Stern Technology AdvisoryIndependent technology advisory
Engagements
Selected WorkIndustries
Insights
AboutBook a call
Contact

Print this page (Ctrl/Cmd+P) and save as PDF for the downloadable checklist.

← Back to overview

PE Technology Diligence Checklist

A one-page companion for pre-close, pre-LOI, and first-100-day technology reads.

Stern Technology Advisory

sterntechadvisory.com

§ 01 Stack inventory

CategoryWhat is in placeWhat is unknown
ERP and finance
Platform, version, cloud vs on-prem, last upgrade, named customization count
  
Commerce and channels
Platforms per channel, OMS, inventory truth, B2B vs DTC split
  
Data and BI
Warehouse, pipeline tooling, master-data system of record, report latency
  
Infrastructure and hosting
Cloud mix, contract end dates, run-rate spend, IaC maturity
  
Security and identity
SSO coverage, privileged-access model, last breach or incident, audit history
  
Vendor concentration
Top 5 vendors, % of total spend, length of exclusivity, renewal cliffs
  

§ 02 Team capability read

Signals (five)

  • Release cadence is measured in weeks, not quarters
  • Incident postmortems are written, specific, and blameless
  • Architecture ownership is clear at the team level, not a committee
  • Technology roadmap is tied to business metrics, not vendor releases
  • Attrition in senior engineering is below 12% trailing twelve months

Disqualifiers (three)

  • No production runbook exists for the ERP or the commerce platform
  • Single person is irreplaceable on a critical system
  • Security posture is inherited entirely from vendors, not designed

Any one disqualifier present = technology org cannot execute thesis without leadership change.

§ 03 Integration and data debt markers

  • Number of systems of record for customer, product, and inventory
  • Shape of the last major migration: was it finished, or still running?
  • Where master data lives, and who owns its governance
  • Count of point-to-point integrations outside the integration platform
  • Reporting latency between operational systems and the BI layer

§ 04 First 100 days decision template

DecisionDefault answerOverride condition
Consolidate or defer on multiple ERPsDefer consolidation past day 365 unless the thesis requires it soonerOverride if the thesis depends on cost-out at the G&A line
Retain or replace the senior technology leaderRetain for the first 90 days and assess against deliveryOverride if diligence already identified specific disqualifiers
Pause or continue in-flight technology programsPause all non-critical programs pending thesis alignmentOverride for programs that unblock regulatory or security risk
Invest in or starve the BI and data layerInvest early; most thesis metrics require reporting the stack cannot produceOverride if the thesis is purely operational cost-out
Build or buy the next major capabilityBuy unless the capability is a genuine differentiatorOverride if the market offerings cannot support the operating model

§ 05 Investment thesis alignment scorecard

ThesisCapability the stack must supportIn placePartialAbsent
Geographic expansionMulti-country ERP, tax, localization
Roll-up / platformIntegration architecture that absorbs targets cleanly
Margin improvementCost and spend visibility; vendor rationalization
Digital channel growthCommerce platform and real-time inventory
Pricing powerPricing system, elasticity data, rapid change propagation
Operational turnaroundReporting cadence, exception handling, audit trail
Built from post-close execution experience, not from the diligence side of the table.Stern Technology Advisory · sterntechadvisory.com/industries/private-equity
Stern Technology AdvisoryIndependent technology advisory

Independent advice for ERP decisions, store systems, and programs that need accountable oversight. Based in Winnipeg, serving Canada and the United States.

Work directly with Morris Stern.

Book a callLinkedIn

Practice

  • Industries
  • Selected Work
  • About
  • Contact

Insights

  • Articles
  • Guides
  • Technology Modernization Series
  • Resources

Stern Technology Advisory

  • Transformation & ERP Advisory
  • Retail Systems & Store Technology
  • Program Stabilization & Executive Oversight
  • Ongoing advisory

© 2026 Morris Stern. All rights reserved.

Executive profile & career record: morrisstern.comlinkedin.com/in/morrissternPrivacy Policy