Enterprise Software · Series A Stage Due Diligence

Enterprise Software Series A Due Diligence Checklist

The complete Series A due diligence checklist for Enterprise Software startups. Prepare your data room, anticipate every investor request, and close your round faster.

All Checklists

4–8 weeks

Typical DD Timeline

5

DD Categories Covered

50+

Checklist Items Total

Enterprise Software Regulatory DD Context

Enterprise software DD includes customer reference calls — typically 5–8 references across deal sizes and verticals. Prepare your reference list before DD kicks off. Investors will also verify contract terms directly.

Data Room Essentials for Series A

Documents to have ready before DD begins

  • 2–3 years of financial statements (audited preferred)
  • All customer contracts and MSAs
  • IP ownership documentation and patent portfolio
  • All employee offer letters and equity agreements
  • Board minutes for all meetings
  • All material third-party agreements
  • Data room access log maintained

LEGALLegal Due Diligence

Full legal review by investor counsel covering all corporate documents, IP ownership, key contracts, employment agreements, and regulatory compliance. Takes 4–6 weeks.

General Legal Items

  • Certificate of Incorporation and all amendments
  • Bylaws and any shareholder agreements
  • Cap table with fully diluted ownership by class
  • All convertible instruments (SAFEs, notes, warrants)
  • Option pool documentation and all grants
  • Founder IP assignment agreements
  • Co-founder agreements and vesting schedules
  • Material third-party agreements

Enterprise Software-Specific Legal Items

  • Master service agreements (MSAs) and limitation of liability review
  • Indemnification clauses and IP ownership in customer contracts
  • Non-compete and non-solicitation enforceability review
  • Government contracts and ITAR/EAR compliance (if applicable)
  • Change-of-control provisions in key customer contracts

FINANCIALFinancial Due Diligence

Full financial audit or reviewed financial statements (Big 4 or regional firm). Full unit economics model with cohort analysis. Multi-year financial model reviewed by FP&A.

General Financial Items

  • Financial statements (P&L, balance sheet, cash flow)
  • Bank statements (12+ months)
  • Accounts receivable aging report
  • Accounts payable aging report
  • Payroll records and headcount history
  • Revenue recognition policy documentation
  • Tax returns and any outstanding tax obligations
  • Insurance policies (D&O, E&O, general liability)

Enterprise Software-Specific Financial Items

  • ARR bridge reconciliation (new, expansion, churn, contraction)
  • Professional services revenue and margin segregation
  • Contract backlog and unbilled ARR analysis
  • Customer concentration risk and renewal cliff analysis
  • Sales capacity model and quota attainment by rep cohort

PRODUCTProduct and Technical Due Diligence

  • SOC 2 Type II, ISO 27001, or FedRAMP authorization status
  • Penetration test and vulnerability disclosure policy
  • SLA performance history and customer SLA credits issued
  • Product roadmap alignment with key customer commitments
  • Data residency and sovereignty compliance

MARKETMarket Due Diligence

  • Gartner or Forrester analyst coverage and positioning
  • Enterprise reference customer willingness to speak with investors
  • Win rate by deal size and vertical
  • Competitive displacement data (what do customers replace?)

TEAMTeam Due Diligence

Formal background checks for all officers and directors. Reference calls with 5–8 professional contacts per founder. Prior employer verification.

  • LinkedIn profiles for all founders and officers
  • Employment agreements for key personnel
  • Equity grant history and vesting schedules
  • Any prior employer IP invention disclosure forms
  • Non-compete and non-solicitation agreements
  • Professional reference contacts (3+ per founder)
  • Advisory board agreements and equity grants
  • Organizational chart as of current date

Frequently Asked Questions

How long does Series A due diligence typically take for Enterprise Software startups?

Enterprise Software Series A due diligence typically takes 4–8 weeks. Full legal review by investor counsel covering all corporate documents, IP ownership, key contracts, employment agreements, and regulatory compliance. Takes 4–6 weeks. Having a complete data room ready before DD kicks off can reduce this timeline by 30–50%.

What Enterprise Software-specific items do investors review during Series A DD?

For Enterprise Software at the Series A stage, investors focus heavily on: Master service agreements (MSAs) and limitation of liability review, Indemnification clauses and IP ownership in customer contracts, and ARR bridge reconciliation (new, expansion, churn, contraction), Professional services revenue and margin segregation. Enterprise software DD includes customer reference calls — typically 5–8 references across deal sizes and verticals. Prepare your reference list before DD kicks off. Investors will also verify contract terms directly.

What should I put in my data room?

Your Series A data room should include: 2–3 years of financial statements (audited preferred); All customer contracts and MSAs; IP ownership documentation and patent portfolio; All employee offer letters and equity agreements; Board minutes for all meetings; All material third-party agreements; Data room access log maintained. Use a structured folder system that mirrors investor expectations — most institutional investors use a standard folder taxonomy.

What are the most common due diligence deal-killers?

The five most common DD deal-killers are: (1) undisclosed founder litigation or criminal history, (2) IP ownership gaps — particularly for university-origin technology, (3) customer contract terms that prevent assignment on change of control, (4) cap table math errors or undocumented equity grants, and (5) financial restatements required after revenue recognition review.

What team due diligence should I expect at the Series A stage?

Formal background checks for all officers and directors. Reference calls with 5–8 professional contacts per founder. Prior employer verification.

Download the Full Checklist

Get the Enterprise Software Series A due diligence checklist as a Google Sheets or Notion template. Track completion status for every item in your data room.

Includes data room folder template, investor question tracker, and reference FAQ guide

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