SirHENRY
Big money decisions, answered in numbers.
Financial planning for households that earn well but aren’t rich yet — every number computed from their own data, with the math shown.
The problem
“I make more money than I ever have — and I still can’t tell you whether I’m okay.” High-earning households want verdicts about the house, the car, the career change — not another dashboard — and they sit in the gap between budgeting software and expensive human advice.
What it is
SirHENRY watches your money so you always know where you stand, what you can afford, and what to do next. Every number is computed from the household’s data with the math shown; big decisions get verdicts, not vibes. Local-first: the financial database lives encrypted on your device.
Why SirHENRY is different.
Local-first architecturethe financial database lives on the user’s device, and every exception is disclosed, not buried.
Every number computed, work showndeterministic engines produce the figures; AI only explains them.
Verdicts, not dashboardsaffordability answers with the math attached.
Household-nativeone shared model built for couples, without surveillance features.
Inside the current build.
Login briefing with net worth, savings rate, and prioritized next actions
Retirement planning with 1,000-scenario Monte Carlo projections
Tax strategy tools, from equity compensation to Roth conversion analysis
Portfolio view across every account, with concentration and drift analysis
Bank sync plus statement and tax-document imports
AI chat grounded in the household’s actual numbers
Who it’s for
HENRY households — High Earners, Not Rich Yet. Couples and professionals who out-earn their old budgeting app but sit below where traditional advisors start paying attention.
Where it stands
Pre-launch. The waitlist is open at sirhenry.app; working desktop builds exist for macOS and Windows; premium tiers are planned. It computes and explains — it doesn’t manage money.
- Platform
- Desktop app (macOS · Windows)
- Model
- Premium annual tiers planned; waitlist open.
- Product site
- Join the SirHENRY waitlist (opens in a new tab)
SirHENRY is part of MACH Ventures, with its own product direction and identity.