Angel investors
What questions help an angel plan possible follow-ons for an early marketplace startup?
an early marketplace startup: Possible follow-ons create future decisions and cash demands, not guaranteed opportunities.
Possible follow-ons create future decisions and cash demands, not guaranteed opportunities. Clarify the role of reserves without assuming every company will raise again or that an investor will retain access. Personal liquidity and risk tolerance require individualized consideration.
Start with the decision
Model several fictional paths: no follow-on, one opportunity, and multiple simultaneous opportunities. Record the terms, information, and authorization required at each point. Keep capital already committed distinct from optional future spending.
The illustrative scenario
This is an educational workbook. The company or fund and all numerical inputs below are fictional. They are not ADIN results, customer claims, market benchmarks, or a forecast.
The fictional company connects independent repair businesses with commercial property managers. Initial transactions happen in one city. The founder reports total booking value, but revenue depends on completed jobs and the platform's actual take.
Supply listings are not the same as available, reliable capacity. Booking value, collected revenue, cancellations, and repeat demand must be separated.
A simplified priced-round and cash comparison
Assume a fictional priced equity round of $2,000,000.00 at a pre-money value of $9,000,000.00. A $25,000.00 check divided by the simplified post-money amount produces 0.227% ownership. If a later issuance reduces existing holders by an assumed 26%, that interest becomes 0.168% without participation.
The exercise omits option pools, convertibles, preferences, fees, side agreements, and other actual terms. It is not a SAFE conversion model or a recommendation to invest or preserve ownership. Actual cap-table and document analysis belongs with qualified advisers. A percentage of ownership does not specify eventual proceeds or protect against total loss.
The fictional company's $480,000.00 of cash divided by $65,000.00 of monthly use gives 7.4 months under a constant-use assumption. Compare a completed, repeatable match with the current alternative. Separate demand acquisition from the work needed to fulfill and support each transaction. Connect that simple quotient to dated obligations and milestones before drawing a conclusion about financing needs or progress.
| Item | Illustration |
|---|---|
| Assumed pre-money value / round size | $9,000,000.00 / $2,000,000.00 |
| Fictional investor check | $25,000.00 |
| Simplified initial ownership | 0.227% |
| Assumed later dilution | 26% |
| Ownership without later participation | 0.168% |
| Cash / constant monthly use | $480,000.00 / $65,000.00 |
Use this worksheet
Answer the questions with a source, date, owner, and next action. Mark an unknown as unknown. Use public or permissioned information and involve a qualified specialist when a question requires expertise beyond the team’s competence.
- What is committed already?
- Which opportunity is optional?
- What access is assumed?
- What new evidence would matter?
- How could timing overlap?
Questions specific to this scenario
- Which bookings completed?
- What brings a buyer back?
- How much local support does each market need?
Inspect completed transaction cohorts, cancellation reasons, provider retention, and contribution costs by market. Obtain permission before contacting participants or sharing their transaction details.
A concrete next test
Choose one completed match and one cancelled booking. Trace acquisition, fulfillment, payment, and support costs for each. Ask what would bring both sides back without an incentive so the inquiry separates transaction volume from a repeatable local marketplace.
Interpret the result
A reserve worksheet can expose uncertainty without prescribing how much to invest. The existence of prior ownership is not by itself a reason to participate in a later round.
Compare a completed, repeatable match with the current alternative. Separate demand acquisition from the work needed to fulfill and support each transaction.
Sources and method
These primary resources provide background for the concepts. The fictional scenario, calculations, and worksheet are ADIN educational examples; the sources do not report or validate those invented results. Reviewed October 11, 2026.