Questions to ask about a company's tech stack in a first conversation

Short answer

Ask about systems, years of history, who administers each tool, and who can authorize licensing. Ten questions cover these without requesting any files, and the answers map directly to the company fit checker. Strong candidates run many systems, keep several years of records, and have a sponsor who can approve a license.

Questions to ask about a company's tech stack in a first conversation: overview of Which questions about a company's systems can you ask without seeing any files?, What are the ten questions?, How do the answers map to the company fit checker?, Which answers are red flags?, Which questions go with which type of records?
Covered on this page: Which questions about a company's systems can you ask without seeing any files? · What are the ten questions? · How do the answers map to the company fit checker? · Which answers are red flags? · Which questions go with which type of records?

Which questions about a company's systems can you ask without seeing any files?

Ask about systems, years, owners and authority. Those four topics tell you whether a company could qualify for a data licensing introduction, and none requires a document, export or screenshot. The list below is built for a first conversation with a CEO, CFO or COO at a portfolio company or a business you already know.

Keep the tone of an operator checking the stack, not a diligence request. If an answer is vague, record it as unknown and move on.

What are the ten questions?

Work through them in order. Stop when two answers are clear nos.

Scope and age of the stack

  1. Which tools does the team use every day for communication, customer work, finance, support and engineering?
  2. Roughly how many systems hold records of work, counting old ones that are still readable?
  3. What is the oldest system you still have access to, and about how many years of activity does it hold?
  4. Which tools have you replaced in the last five years, and did anyone keep the old data?

Ownership and access

  1. Who administers each major system, and can that person run a full export today?
  2. Do any records live with an outside vendor, an outsourcer or a client rather than with the company?

Authority and appetite

  1. Who in the company could authorize licensing business records: the owner, CEO, CFO or another authorized representative?
  2. Has the company ever licensed any data, including for AI training?
  3. Would the owner consider a one-time payment for an exclusive license of operational records for an agreed term?
  4. Are any sale, merger, migration or shutdown plans in motion that change which systems stay live?

How do the answers map to the company fit checker?

The company fit checker gives a preliminary, non-binding screen and needs no contact details. Use your notes to answer it with the company's sponsor present.

Your noteWhat it signalsNext action
Ten or more systems, several with five or more yearsStrong breadth and depthRun the fit checker, then introduce
Four to nine systems, three to five yearsPossible; depth may be thinAsk about archived or retired tools
Mostly one platform with a short historyWeak on breadthPark it; revisit after a migration or merger
Records sit with a client or outsourcerRights riskRead the system ownership checklist before going further
Nobody can run an exportReadiness riskAsk the owner to assign an administrator first
Already licensed for AI trainingLikely ineligibleStop

These bands are a rule of thumb for sorting your own notes, not SourceX qualification criteria. SourceX decides fit on size, history, data breadth and rights.

Which answers are red flags?

  • The company has under 50 full-time employees at peak (contractors excluded).
  • Most records are consumer personal data with no licensing basis, or protected health information without authorization or de-identification.
  • Old archives were deleted or tools were closed without exports.
  • A court, trustee or assignee controls assets and has not been involved.
  • The owner will not consider an exclusive license.
  • Nobody can explain who owns the data.

Any one of these can end the conversation or call for a pause. A company that fails today can still qualify later, for example after an export is preserved.

Which questions go with which type of records?

Add one follow-up when a specific system comes up.

What do you say after the questions?

Do not mention any amount or promise of payment. Partner rewards come from SourceX's fee, and no reward is guaranteed.

What happens after a good first conversation?

From here the sequence is short. You register and share your referral link or use the referral form, SourceX qualifies the company, and the company completes a data inventory with the data inventory builder. Price and terms are then agreed, buyers review the opportunity, and the deal closes with the company paid. Your reward is paid only after SourceX receives payment.

Partners earn 25% of the eligible platform fees SourceX actually collects from the referred company's licensing deals, capped at $100,000 cumulative per referred company. The reward becomes payable only after the buyer pays and SourceX receives its fee; a lead, meeting or signed agreement alone does not trigger payment, and no reward is guaranteed. It is a share of SourceX's fee and is never deducted from what the company receives. Read the program terms and check your firm's own policies on fees tied to portfolio companies. The operating partner page gives the wider context.

Next step

Use the ten questions with one company this week. If the answers hold, register as a partner and make the introduction, or ask the sponsor to apply at sourcex.si/apply.

  1. Step 1Share your linkSend your personal link to a company you know.
  2. Step 2Company appliesThe company applies itself at /apply.
  3. Step 3Buyer selects and paysThe buyer selects and pays for the data and SourceX receives its fee.
  4. Step 4You get your rewardYour share of SourceX fees becomes payable.

Common questions

Should I ask to see any data during the first conversation?

No. Ask about systems, years and ownership only. Partners never export, upload or describe confidential records. If the company is interested, SourceX runs the inventory and rights review with the company directly, under an agreement.

How many systems should a strong candidate have?

Most strong companies keep records across 10 to 15 or more systems, including email, chat, shared drives, CRM, finance, support, engineering and operations tools. Fewer systems are not an automatic no, but breadth and long histories make a company stronger.

Who can authorize licensing records?

An owner, CEO, CFO or other authorized representative who can sign for the company. Ask directly who that is. If the person you are speaking with cannot authorize it, ask for an introduction to someone who can.

What if the company retired a system without exporting it?

Ask whether a backup, warehouse copy or vendor retrieval window exists. If nothing survives, that system drops out of the inventory, though the company may still qualify on its other records. Do not assume vendors retain data after termination.

Is the company fit checker a pass or fail?

No. It is a preliminary, non-binding screen and does not mean approval. SourceX qualifies each company on size, history, data breadth and rights before anything proceeds.

Free resources

By SourceX Partnerships Team · Published 2026-10-09 · Updated 2026-10-09

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