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Posted on February 9, 2026 by Dan Pascone
Your Portfolio Needs a Job Description: Build a Life-Driven Allocation That Pays for Real Goals
TL;DR Answer Box Benchmarks don’t fund your life—cash flow does. If your portfolio isn’t mapped to when you’ll need money (1, 5, 10+ years), it’s not a plan—it’s hope. The fix is a four time-band system that assigns every dollar a purpose and a date: (1) 0–2 years cash safety, (2) 3–5 years conservative income […]
Posted on February 2, 2026 by Dan Pascone
Build an Executive Income & Equity Calendar to Avoid Surprise Tax Bills
TL;DR Answer Box If your pay includes bonuses, RSUs, ESPP, or options, payroll withholding often under-withholds. The fix is simple: build a one-page 12-month income + equity calendar that maps every bonus, vest, purchase, exercise window, blackout, and estimated-tax deadline—then attach a tax action to each event (increase W-2 withholding, make an estimated payment, or […]
Posted on January 26, 2026 by Dan Pascone
Three Simple Moves to Fix The Bonus and RSU Tax Surprise
TL;DR Answer Box Your bonus is not fully taxed yet. If your household income is north of ~$400,000 and you’re receiving bonuses and/or RSU vests, the default 22% federal “supplemental withholding” is often below your true marginal rate. That mismatch is why April surprises happen. Fix it with three levers: (1) increase W-4 withholding on […]
Posted on January 20, 2026 by Dan Pascone
One Page Financial Plan for High Earners in 2026
TL;DR Answer Box: A one page financial plan for high earners is a single dashboard that shows what you own, what you owe, what is coming in (including equity compensation), what you are working toward, and what needs attention in the next 90 days. It is not a new app. It is a decision system […]
Posted on January 13, 2026 by Dan Pascone
Your Money on One Page: A 2026 Operating System
TL;DR Answer Box Your money on one page is a simple dashboard that shows what you own, what you owe, what is coming in, what you are working toward, and what needs attention next. High earners usually do not have an income problem. They have a visibility problem. Build the one-page view using four sections […]
Posted on January 6, 2026 by Dan Pascone
Year-End Money Conversation With Your Partner
TL;DR Answer Box Year-end money conversation with your partner works when it is structured, short, and focused on alignment instead of math. Use a simple agenda, pick one or two shared numbers, and assign clear ownership so money decisions stop becoming recurring friction. If you earn variable income or equity, set rules for bonuses and […]
Posted on December 29, 2025 by Dan Pascone
Year-End Financial Cleanup Checklist for 2026
TL;DR Answer Box Year-end financial cleanup checklist: reduce complexity before 2026 by consolidating low-value accounts, updating beneficiaries, and building an “if something happens” file that your spouse can use in minutes. Then do a quick gap scan on estate and insurance basics so you start 2026 with clean data and fewer loose ends. Last updated: […]
Posted on December 22, 2025 by Dan Pascone
Year-End Portfolio Review for High Earners
TL;DR Answer Box Year-end portfolio review should start with cash flow timing, not benchmarks. Map your next 1, 5, and 10 years, fund near-term goals with safer capital, place assets in the right accounts for taxes, and use gains and losses to clean up legacy holdings. Finish with a one-page action plan you can actually […]
Posted on December 15, 2025 by Dan Pascone
Max Your 2025 Benefits: 401(k), HSA, FSA & Mega Backdoor Roth
TL;DR Answer Box 2026 benefits checklist: Max your 401(k) deferrals early, fund and invest your HSA (if eligible), use or claim FSA dollars before plan deadlines, and confirm whether your employer plan supports a Mega Backdoor Roth. The goal is simple: move as many dollars as possible from taxable to tax-advantaged, then automate the system […]
Posted on December 8, 2025 by Dan Pascone
Last-Chance Tax Moves for RSUs, Bonuses & Variable Pay
TL;DR Answer Box RSU bonus withholding problems show up when a big year (RSUs, bonus, commissions) pushes you into higher brackets but your employer withholds at a flat supplemental rate that may be too low. In December, you can often reduce April pain by adding extra withholding on your final paychecks or making a targeted […]