

PE – Early Indicators and Success Factors to Gauge Before Buying a Company
PE – Assessing Success Factors Before Acquiring a Company
When evaluating a potential investment, I focus on businesses with strong fundamentals, clear value-creation levers, and predictable, sustainable growth.
These are the key criteria that make an acquisition attractive:
Strong Leadership or Replaceable Gaps
- Evaluating whether the management team is strong or if key leadership gaps can be easily filled with an external network of experienced executives.
- Willing to replace leadership if necessary, ensuring the team can execute the right operational strategy effectively.
Sustainable Market Position and Competitive Moat
- Investing in companies with clear differentiation and a defensible market position (not easily disrupted by new entrants).
- Looking for firms in growing, resilient industries where software demand remains strong through economic cycles.
Strong Customer ROI and Mission-Critical Software
A company with high “Customer ROI” and mission-critical status is far more resilient in economic downturns, maintains strong pricing leverage, and benefits from sticky, long-term customer relationships—key factors in driving sustainable growth and value creation.
- Prioritizing companies where the software delivers a high, measurable return on investment (ROI) for customers, ensuring strong renewal rates and pricing power.
- Ensuring the software is mission-critical—meaning customers cannot easily replace or eliminate it without significant disruption. Focusing on solutions that are indispensable to customer operations, meaning businesses cannot function effectively without them.
- Ensuring that the software directly improves growth, efficiency, reduces costs, or mitigates risk for customers, making it less susceptible to budget cuts.
- Looking for companies where the ROI is quantifiable and defensible, strengthening the case for long-term customer retention and price optimization.
Quality ARR – Recurring Revenue
- Targeting enterprise software companies with predictable, recurring revenue models (subscription-based, maintenance contracts, or deeply embedded in customer operations).
Strong Retention and High Switching Costs
- Looking for businesses with high customer retention rates (90%+ in many cases) and strong Net Revenue Retention (NRR).
- Prioritizing companies where customers face high switching costs, either due to deep integration into workflows, proprietary data usage, or contractual commitments.
Pricing Power and Margin Expansion Potential
- Identifying companies with under-optimized pricing strategies (e.g., not charging based on value delivered).
- Prioritizing businesses where structured pricing improvements, renewal uplifts, and tiered monetization strategies can significantly increase margins.
GTM Levers That Can Be Improved (Scalable Engine)
- Ensuring the company has a proven customer base and established demand—not taking early-stage technology risks.
- Looking for our ability to create a more repeatable, scalable go-to-market (GTM) motion, but where sales execution can be further optimized for efficiency and growth.
Operational Levers That Can Be Improved
- Investing in companies where value creation is within control—such as salesforce efficiency, expense optimization, and automation opportunities.
- Avoiding businesses where growth depends primarily on external market conditions rather than internal improvements.
Clear Path to EBITDA Expansion
- Evaluating whether the company has potential for significant EBITDA growth through operational efficiencies and pricing improvements.
- Targeting software companies where EBITDA margins can increase by at least 10–20 percentage points within a few years post-acquisition.
Scalable Technology and Low Technical Debt
- Favoring software platforms with modern, scalable architecture, ensuring long-term sustainability.
- Avoiding businesses with excessive technical debt that would require major, high-risk overhauls.
Potential for Add-On Acquisitions
- Assessing whether the company can become a platform for M&A by acquiring and integrating complementary software products.
- Prioritizing businesses where bolt-on acquisitions can increase revenue per customer, expand into adjacent markets, or accelerate growth.