PivotPlan

PivotPlan is a mobile + web AI-assisted life-stage planning app for people entering a new age bracket (30s, 40s, 50s, retirement) who want clarity without motivational fluff. Users answer a short intake about health, finances, family responsibilities, career satisfaction, and time constraints. The app generates 2–3 realistic “next 5 years” pathways (e.g., stay-and-optimize, reskill-and-switch, downshift-and-protect health), each with expected costs, time requirements, and likely outcomes. It then turns the chosen pathway into a weekly plan with checklists, calendar blocks, and monthly reviews. PivotPlan also includes a “friction log” to capture what’s actually derailing progress and adjusts the plan accordingly. It’s not therapy and it won’t pretend your problems are easy; it focuses on practical decisions, constraints, and follow-through.