Company Context

Calendly is a mature scheduling SaaS product used by millions of professionals and teams, with a strong self-serve motion and revenue driven by paid subscriptions. Its core product is well-established for external meeting scheduling, but leadership is exploring adjacent use cases to expand growth without diluting the product.

Problem

A product team has identified a potential new use case: using Calendly for internal team coordination, such as shift handoffs, cross-functional office hours, and recurring project check-ins. Early qualitative feedback from 20 customer interviews suggests interest, but current usage data shows only 6% of active workspaces attempt to use the product for internal scheduling workflows. The team has budget for one meaningful bet this half and must decide whether this use case is worth investing in versus improving the existing external scheduling experience.

The risk is that the use case may be real but too narrow, too low-frequency, or too operationally complex to justify roadmap allocation. At the same time, if validated, it could improve expansion revenue in larger teams and reduce dependence on individual creator use cases.

Deliverables

1. Explain how you would validate whether this new internal coordination use case is worth investing in.
2. Identify the target users, their core jobs-to-be-done, and the strongest signals of unmet need.
3. Propose a validation plan covering research, MVP scope, and how you would measure demand before full investment.
4. Define decision criteria for whether to scale, iterate, or stop.
5. Discuss the key trade-offs between pursuing this new use case and doubling down on the existing core product.

Constraints

• One PM, four engineers, and one designer are available for 10 weeks.
• You may not build a fully new product surface; validation should leverage existing scheduling flows where possible.
• The company expects a recommendation tied to measurable business impact, not just user enthusiasm.
• Any MVP must avoid degrading the core booking flow or increasing support burden materially.