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#371Thoma Bravo's Behind the Deal68.8 / 100Get badge
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Finance▲2161 this period

Thoma Bravo's Behind the Deal

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

Finance rank

#69 of 165

Best B2B Finance Podcasts →

Across the index

#371 of 1095

Substance

Top 34%

outscores 66% of the index

Why it scores where it does

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.

The five-dimension breakdown

Averaged across 5 recently scored episodes, with cited evidence.

Insight Density

13.2 / 20

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”

Originality

11.4 / 20

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”

Guest Caliber

18.0 / 20

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”

Specificity & Evidence

15.0 / 20

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”

Conversational Craft

11.2 / 20

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”

Standout episodes

  • Exostar: The Explore Platform's First Investment

    2026-04-02

    86
  • Beyond the Deal: Building the Explore Platform

    2026-04-09

    72
  • REVISITING: How Carl Thoma and Orlando Bravo Built the World’s Largest Software-Focused Investment Firm

    2026-04-16

    68

Rank over time

3 periods tracked.

Episodes

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

    51 / 100
  • The Dayforce Deal: AI, Scale and the Future of Workforce Software

    2026-04-23 · 38 min

    67 / 100
  • REVISITING: How Carl Thoma and Orlando Bravo Built the World’s Largest Software-Focused Investment Firm

    2026-04-16 · 38 min

    68 / 100
  • Beyond the Deal: Building the Explore Platform

    2026-04-09 · 23 min

    72 / 100
  • Exostar: The Explore Platform's First Investment

    2026-04-02 · 58 min

    86 / 100

Frequently asked

What is Thoma Bravo's Behind the Deal's substance score?
Thoma Bravo's Behind the Deal scores 68.8 out of 100 for substance and ranks #371 on The B2B Podcast Index. That puts it ahead of 66% of the B2B podcasts we rank and #69 of 165 in Finance. The score reflects insight density, originality, guest caliber, specificity and conversational craft across recent episodes - not downloads.
Is Thoma Bravo's Behind the Deal worth listening to?
Yes - Thoma Bravo's Behind the Deal outscores 66% of the B2B finance podcasts and shows we rank on substance, so a finance operator is likely to come away with something useful.
Who hosts Thoma Bravo's Behind the Deal?
Thoma Bravo's Behind the Deal is hosted by Thoma Bravo.
How often does Thoma Bravo's Behind the Deal publish?
Thoma Bravo's Behind the Deal publishes weekly, has 82 episodes, released its most recent episode on 2026-04-30.
Which Thoma Bravo's Behind the Deal episode should I start with?
Our highest-scoring recent episode is "Exostar: The Explore Platform's First Investment" (86/100) - a good place to start.

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Frequently discusses

Companies, products and tools that come up most across this show's episodes.

Thoma Bravo · 4Dayforce · 2SeridiLinkedInSpotifyApple PodcastsYouTubeCeridianGartnerCIBCToyotaMichelinThoma CresseyProphet 21Explore platformExostarDiscover platformIntel 471

Guests who've appeared

Carl Press · 2Adam Konalski · 2David OssipTara GadgilDavid OsipCarl ThomaSam YulesRichard AddyNoah GlassHudson Smith

Topics this show covers

The themes that come up most across this show's episodes.

Dayforce · 2Thoma Bravo · 2Thoma Bravo Explore platform · 2NPS scoresSeridiHub (product feature)People analytics agentProject delivery and implementationSales growth (43% year-over-year)Market share (4%)AI and organizational competitivenessCeridianHuman Capital Management (HCM)Payroll tax complianceAgentic HCMSingle data model architectureWorkforce managementGartner recognition

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