Getting It Right vs. Being Right: A Conversation About Coupa, Cirtuo, and Independent Analysis

Posted on November 7, 2025

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I have always operated on the basis of wanting to get it right versus being right. That is why I always encourage being challenged or questioned. The ultimate outcome is mutual understanding when debate is sincere and respectful.

Recently, Nico Bac asked a question that many might wonder but few would voice directly. His willingness to challenge my analysis—and my response—illustrates how productive professional discourse works.

  • At 10:14 AM on Thursday, Jon W. Hansen sent the following message: “Who is TB?”

  • Today, Nico Bac 🚀 sent the following messages at 3:28 AM: Sorry, Toma Bravo.
  • The article is certainly interesting.

  • Jon W. Hansen sent the following message at 8:33 AM, Nico,

    Not sponsored by Thoma Bravo (or anyone else). Never have been, never will be. The Procurement Insights archive (2007-2025) has always been independent analysis—sometimes to my financial detriment, since I’ve been critical of vendors who could have been sponsors.

    Why I think Coupa + Cirtuo could work (where most PE acquisitions fail):

    The typical PE playbook destroys value:

    Cut costs (reduce R&D, support, customer success)
    Maximize EBITDA (short-term profit extraction)
    Bundle products (force cross-sells regardless of fit)
    Exit in 3-5 years (flip to next PE firm or IPO)

    Result: Customers suffer, innovation stalls, satisfaction drops.

    But Cirtuo acquisition is different IF (big if) they execute on behavioral readiness, not just technology integration.

    Here’s what I see:

    1. Cirtuo solves Coupa’s biggest weakness: Implementation complexity

    Coupa’s platform is powerful but notoriously difficult to implement successfully. Why? Because it’s technology-first, not readiness-first. Organizations deploy Coupa before they’re behaviorally ready—stakeholders aren’t aligned, governance isn’t established, data quality is poor.
    Cirtuo’s strength: Readiness assessment and change management methodology. If Thoma Bravo integrates Cirtuo’s readiness approach as Phase 0 before Coupa deployment, implementation success rates could climb dramatically.

    2. The 80% failure rate problem (which I’ve documented for 17 years) persists because vendors sell technology without assessing organizational readiness.

    If Coupa + Cirtuo positions as: “We won’t sell you Coupa until Cirtuo assesses your readiness and builds your capacity to succeed”—that would be revolutionary.

    3. Customer satisfaction accelerates if:

    Cirtuo’s readiness methodology reduces implementation failures

    Coupa’s platform power is matched with Cirtuo’s adoption support

    Thoma Bravo invests in integration (not just cost-cutting)

    Big caveat: This only works if Thoma Bravo understands that cutting Cirtuo’s change management resources to boost short-term EBITDA would destroy the acquisition’s strategic value.

    Most PE firms would do exactly that. Will Thoma Bravo? I don’t know. But IF they recognize that readiness-first approach is Coupa’s path to market differentiation, this could work.

    Why I wrote the article:

    I’ve been documenting the procurement transformation failure pattern since 2007. The root cause is always the same: technology deployed before behavioral readiness is built.

    Cirtuo acquisition could be the first time a major platform vendor integrates readiness assessment as standard practice. If it works, it changes the industry.

    If it doesn’t—if Thoma Bravo treats this like a typical PE consolidation play—then you’re right to be skeptical.

    In summary: Not sponsored. Cautiously optimistic because Cirtuo solves Coupa’s biggest weakness (implementation complexity due to readiness gaps). But only works if Thoma Bravo invests in integration, not just cost-cutting.

    What’s your take on the acquisition? You seeing something I’m missing?

    Jon

  • Nico Bac 🚀 sent the following messages at 10:54 AM: Thanks, very helpful!

    I think this is indeed a great acquisition.

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Posted in: Commentary