Retirement Command Center

Scott & Courtney Β· Target: Nov 2027 sabbatical β†’ 2028 permanent retirement Β· Ages 42

Investable Portfolio
$3.25M
April 2026 Β· excl Housing + 529s
Boldin Success Rate
74%
Monte Carlo baseline
2028 ACA Cliff
$135K
HH4 Β· 400% FPL
Unrealized LT Gains
$216K
Miller Stock Account Β· 185 lots
Boldin CSV
Not uploaded
Schwab Lots
Not uploaded
ACA Cliff Table
2026–2051 Β· +2.5%/yr
πŸ“Š

Monte Carlo Simulator

Run 2,000+ simulations against your Boldin cash flows. Test bucket strategy, spending flex, SS haircut scenarios. Upload new Boldin CSVs to refresh.

Simulation
πŸ₯

ACA MAGI Planner

Size Roth conversions against the ACA cliff. Tracks dividends, muni interest, capital gains, and conversion headroom. Auto-switches HH4β†’HH3 at 2037.

Tax Planning
πŸͺ£

Bucket Refill Planner

Plan which Miller lots to sell each year. 238 tax lots ranked by priority. Live MAGI tracking, 0% LTCG capacity, and sell plan builder. FIFO-friendly.

Execution
πŸ“‹

Annual Playbook

Month-by-month calendar, 50-year milestone roadmap, key thresholds, and year-by-year conversion/MAGI/cliff summary table. The master reference doc.

Reference
Annual Update Checklist β€” January Reset