The Catch · 03
03 Year-Three Math
The decisions you made in month one, in under an hour, off a template. They are now waiting for you in year three.

Every clean decision has a future cost.

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You filed a single-member LLC because it was simple. Your first hire will be a 1099 because that is also simple.
1
Year three: co-founder joins. You now need an F-reorg costing $40K to restructure what you filed in ten minutes off a template you never read.
2
Year three: first real revenue arrives. The 1099s have been W-2s in function for 18 months. Your new accountant stops making eye contact.
3
Year three: you try to raise. The investor reads the ownership structure, then asks who advised it. You name three people who never spoke to each other.

The $80K bill in year three
is the $500 you saved in year one.

None of this is exotic. It is the same three corrections, in the same order, at year-three prices: the entity, the worker classification, the ownership record. The F-reorg above is the first of the three. Run the other two and the round numbers land near $80K. Those numbers are an illustration of the shape, not a quote for your business, and no two of these bills look alike. Founders pay it and file it under normal growing pain.
· The sentence nobody says in year one ·

Structure is not a year-three problem.
It is a year-three receipt.

3 down. 4 to go.

Halfway. The math is now unpleasantly visible.

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