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You did everything right. You negotiated the offer, understood the vesting schedule, chose the startup over the safe FAANG job because you believed in yourself and what you were building. You are not careless with money.

But somewhere between the W-2 income and the equity cliffs, between the withholdings your employer chose and the quarterly payments nobody explained, a gap opened. And in that gap, you discovered that earning more had made your financial life less comprehensible, not more. That the penalty for success was a tax system that punished you for not knowing what no one taught you.

I know because I found that gap the expensive way — I sold five shares more than I should have.

Five shares. It cost me $10,000 because I crossed a threshold I didn't know existed, let alone that I was near. The payroll data was in one place, the brokerage data in another, and nothing connected them. No one told me the threshold was there. No tool showed me I was close. I found out in April the following year, for a decision I made in over a year prior.

That is why Zero exists.

The gap

Three things are true about your financial life once your compensation gets complex, and nobody tells you any of them.

The system wasn't built for you. The tax code is 4,000 pages. It was designed for professionals to navigate on your behalf — CPAs, tax attorneys, wealth managers. It was never designed for you to understand directly. But the decisions it requires of you are yours — when to exercise options, how your bonus interacts with your withholdings, what selling an investment does to your bracket, how a state move changes everything — and the consequences of getting them wrong are measured in millions of dollars.

Your data is fragmented. Your payroll is in one system. Your equity is in another. Your brokerage is in a third. Your crypto in wallets, and your prediction markets in Kalshi. This compounds when you think about marriage, kids, and your future. Your financial reality is the interaction between all of them — but nothing connects them. Your CPA gets a snapshot once a year. Carta shows you your grant, not what happens when you exercise it. Your brokerage shows you a gain, not what it means for your bracket. Your payroll withholds based on your salary, blind to the RSU vest that just changed your effective rate.

The timing is invisible. The information you need exists. It's just never in front of you when the decision is being made. By the time you learn that early exercise would have saved you $500k, the 409A has already moved. By the time you realize you crossed the NIIT threshold, you've already filed. By the time you understand what a tender offer means for your tax bill, the offer is closing.

Every life decision — exercising options, selling investments, changing jobs, moving states, buying a home, having a child — has a tax consequence that interacts with everything else. Most of those consequences surface months or years after the decision was made. And by then, you can't undo them.

What Zero does about it

Zero connects your payroll, equity, and investments into a single, continuous financial simulation — starting with tax strategy, where the most money is silently lost and the existing tools are worst.

It is an engine. Not a chatbot with financial prompts. Not a calculator that rounds when rounding costs you thousands. Every provision in the tax code that applies to your situation, every threshold you might cross, every interaction between your payroll, your equity, and your investments — accounted for. Calculated, not estimated. To the cent.

What that means in dollars:

Say you have 75,000 ISOs at a $2 strike price. After a few years and a couple of funding rounds the companys 409a could be $260, and a tender offer comes.

The person who planned early keeps $3,100,000.

The person who didn't keeps $1,432,000.

Same company. Same grant. Same tender offer. $1.7M difference — decided by a single move, years earlier, that took five minutes.

This is what the engine calculates. This is what it shows you before the window closes.

How it works

You connect your accounts. Payroll, equity platform, brokerage, liabilities, predictive futures markets, real estate, etc. It takes ten minutes. Zero ingests everything and builds a complete model of your portfolio.

Zero simulates continuously. Not once a year. Not when you ask. Every day, Zero runs 300+ simulations across your full financial picture — federal, state, AMT, capital gains, real estate, gambling, payroll taxes — and identifies the moves that make you the most.

You get clear actions, not data. Morning briefings that tell you what changed, why it matters, and what to do. Not a dashboard you have to interpret — a specific recommendation you can act on.

Zero picks the smartest tax lots. When you sell, the IRS asks: which shares? Most brokerages default to FIFO — first in, first out. Zero's optimizer evaluates every combination of lots across your full tax picture and selects the one that minimizes your total tax bill. Not just capital gains — total.

When something changes — a vest, a bonus, a stock sale, a move — Zero recalculates your full financial picture and tells you what to do before the decision is locked in. Tax is where Zero starts. It's not where Zero stops.

Who this is for

You're a professional at an early stage startup. You have equity, investments, a payroll that's doing things you didn't ask it to — and you've started to realize that your financial life is more complex than any single tool can handle.

Maybe you love this stuff. You've built spreadsheets, read the IRC sections, and you want a tool that's as rigorous as you are — something that shows its math and doesn't round.

Or maybe you want nothing to do with it. You're good at your job, you know your money matters, and you need someone to tell you exactly what to do and when. You don't want to become a tax expert. You want to know you're not making a $250,000 mistake.

Either way, you've looked at the alternatives.

A CPA charges $10k or more for a complex return — and only looks backward, once a year, after the decisions are already made. A financial advisor gives broad guidance but doesn't understand how your equity comp, your investment portfolio, and your payroll withholdings interact. Carta shows you your grant but not what happens when you exercise it. Your brokerage shows you returns but not their tax implications. Reddit has threads, but most of the advice is incomplete, and you can't tell which part is wrong until it's too late.

You don't need someone to file your taxes. You need someone watching your full financial picture continuously and telling you what to do before it matters — and being right.

The decisions that cost the most are the ones you don't know you're making. An exercise window that closes quietly. A holding period that resets. A threshold you cross by five shares. These aren't mistakes — they're invisible defaults that compound against you while you're shipping code and living your life.

Zero starts with tax because that's where the gap is widest and the cost of guessing is highest. But the engine sees your full financial picture — and as your life gets more complex, so does what Zero can do for you.

Because for you, the margin between right & wrong can't be a percentage — it needs to be zero.

By invitation