This article is for Irish startup founders who are planning to raise investment and need to prepare for investor due diligence.
If you're wondering what documents investors expect to see, how to organize them, or what problems could kill your deal, this guide covers the complete preparation timeline, essential document checklist, and common red flags that make investors walk away.
Key Takeaways
• Start due diligence preparation two to three months before approaching investors to avoid rushed, stressful problem-solving.
• Missing IP assignment agreements from founders, employees, or contractors represents a deal-breaking problem for most investors.
• Unclear cap table ownership structures or missing shareholder agreements will immediately end investor discussions.
• Investors expect monthly management accounts showing revenue trends, cash burn rate, and actual performance against forecasts.
• File all overdue annual returns and clear outstanding tax liabilities before any investor discussions begin.
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When Should You Start Preparing for Due Diligence?
Begin preparation two to three months before you plan to approach investors seriously.
This timeline allows you to identify problems, fix issues, and gather missing documents without rushing.
In our experience, last-minute preparation creates stress and makes problems harder to resolve properly.
You should undertake the following preparation timeline:
Month 1: Audit existing documents and identify gaps or issues.
Month 2: Resolve compliance problems and obtain missing documents.
Month 3: Organise data room and conduct internal review before investor meetings.
What Documents Do Investors Expect to See?
Investors expect organised access to all corporate, financial, and legal documents.
Missing essential documents signals to investors that the company has poor management. It can create doubt about other aspects of the business.
Detailed below are the essential documents that investors expect to see.
Essential Document Checklist
Corporate Records
- Certificate of incorporation
- Company constitution
- Board and shareholder meeting minutes
- Register of directors and shareholders
- Register of beneficial owners (RBO filing confirmation)
Financial Documents
- Filed accounts for all trading years
- Management accounts (monthly, up to date)
- Tax returns and correspondence with Revenue
- Bank statements for previous 12 months
- Cap table with complete ownership breakdown
Legal Agreements
- All shareholder agreements
- IP assignment agreements from founders and contractors
- Employment contracts for key team members
- Customer contracts (particularly recurring revenue agreements)
- Supplier agreements with material commitments
- Lease agreements for premises
Intellectual Property
- Trademark registrations or applications
- Patent filings if applicable
- Domain name registrations
- Evidence of IP ownership (assignment agreements)
Compliance Records
- Annual return filing confirmations
- VAT and PAYE registration certificates
- Insurance policies (professional indemnity, public liability)
- Data protection compliance documentation
How Should You Structure Your Data Room?
A well-organised data room shows professionalism and respects investor time. While poor organisation suggests that the company lacks proper systems and controls.
Take the time to create clear folder structures with descriptive names that investors can navigate easily. You can have separate data storage for incorporation, financial, legal, compliance and commercial information.
For example, legal contracts, agreements and IP documentation should be kept together, separate from accounts, tax returns and forecasts.
What Cap Table Problems Kill Deals?
In our experience, unclear ownership structures are the fastest way to end investor discussions.
Investors won't proceed if they can't determine who owns what and who can approve transactions.
Common Cap Table Issues
Missing Shareholder Agreements: No documentation of terms between founders or early investors.
Unclear Vesting: Founder shares issued without vesting schedules or buy-back rights.
Lost Shareholders: Early employees or advisors who've disappeared with uncancelled shares.
Wrong Share Classes: Ordinary shares issued when preference shares should exist.
Unrecorded Promises: Verbal commitments to give shares not documented properly.
Option Pool Confusion: No proper ESOP documentation or tax-approved schemes.
How Do You Clean Up Cap Table Issues?
Address cap table problems systematically by documenting the current reality first, then resolving disputes.
Legal advice becomes essential when dealing with missing shareholders or disputed ownership.
The cleanup process can involve listing all shareholders with share numbers and classes and getting signatures on missing shareholder agreements or waivers.
Identify problems by noting missing agreements, unclear terms, or disputed ownership.
What Compliance Problems Raise Red Flags?
Late or missing annual returns signal deeper organisational problems to investors.
Outstanding tax liabilities suggest cash flow issues or poor financial management.
Ensure that you file all overdue returns immediately and document the reasons for delays, and clear all outstanding Revenue liabilities before any investor discussions.
Other critical compliance issues include missing Register of Beneficial Ownership filings and missing insurance. Ensure that you update the beneficial ownership register and obtain professional indemnity and public liability coverage.
Why Are IP Assignments So Important?
Intellectual property assignments prove the company owns what it claims to have built.
Missing assignments from contractors or early employees represent deal-breaking problems for most investors.
Investors won't fund companies that might not own their core technology or products.
IP Assignment Requirements
- Founder Assignments: All founders must have assigned IP created before incorporation.
- Employee Assignments: Employment contracts must include IP assignment clauses.
- Contractor Agreements: Every freelancer or consultant needs retrospective assignment.
- Open Source Clarity: Document which open source components are used and under what licenses.
What Financial Records Do Investors Review Most Carefully?
Investors focus on revenue trends, cash burn rate, and financial controls.
They expect monthly management accounts showing actual performance against forecasts.
Financial Due Diligence Focus Areas
Revenue Recognition: How and when revenue is recognised in accounts.
Cash Position: Current cash balance and projected runway.
Burn Rate: Monthly operating expenses and trends over time.
Customer Concentration: Whether one or two customers represent most revenue.
Deferred Revenue: Prepaid contracts creating future obligations.
Accruals and Provisions: Understanding of liabilities not yet invoiced.
How Do You Fix Outstanding Compliance Problems?
Tackle compliance issues systematically starting with items affecting the company status.
Some problems require professional assistance while others just need administrative effort. For example, if the issue is late annual returns, file them to prevent a strike-off risk. Resolve any Revenue issues and obtain the necessary tax clearance certificate.
Another compliance issue we regularly see is companies not having the required insurance policies, ensure you correct any gap in your insurance policy coverage.
What Documents Actually Raise Red Flags?
Certain documents or patterns signal problems that investors take very seriously.
Understanding what concerns investors helps prioritise cleanup efforts appropriately.
Red Flag Documents
- Settlement Agreements: Suggest disputes with former employees or founders.
- Debt Finance Terms: Onerous loan agreements with personal guarantees or aggressive terms.
- Related Party Transactions: Directors buying from or selling to the company.
- Legal Correspondence: Threatening letters from customers, suppliers, or former employees.
- Regulatory Notices: Communication from authorities highlighting compliance failures.
What Happens When Due Diligence Uncovers Problems?
Minor issues get addressed through purchase agreement warranties and indemnities. Investors may seek contractual protection against known issues.
Significant problems might reduce the company valuation or require a resolution before closing. Ensure that the valuation is reduced to reflect any discovered problems.
Deal-breaking issues include unclear IP ownership, hidden litigation, or false representations.
Be aware that this may result in a termination of the deal, investors may walk away from unfixable problems.

Laura Ryan is a practising Barrister at the Bar of Ireland. She graduated from the Honourable Society of King’s Inns in 2024, having previously qualified and practised as a Chartered Accountant in a big four accounting firm.









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