Crescent Capital Advisors· Technology

Assess — Technology Due Diligence

Scenarios Our Clients Face

  • The deal team's tech advisor flagged risk but couldn't say what it would cost to fix, or when.
  • A prior acquisition turned out to have a compliance gap that wasn't surfaced until post-close — and it repriced the integration budget.
  • The target CTO is smooth in meetings, but the engineering org has 80% turnover in the last 18 months and the GP has no independent read on why.
  • The deal thesis is a platform play, but nobody has evaluated whether the technology can actually handle the acquisition targets on the pipeline.
  • The LOI was signed and diligence starts in two weeks. There's no technical operating partner on the transaction.

What It Is

A structured, financially-translated technology assessment of a potential acquisition target. Uses the PRISM™ framework — five dimensions evaluated, each mapped to dollar impact, remediation timeline, and thesis risk.

When to Engage

  • Before LOI or within the first 30 days post-close
  • When the GP has a deal with meaningful technology dependency
  • When the deal team lacks a technical operating partner on the transaction
  • When previous diligence flagged technology risk without quantifying it

The PRISM™ Framework

Five dimensions. Every finding maps to: Impact ($) — Timeline to remediate — Confidence level — Owner — Gate/Price/Thesis/Lever bucket.

LetterDimensionThe Business QuestionRole
PPortfolio FitCan tech support the investment thesis?Gate
RRisk QuantificationWhat tech risks create financial exposure?Price
IInfrastructure & EngineeringCan the platform scale?Foundation
SStrategic Data AssetsCan the data create value?Upside
MManagement & ExecutionCan this team deliver the thesis?Multiplier

Workstreams

  1. Product and roadmap
  2. Engineering execution and velocity
  3. Architecture and platform
  4. AI/data maturity
  5. Security and trust (cyber posture)
  6. Cloud, tooling, and cost
  7. Team and operating rhythm
  8. Board/executive communication

Deliverables

  • PRISM™ Scorecard — 5-dimension, financially translated
  • Risk Map — Gate / Price / Thesis / Lever classification
  • Technical Debt Inventory — CapEx exposure, not narrative
  • Engineering Leadership Depth Assessment
  • Compliance Gap Summary — SOC 2, HIPAA, CMMC, ISO 27001 as applicable
  • 100-Day Technology Roadmap
  • Executive Summary — board-ready, 2–3 pages

Engagement Format

Duration: 3–4 weeks
Format: Document review + stakeholder interviews + written deliverable + readout
Interviews: CEO, CTO/VP Engineering, CISO or IT lead, product lead, 1–2 key engineers

Proof Point

Multiple transactions: technical diligence, integration execution, and post-close efficiency gains on every transaction. 25% post-integration efficiency improvement. Both buyer and seller perspective. Vista Equity and Bain Capital portfolio experience.

What Comes Next

Post-close: 100-day implementation sprint → Fractional CTO or CISO retainer → hold period Improve engagement via CLEAR™.

Discuss how this applies to a portco.

Bring the asset and the thesis. We'll map this track to the specific gap and the first 100 days of work.