Operator-Led Technical DiligenceSecuring Alpha in LMM Software Deals.

Pinpointing Critical Insights Traditional Diligence Overlooks in Lower-Middle-Market B2B Software.

Executed 4 PE Integrations • Prevented > $2M Churn • Delivered > $2M Operational Savings

Growth equity funds targeting lower-middle-market B2B software know that generic technical due diligence often falls short, leaving critical operational realities, true scalability assessments, and pivotal value creation levers undiscovered. As an operator who has not only scaled technology but also successfully navigated four complex PE-backed integrations, I deliver the nuanced, execution-centric insights essential to rigorously validate your investment thesis and drive superior IRR.

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Driving Alpha Through Operator-Led Diligence & Value Creation

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Rapid Technical Assessment (Pre-LOI / Confirmatory)

IC-ready red flag reports within 48-72 hours. An operator's view on critical technical risks, scalability concerns, and immediate opportunities—exposing blind spots missed by conventional checklist diligence.

  • Validate architectural integrity against your growth model & investment thesis.
  • Assess actual engineering velocity, process maturity (DevOps, CI/CD), and roadmap viability.
  • Identify critical IP, talent concentration risks, and key-person dependencies.
  • Quantify technical debt impact on near-term EBITDA and future CapEx requirements.
  • Deliver concise go/no-go rationale & prioritized risk factors for Investment Committee.

Ideal for: Competitive processes, accelerated timelines, or when a high-conviction technical perspective is crucial pre-LOI or for final validation.

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Comprehensive Technical & Product Diligence

Deep-dive assessments penetrating beyond surface-level reviews. Focus on integration readiness, true cost of ownership, and tangible pathways to operational alpha, informed by direct PE integration experience.

  • Deep code-level analysis to uncover underlying architectural integrity, maintainability, and hidden risks.
  • Full-spectrum analysis of technical debt, with pragmatic remediation plans and EBITDA impact.
  • Benchmark engineering organization, processes, and talent against best-in-class LMM software operators.
  • Assess M&A integration complexity, timeline, cost, and synergy realization potential – based on 4 successful PE integrations.
  • Rigorous stress-testing of scalability, security posture, and compliance frameworks.
  • Uncover hidden product gaps and opportunities to accelerate market share post-close.

Critical for: Final IC approval, de-risking term sheets, platform acquisitions, carve-outs, and building a data-driven 100-day value creation plan.

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Portfolio Company Technical Value Creation

Targeted initiatives to enhance EBITDA and operational efficiency. Hands-on implementation of cost optimization, process improvements, and technology modernization to maximize asset performance and IRR.

Custom Engagement

  • Execute cloud/SaaS cost reduction programs; optimize vendor spend for immediate EBITDA uplift (>$2M in operational savings delivered).
  • Implement pragmatic engineering operating models to improve product velocity and innovation capacity.
  • Stabilize underperforming platforms and de-risk critical systems to prevent churn (>$2M churn prevented).
  • Develop and implement tech roadmaps aligned with your fund's exit strategy and target multiples.
  • Establish robust technology KPI dashboards for GP-level oversight and PortCo accountability.

Engage for: EBITDA improvement mandates, addressing product/tech stagnation, pre-exit optimization, or resolving post-acquisition integration friction.

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Strategic Technical Advisory & Interim Leadership

Executive-level technical guidance for complex situations. Interim CTO/VP Engineering capacity during critical transitions, leveraging deep experience in applied AI and M&A technical strategy.

Flexible Engagement

  • M&A Technical Strategy: Diligence, integration playbook development, carve-out/separation execution.
  • Interim Leadership (CTO/CPO/VP Eng): Seasoned operator to stabilize PortCos, drive turnarounds, or bridge critical talent gaps.
  • Technical Board Advisor: Strategic counsel to GPs and PortCo leadership on technology disruption, AI adoption, and growth opportunities.
  • AI & Emerging Tech Strategy: Practical guidance on leveraging AI/ML for tangible efficiency gains and competitive differentiation (e.g., GenAI impact assessment, implementation roadmaps).

Suited for: Complex M&A, technical turnarounds, leadership transitions, navigating emerging technology shifts, and maximizing asset value for divestiture.

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Your Edge: Specialized Focus on Growth Equity & LMM B2B Software

My advisory practice is exclusively focused on Growth Equity funds ($500M - $2B AUM) investing in lower-middle-market B2B software. This precise alignment with your investment parameters ensures a deep understanding of your unique challenges and opportunities, translating directly to more relevant insights and superior outcomes for your firm.

$500M - $2B AUM
Your Growth Equity Partner
Your core investment stage: where deep operational expertise in technology directly translates to accelerated growth, enhanced exit multiples, and superior IRR.
  • Mastery of LMM B2B SaaS dynamics
  • Diligence tied directly to value creation levers
  • Pragmatic, actionable post-close strategies
  • Focus on technology as an IRR accelerant
Operator Lens
Beyond Theoretical Diligence
Moving past generic checklists to practical, actionable strategies rooted in in-the-trenches experience scaling software businesses and executing PE integrations.
  • Executed 4 PE-backed integrations
  • Prevented > $2M in customer churn
  • Delivered > $2M in operational savings
  • Expertise in AI-driven efficiencies
Institutional Caliber
Scaled Perspective, Agile Execution
Bringing the analytical rigor and strategic foresight honed in larger, complex fund environments (>$10B AUM contexts), adapted with the agility and precision essential for growth equity dealmaking and portfolio operations.
  • Complex technical risk modeling
  • Scalable architecture and platform validation
  • Buy-and-build technical integration strategy
  • Board-level advisory and GP reporting
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Operational Expertise Driving Portfolio Value

My hands-on operational background provides deep expertise across the technology domains critical to B2B software success. This enables nuanced diligence that uncovers both risks and value creation opportunities frequently missed by generalist advisors.

Cloud Architecture & FinOps

Deep expertise in AWS, Azure, GCP. Driving P&L impact via strategic cloud financial management, identifying often-overlooked optimization levers, vendor consolidation, and contract negotiation for material EBITDA uplift.

Cybersecurity & Enterprise Risk Management

Protecting digital assets and ensuring enterprise compliance (SOC 2, ISO 27001, etc.). Hands-on experience in proactive threat modeling, incident response, deploying comprehensive security stacks, and mitigating critical technical risks for PE-backed software companies.

DevOps, Scalability & Platform Modernization

Building and leading high-velocity, scalable engineering teams. Expertise in Infrastructure-as-Code (Terraform), CI/CD automation, modern observability, and executing complex legacy system migrations to enhance scalability, reduce technical debt, and improve time-to-market.

Applied AI & Product Innovation

Practical application of AI/ML to drive material efficiency gains and sustainable product differentiation. Experience guiding PortCos in identifying and implementing high-impact AI use cases that deliver measurable ROI and create competitive advantage in B2B SaaS.

Availability is intentionally limited. Advance consultation is encouraged.

For growth equity firms seeking an operator's edge in technical diligence and portfolio value creation. Let's explore how these insights can de-risk and enhance your next B2B software investment.

Request a Confidential Consultation →