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Joined Startup for 1% Equity — Now Told I Owe $30K in Taxes on It

Started by equity_tax_shock_employee · Nov 21, 2025 · 10 replies
For informational purposes only. This is not legal advice.
ET
equity_tax_shock_employeeOP

Looking for advice on this situation. Joined Startup for 1% Equity - Now Told I Owe $30K in Taxes on It Any guidance would be greatly appreciated.

Details: I'm in a situation where I need to understand my legal options. Has anyone dealt with something similar?

DE
DianaR_EmpLawAttorney

Securities compliance isn't optional. Even for a friends-and-family round, you need a proper exemption (usually Reg D 506(b)). The penalties for unregistered securities offerings are severe and personal.

PM
panic_mode_founder

At the seed stage, simplicity wins. SAFEs are simpler than convertible notes (no maturity date, no interest). But some investors prefer the forced conversion mechanic of a note. Know your leverage.

FM
FrustratedHomeowner_Mike

Securities compliance isn't optional. Even for a friends-and-family round, you need a proper exemption (usually Reg D 506(b)). The penalties for unregistered securities offerings are severe and personal.

DE
DianaR_EmpLawAttorney

Securities compliance isn't optional. Even for a friends-and-family round, you need a proper exemption (usually Reg D 506(b)). The penalties for unregistered securities offerings are severe and personal.

WL
WarehouseWorker_LA

Securities compliance isn't optional. Even for a friends-and-family round, you need a proper exemption (usually Reg D 506(b)). The penalties for unregistered securities offerings are severe and personal.

FM
FrustratedHomeowner_Mike

Securities compliance isn't optional. Even for a friends-and-family round, you need a proper exemption (usually Reg D 506(b)). The penalties for unregistered securities offerings are severe and personal.

DE
DianaR_EmpLawAttorney

Securities compliance isn't optional. Even for a friends-and-family round, you need a proper exemption (usually Reg D 506(b)). The penalties for unregistered securities offerings are severe and personal.

FM
FrustratedHomeowner_Mike

Securities compliance isn't optional. Even for a friends-and-family round, you need a proper exemption (usually Reg D 506(b)). The penalties for unregistered securities offerings are severe and personal.

PM
panic_mode_founder

At the seed stage, simplicity wins. SAFEs are simpler than convertible notes (no maturity date, no interest). But some investors prefer the forced conversion mechanic of a note. Know your leverage.

ET
equity_tax_shock_employeeOP

Update: Thanks everyone for the guidance. I consulted with an attorney and we're moving forward. The advice here helped me understand what questions to ask and what to expect. Will update when there's a resolution.

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