For venture capital & private equity

AI and operating support from diligence to exit.

Know whether a target's AI is real before you invest. Turn findings into a 100-day plan. Create value during the hold, integrate add-ons, and prepare for a sale that holds up to the buyer's diligence.

Led by an operator who builds AI and has led integrations and turnarounds.

“12 is the new 5.”

Bain & Company estimates that typical buyout deals now need 10–12% annual growth in earnings before interest, taxes, depreciation, and amortization (EBITDA) to reach a 2.5x return over five years, up from about 5%. More of the return has to come from operating improvement. Bain & Company press release, February 2026

“AI washing” is on regulators' radar.

In 2024 the US Securities and Exchange Commission (SEC) settled charges against two investment advisers over false claims about their use of AI. Overstated AI is a diligence question, not just a marketing one. SEC press release 2024-36

01 · Pre-acquisition

Know whether the AI is real before you price it in.

The risk: Many targets now lead with AI. Some of it is proprietary, some is a thin wrapper on someone else's model, and some doesn't work on the company's own data.

3–4 weeks · fixed fee

AI due diligence

An independent technical read on a target's AI claims, from someone who builds these systems.

You get

  • What is proprietary versus a third-party model with a wrapper
  • Accuracy tested against the company's own evaluation data, or a finding that none exists
  • Data provenance and dependence on outside models
  • Inference cost per customer and its effect on gross margin
  • Key-person and team risk, in a red-flag memo a partner can read in one sitting

5–10 days · fixed fee

AI red-flag review

A fast read on the biggest AI risks in a target, for early screening or a tight deal timeline.

You get

  • The top AI risks, ranked
  • What to test in full diligence
  • A short memo for the investment committee

Technology and product diligence

For growth-stage and lower-middle-market targets: architecture, technical debt, product roadmap, and whether the team can deliver it.

You get

  • Architecture and scalability review
  • Technical debt estimated as a cost to fix
  • Roadmap and team assessment

Value-creation diligence

Where AI and operations could move EBITDA after close, sized before you commit.

You get

  • Ranked AI and operating opportunities with dollar targets
  • Findings that feed straight into the 100-day plan

02 · First 100 days

Turn diligence findings into a plan the team executes.

The risk: The value case is set in diligence and won or lost in the first months, sometimes while the company is short a key leader.

100-day technology and AI plan

Diligence findings turned into an executable plan tied to the investment thesis, with owners and numbers.

You get

  • Prioritized plan with owners and targets
  • Quick wins identified and started
  • Risks from diligence scheduled for repair

1–3 days a week · 6–12 months

Leadership gap coverage

If the company lacks a leader, the same senior operator can take a fractional chief AI, product, operating, or executive officer seat part time while you hire.

You get

  • A senior operator in the seat on a start date agreed up front
  • A planned handoff to the permanent hire

Operating cadence and KPIs

The metrics, reviews, and accountability that let the board see whether the plan is working.

You get

  • Key performance indicator (KPI) set reconciled to the thesis
  • Monthly operating review rhythm

03 · Hold period

Create value you can show at exit.

The risk: With longer holds and a higher bar for returns, operating improvement carries more of the result.

AI value-creation plan

Use cases chosen for EBITDA impact, taken into production, and tracked against a business case.

You get

  • Use cases taken into production, with adoption tracked
  • Evaluation and human review built in
  • A value scorecard the board reviews

4–8 weeks · fixed fee

Portfolio AI readiness

The AI Value Diagnostic run across several holdings to show where AI can move value first.

You get

  • Readiness findings for each company
  • A shortlist of where to act first

Technical debt and quality turnaround

For portfolio companies whose delivery is slowing growth: backlog, quality gates, and release discipline.

You get

  • A technical-debt paydown plan with progress tracked
  • A defect-reduction target, tracked monthly
  • Release cadence and quality gates in place

Training for portfolio leadership teams

Customized sessions for executives and managers on using, governing, and funding AI well.

You get

  • Sessions designed around each company's people
  • Coaching after the sessions

04 · Mergers and add-ons

Integrate add-ons while protecting customers and momentum.

The risk: Buy-and-build theses depend on integration that actually happens: one operating model, one set of systems, and synergies someone owns.

Integration leadership and playbook

A repeatable way to fold add-ons into the platform, and an operator to lead it.

You get

  • Integration plan with owners and dates
  • A playbook reused on the next add-on
  • Customer and staff retention tracked

Systems and product consolidation

Bringing overlapping products, tools, and data onto one platform, with a migration plan built around service continuity.

You get

  • Target platform and migration plan
  • Feature and data parity tracked

Synergy tracking

A baseline and a monthly record of which synergies are realized, so the story is ready when a buyer asks.

You get

  • Synergy baseline
  • Monthly realization report

Carve-out separation scoping

Finding what is shared in practice, not just on paper, before transition service agreements are signed.

You get

  • Inventory of shared systems and data
  • Scoping input for the transition service agreement

05 · Pre-sale and exit readiness

Find the issues before the buyer's diligence team does.

The risk: Buyers scrutinize technology and AI claims. Problems found late can reduce the price or stall the deal.

Fixed fee

Exit-readiness health check

A buy-side-style review of technology, product, and AI, done early enough to fix what it finds.

You get

  • Findings in the form a buyer would write them
  • Prioritized fixes with owners

AI in the exit story

Make AI claims testable, measure what they deliver, and document the evaluation and governance behind them for the data room.

You get

  • Inventory of models, data sources, and licenses
  • Evaluation results and human-review records
  • Architecture and dependency documentation

KPI and data foundation

Operating metrics that reconcile to the financials, so the numbers are ready for a buyer's diligence.

You get

  • Reconciled KPI set
  • Clean data behind each figure

How to engage

Advise the deal team, embed in the company, or both.

Investigative Advisory

For your deal team, investment committee, or portfolio board. An in-depth look at the company first, then advice on AI strategy, risk, and approach.

Embedded in the portfolio company

Senior help inside the team, or in a fractional executive seat, toward agreed results, then a handoff with training and coaching.

Fixed-scope projects

AI due diligence, portfolio AI readiness, and exit-readiness reviews, each with a defined scope and deliverable.

Supporting evidence

Deal-relevant experience.

  • Post-merger integration

    Unified three merged healthcare IT service providers serving 250+ clients into one operating company in nine months. Revenue grew 12% and customer satisfaction rose from 6.5 to 9.2 (Sunset Technologies).

  • Technical turnaround on an AI platform

    Eliminated 90% of technical debt and cut production defects 85% in five months on an AI identity-verification platform serving major US banks, retaining $15M in annual recurring revenue (AuthenticID, 2022–2023).

  • Hands-on AI

    Designed and coded an autonomous agent platform with retrieval-augmented generation (RAG), a task-level evaluation harness, and human review (Paragon Energy AI).

  • Capital structure

    Structured multi-entity capital stacks for qualified small business stock (QSBS) eligibility and energy tax-credit transferability.

Share a target or a thesis.

Get a first view of what to examine, and whether the AI is the thesis or the risk. A non-disclosure agreement (NDA) can be signed before you share anything confidential.