6 YEARS

HEARING

CUSTOMERS.

NOW BUILDING

FOR THEM.

The Problem

The job market is not broken because people lack resumes — it is broken because people cannot see how far they are from getting hired. Job seekers apply blindly: they do not know which skills matter most, how far they are from interview readiness, or what actions will meaningfully improve their chances. Most tools solve the top of the funnel (ATS matching, resume formatting) but leave the middle completely unaddressed: what does a candidate actually do with the gap information?

My Role

Solo PM and builder. Defined the problem space, ran user research, wrote the full product strategy (v1 and v2), designed UI/UX in Figma, and built the working prototype in React/TypeScript. Also authored the investor strategy document positioning PathPlan as a job readiness intelligence system targeting career switchers moving into Data Analyst roles.

Key Decision

Renamed from SkillGap AI → PathPlan. Users seek tools that promise outcomes, not tools that surface deficiencies. Restructured the core loop to lead with the plan, not the match score — a score without a path is useless. North star metric: users saying "I got the interview because I followed this plan." Business model: freemium subscription + affiliate revenue from course enrollments + institutional licensing for universities and bootcamps.

The Problem

Teams in fast-growing organisations repeatedly waste time relitigating past decisions, losing alignment on outcomes, and holding meetings that confirm activity rather than alignment. Research across 6+ interviews with PMs, CS leads, and program managers surfaced four recurring patterns: (1) Drift detected too late — misalignment is reactive, caught via downstream failures not early signals; (2) The Evidence Gap — leaders sense drift but lack defensible data to justify intervention; (3) Meetings as a safety net — recurring meetings persist for psychological comfort, not actual alignment; (4) Learning decay — insights never stored systematically, same problems re-surfaced every retro.

My Role

PM on a team of 4 (George Brown College Capstone, DPM4002). Led competitive analysis, full product strategy, the Drift Alignment Monitor feature, and the Loop Frequency Graph module. Drove the core positioning: Loopless is a decision intelligence layer on top of existing tools — not another PM platform. Also led Phase 0 user research and problem validation interviews.

Key Decision

API integration layer over existing tools, not a new PM platform. Every competitor tracks tasks and progress. None track whether those tasks are still driving toward the intended outcome. That is the white space Loopless owns. Key constraint acknowledged: V1 is web-only, scoped to GCP architecture, and AI recommendation quality improves with data volume — early cohort expectations managed accordingly.