wisdom.
“There were very few remaining. This was the one that really stood out to us as another, ah, as the next in a lineage of deals that we could do”
“It just so happens identity is another very big theme for Thoma. Bravo. We are the largest investor in identity security companies”
Richard Addy is a highly credible operator with genuine authority: 19 years at Exostar (seconded from Rolls-Royce, rising to CEO), deep aerospace and defense domain expertise, and direct responsibility for the transformation described. Carl Press and Adam Konalski are senior Thoma Bravo practitioners with 11 and 10 years respectively at the firm and direct ownership of this deal. However, the guest lineup lacks external industry perspective or customers' viewpoints, limiting the conversational depth.
“I've been here approximately long time now. Almost two decades. 19 years”
“Carl Press. I'm a partner at Thoma Bravo. I've been with the firm for 11 years”
The episode includes concrete financial metrics: revenue grew from $60M to $80M (or $85M at exit), EBITDA from -$4M to $20-25M, 13-month dividend recap, 2-3x EBITDA valuation implied by the context, 17 indications of interest with 2x range in bids, and 65% of U.S. defense spending flowing through the network. However, it lacks specific details on customer acquisition costs, churn rates, specific product consolidations executed, or named customers beyond the OEM primes.
“revenue had grown from 60 million to over 80 million, and EBITDA had improved from negative 4 million to over 20 million”
“the company, in the year that we sold it, was doing about 85 million of revenue and growing in the low teens”
The hosts ask reasonable follow-up questions and probe Richard on his decision-making and cultural management, but the overall conversation is notably soft. There is minimal pushback, no genuine disagreement, and little tension despite references to board votes and negotiations. Richard's criticisms of prior joint venture structure are accepted without challenge. The interviewers do not press on deal timing luck, COVID impact, or whether the business truly needed PE involvement, which would have sharpened the conversation.
“Maybe give the listeners and viewers just a quick, uh, intro on you, bio on you, and then we can talk about the journey that we went on together”
“So Richard, I wanted to ask you. There was a relatively large transformation upfront within the business”
3 periods tracked.
5 scored on substance · 60 tracked in total.
From $1M to $2B+ in Revenue: David Ossip on Leadership and Scaling Dayforce
2026-04-30 · 8 min
The Dayforce Deal: AI, Scale and the Future of Workforce Software
2026-04-23 · 38 min
REVISITING: How Carl Thoma and Orlando Bravo Built the World’s Largest Software-Focused Investment Firm
2026-04-16 · 38 min
Beyond the Deal: Building the Explore Platform
2026-04-09 · 23 min
Exostar: The Explore Platform's First Investment
2026-04-02 · 58 min
Add this badge to your site - it links back here and updates automatically as you rank.
<a href="https://index.fame.so/show/thoma-bravos-behind-the-deal" target="_blank" rel="noopener">
<img src="https://index.fame.so/badge/thoma-bravos-behind-the-deal/badge.svg" alt="Ranked #69 on The B2B Podcast Index" width="360" height="136" />
</a>Track Thoma Bravo's Behind the Deal's rank
Get an email whenever this show moves up or down the Index. Monthly at most, no spam.
Companies, products and tools that come up most across this show's episodes.
The themes that come up most across this show's episodes.
Podcasts that dig into the same topics.
The Restaurant Technology Guys Podcast brought to you by Custom Business Solutions
Restaurant Technology Guys Podcast, sponsored by Custom Business Solutions
FYI - For Your Innovation
ARK Invest
The Pair Program
hatch I.T.
The Buyout Show with Fexingo
Fexingo
Private Equity Conversations with Fexingo
Fexingo
“HR Heretics”
HR Heretics