Fundraising

What investors check in a Series A data room

The folders, the files and the numbers investors open first, and the gaps that slow a round down.

Daniel Rowe

9 min read

A Series A data room is where investor interest turns into a term sheet or quietly fades. Investors who liked the pitch now want to check it, and the order in which they open folders tells you what they are testing. A tidy room can shorten diligence by weeks. A messy one invites more questions than it answers.

This is the structure we use when preparing companies for a first priced round, and the gaps we see most often.

How to structure the room

Keep the top level to eight or nine numbered folders, so the order is fixed and every file has one obvious home. Use one file naming pattern throughout, such as date, document type and version, and keep only the current version of each file in the room. Old drafts belong in your own archive.

Set permissions by folder. Early in the process, most investors need the metrics pack, the model and a customer summary. Full contracts, employee records and detailed legal documents open once there is a term sheet or a clear next step.

What investors open first

In the rounds we support, the same four items get opened in the first few days, almost always in this order.

  1. The metrics pack. Monthly ARR or revenue, net revenue retention, gross margin, CAC payback, burn and runway, each with a written definition. Investors check that these match the deck to the dollar.

  2. The financial model. They look at the drivers behind next year’s plan, the hiring plan, and how much of the forecast depends on new bookings versus the existing base.

  3. The cap table. Fully diluted, including the option pool, every SAFE and convertible note, and a pro forma view after the proposed round.

  4. Customer contracts. Usually a sample of the ten largest, checked against the ARR you report. Discounts, termination rights and unusual terms show up here.

If these four hold up, the rest of diligence tends to be confirmation. If one of them breaks, every other folder gets read more slowly.

The checklist

Folder

What goes in

Common gap

01 Corporate

Formation documents, bylaws, board and stockholder consents, minutes

Missing consents for past option grants

02 Cap table

Fully diluted cap table, SAFEs and notes, option plan, grant records, latest 409A

Cap table does not match grant records

03 Financials

Monthly statements for 24–36 months, bank statements, any audit or review

Cash-basis books or recent months not closed

04 Metrics

Metrics pack with definitions, cohort data, ARR bridge

Definitions shift from month to month

05 Model

Three-statement model, 18–24 month plan, assumptions page

Hiring plan not linked to expenses

06 Customers

Top contracts, order forms, pipeline summary

Side letters or discounts not on file

07 Team

Org chart, offer letter template, contractor agreements

Contractors without signed IP assignments

08 Product and IP

Roadmap, IP assignments, key vendor and data agreements

Founder IP assigned informally

09 Legal

Material contracts, litigation summary, privacy and security documents

No privacy documentation for customer data

Securities, corporate and other legal documents are prepared and reviewed with your company’s counsel. Our part is the financial side: statements, metrics, model and the reconciliation that ties them together.

Gaps that slow a round down

The delays we see are rarely dramatic. They are small inconsistencies that force an investor to stop and ask.

  • Numbers that do not tie. ARR in the metrics pack, revenue in the financial statements and the figure in the deck all differ, with no bridge explaining why.

  • Cash-basis books. Investors expect accrual accounting with deferred revenue recorded. Converting after the fact can take several weeks.

  • Unstable definitions. If churn includes downgrades one month and excludes them the next, every trend gets questioned.

  • Stale months. A room where the last closed month is 60 days old signals a slow close.

  • Cap table surprises. Missing SAFEs, verbal option promises or unsigned consents take legal time to fix.

When to start building it

Start three to four months before you plan to send the first investor email. That leaves room for two or three monthly closes on a consistent basis, a cleaned-up metrics history, and a model that ties to actuals. The legal cleanup with counsel often runs in parallel and can take longer than founders expect.

A simple readiness test: pick a random month from the last two years and try to show revenue, ARR, cash and headcount for it using only the room, with numbers that match each other. If that takes ten minutes, you are ready to open the room. If it takes a day, start with the metrics folder.

This guide is general information for founders and finance teams. It is not investment, tax or legal advice. Talk to your licensed advisors about your own situation.

This guide is general information for founders and finance teams. It is not investment, tax or legal advice. Talk to your licensed advisors about your own situation.

Written by

Maren Stavely, Founder & Managing Partner

Daniel Rowe

Partner, Transactions

Daniel Rowe leads the firm’s transaction work: fundraising support and M&A / exit readiness. He spent the first part of his career in investment banking at a middle-market advisory firm, working on sell-side processes for founder-owned companies, growth capital raises and buy-side diligence. Across that period he worked on more than 40 closed deals.

He joined Maren in the firm’s first year to build its transaction practice. Today he runs quality of earnings dry runs, working capital analysis and data rooms for clients preparing to raise or sell. He works alongside each client’s counsel and licensed advisors, who handle legal terms and securities matters.

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