A service of

Adam Solomon, Partner at Thoma Bravo and co-lead of Thoma Bravo’s Explore fund, on digital transformation


In a recent ION Influencers Fireside Chat hosted by Giovanni Amodeo, Adam Solomon, Partner at Thoma Bravo and co-lead of Thoma Bravo’s Explore fund, shared his perspective on identifying high-impact opportunities in digital transformation, the evolving role of AI, and Thoma Bravo’s unwavering focus on software investing. The conversation unpacked how specialization, data leverage, and long-term vision are crucial in today’s rapidly shifting tech and capital markets landscape.

Key Topics Discussed:

1. Thoma Bravo’s Explore Fund Strategy

  • Focused on lower mid-market software buyouts.

  • Targets control deals in enterprise software with established product-market fit.

  • Emphasis on long-term digital transformation potential.

2. Why Sector Focus Matters in Software Investing

  • Deep specialization enables better pattern recognition.

  • Helps avoid overpaying in overhyped sectors.

  • Builds conviction through historical deal experience (500+ software investments).

3. Digital Transformation as an Investment Thesis

  • Focus on large, traditional sectors (e.g., fintech, healthcare, edtech, industrial tech).

  • Look for “mission-critical” software with hard ROI and operational embedment.

  • Seeks opportunities to automate, optimize, and innovate customer workflows.

4. Evaluating Product Importance & ROI

  • Key customer diligence questions: “Can you run your business without this software?”

  • Hard ROI (3x–10x) vs. Soft ROI (e.g., risk mitigation in cybersecurity).

  • Avoids nice-to-haves in favor of deeply integrated platforms.

5. Value Creation & Operational Playbook

  • Rapid post-deal execution with full board control.

  • Focus on growth acceleration, margin improvement, and strategic M&A.

  • Deep pre-deal alignment with management on P&L vision.

6. Backing Founders & Management Teams

  • Prefer to back existing leadership, often first-time founders.

  • Look for self-awareness and openness to collaboration.

  • Pair founder insight with Thoma Bravo’s operational expertise.

7. AI Integration Across Portfolio

  • Investing in IP and use cases across operations and product.

  • Leverages proprietary data and customer relationships to build competitive AI products.

  • Identifies both threats and opportunities from AI disruption.

8. Exit Strategy & Investor Expectations

  • Builds exit optionality from day one (strategic buyers, PE, public markets).

  • Rejects hype investing; prioritizes durability, not trendiness.

  • Transparent communication with management teams to ensure alignment.

9. Investor Trends: Specialization Over Diversification

  • Increasing LP demand for sector-specific strategies.

  • Recognized link between domain focus and consistent returns.

10. Market Concerns & Future Outlook

  • AI’s existential threat to some software models.

  • More scrutiny on operational efficiency post-COVID hiring booms.

  • Growing interest in continuation vehicles—though Thoma Bravo remains traditional in exits.


Key timestamps:

00:07 Introduction to the Fireside Chats
00:38 Background of Adam Solomon and Thoma Bravo
01:34 The Importance of Sector Specialization
02:52 Exploring Digital Transformation Opportunities
04:14 Assessing Customer Needs in Software
05:35 Defining ROI in Software Investments
07:00 Market Validation and Product Fit
07:54 Investment Strategy in Cybersecurity
09:12 Building Expertise in Software Investments
10:12 Evaluating Management Teams
11:53 Understanding Value Creation
13:06 Aligning Management Teams with Investor Interests
14:04 Avoiding Overvaluation in Investments
14:45 Impact of AI on Talent and Opportunities
16:18 Investor Demand for Sector-Focused Funds
17:32 Concerns in the Software Sector
18:42 Strategic Considerations in Acquisitions
19:31 The Art of Selling Companies
20:20 Future Trends in Continuation Vehicles
21:00 Opportunities in Cybersecurity
22:01 The Growing Appeal of European Markets
22:49 Regulatory Environment and Its Implications