Pipeline — Help Shape It

WanderTax

LGBTQ+-aware tax navigation — TurboTax FTC $141M settlement, Intuit lobbied against free filing for 20 years, trans healthcare deductions IRS doesn't document, sex worker cash income requires specific strategies.

Finance & Legal

ReplacesTurboTax ($141M FTC settlement) / H&R Block (same deceptive free-file practices) / IRS Direct File (no LGBTQ+ complexity)

About

Intuit (TurboTax) paid $141 million in a 2022 FTC settlement for deceptively advertising free tax filing while steering millions to paid products — and spent 20 years lobbying Congress to prevent IRS Free File from becoming widely used. The IRS now offers Direct File in 25 states, but it handles none of the LGBTQ+-specific tax complexity. Same-sex couples in states that don't recognize marriage for state tax purposes must file federal as married and state as single — creating complex allocation calculations TurboTax has no dedicated workflow for. Trans healthcare costs (HRT, surgery, voice training, legal name change fees) are potentially deductible as medical expenses exceeding 7.5% of AGI, but the IRS has no published guidance and providers don't issue itemized receipts that make this easy. Sex workers filing cash income have specific self-employment strategies that mainstream tax software has no workflow for. Chosen family dependency claims — supporting an adult chosen family member — require meeting IRS qualifying relative tests most people don't know exist.

Features

TurboTax/H&R Block replacement: no steering to paid, no hidden fees, LGBTQ+ complexity handled
Same-sex couple state/federal marriage allocation: the workflow TurboTax has no dedicated path for
Trans healthcare deduction optimizer: HRT, surgery, legal fees — accumulated over multiple years
Name/marker change mid-year: W-2 name mismatch navigation, SSA record reconciliation
Sex worker cash income: Schedule C, SE tax, quarterly estimates, expense documentation — no judgment
Chosen family dependency: IRS qualifying relative test — supporting someone without legal family status
PSLF + IBR interaction: which repayment plan + forgiveness pathway + employer type combination wins
WanderFund integration: tax-advantaged account strategy with LGBTQ+-specific consideration
Local — no third-party tax data sharing: your return never leaves your device for analysis
IRS Direct File compatibility: where it works, where it doesn't, when WanderTax is necessary