Free tax guides · 75 in total
Every side hustle.
Every state.
7 interactive tools and 68 plain-English guides — for gig drivers, Etsy sellers, freelancers, hosts, and creators.
7 interactive tools and 68 plain-English guides — for gig drivers, Etsy sellers, freelancers, hosts, and creators.
Run a free 60-second hustle check — we'll map out your state's rules instantly anyway.
All three calculators in one screen — your audit risk, set-aside amount, and S-corp savings projected together. Built for the moment after a client pays you and you don't know how much to keep.
Your IRS audit risk score with a safety checklist.
→ Interactive toolHow much to set aside from every client payment.
→ Interactive toolSee exactly when an S-Corp saves more than it costs.
→ Interactive toolInstant SE tax estimate — federal + state, 2025 rates.
→ Interactive toolHow much to set aside and pay each quarter.
→ Interactive toolWill Etsy / eBay / PayPal send you a 1099-K this year?
→ Interactive tool25-card swipe game for DoorDash, Uber Eats, Grubhub, Instacart drivers.
→ Interactive tool22-card swipe for handmade and print-on-demand sellers.
→ Interactive tool22-card swipe for short-term rental hosts on Schedule E.
→ Interactive tool22-card swipe for OnlyFans, Patreon, and subscription-platform talent.
→ Interactive tool22-card swipe for VIPKid, Outschool, Preply, private instructors.
→ Interactive toolShort-term + long-term gains, NIIT, state — plus a hold-to-long-term scenario.
→ Interactive toolRSU, ISO, ESPP, long-held — LTCG, NIIT, state. Compare spread, DAF gift, or SBLOC.
→ Interactive toolMissed a payment? Estimate the IRS penalty + interest stack.
→ Interactive toolDays until your next IRS quarterly tax payment + .ics calendar download.
→ Interactive toolSet your W-4 right — every line: dependents, spouse, extra withholding. 2025.
→ Interactive toolHave a day job + side hustle? Up your withholding instead of filing quarterlies.
→ Free resourceEvery deduction by hustle type — free and printable.
→What every rideshare driver actually owes.
→Mileage, 1099s, and quarterly payments.
→Food delivery taxes, 1099s, and mileage.
→Mileage deduction guide for delivery drivers.
→Tax rules for in-store and full-service shoppers.
→Mileage, deductions, and the 1099-NEC explained.
→Service fees, tools, mileage, and quarterly payments.
→Pet sitting, dog walking, and home boarding deductions.
→The complete Etsy seller tax guide.
→You still owe tax even below the 1099 threshold.
→Current 1099-K reporting rules explained.
→How to claim your workspace correctly.
→Complete filing guide for Etsy sellers.
→When it's actually worth the paperwork.
→General guide for all reselling platforms.
→COGS, 1099-K thresholds, casual vs business seller.
→Fees, COGS, and the personal property rule.
→Inventory, FBA fees, COGS, and 1099-K filing.
→Income tax and sales tax — what owners owe.
→Casual vs reseller, COGS, and the 1099-K threshold.
→AdSense, brand deals, memberships, merch.
→Subs, bits, donations — all of it is taxable.
→Creator Fund, TikTok Shop, and LIVE gifts.
→What creators owe and how to pay less.
→Tax on what you receive, not what clients pay.
→Membership income, platform fees, and deductions.
→Newsletter income, Substack's 10% fee, and deductions.
→Affiliate commissions, sponsored pins, and 1099s.
→The complete overview — start here.
→The $600 myth, the repealed rule, and what you really owe.
→1099s, deductions, and quarterly payments.
→Service fees, 1099-K, and freelancer deductions.
→VIPKid, Outschool, Preply, Wyzant — Schedule C, deductions, home office.
→When to pay and how much each quarter.
→Key differences and when it's worth the paperwork.
→CA income tax, quarterly schedule, LLC fees.
→Licenses, AB5 contractor rules, and CA requirements.
→No income tax — here's what you still owe.
→NY state + NYC city tax + MCTMT explained.
→Complete rate table for gig workers & freelancers.
→The full short-term-rental landscape — platforms, tax forms, state rules, depreciation, the 14-day rule, when an LLC makes sense. Start here, then drill into specifics below.
Deductions, taxes owed, and the 14-day rule.
→Whole-home vacation rental taxes explained.
→Taxes for property hosts on Booking.com.
→Car rental income, Schedule C, and deductions.
→Land and outdoor camping rental taxes.
→RVshare & Outdoorsy income taxes.
→Mid-term rental taxes for furnished hosts.
→Income taxes on renting out storage space.
→Rent up to 14 days tax-free — here's how.
→Which form you file — and why it matters.
→Use rental losses to offset W-2 income.
→Accelerate depreciation and cut your tax bill.
→What hosts owe in every state.
→Do Airbnb hosts owe SE tax? It depends.
→Every deduction short-term rental hosts can take.
→Splitting deductions when you also live there.
→Tax rules for renting part of your primary home.
→LLC, S-corp, or sole prop — what makes sense.
→What the form means and what to do with it.
→Estimated tax deadlines and how to calculate them.
→Permits, TOT, and state income tax rules.
→NYC restrictions, state and city tax obligations.
→Sales tax, tourist development tax, and no income tax.
→GET, TAT, OTAT — Hawaii's layered tax system.
→Hotel occupancy tax, state and local rules.
→State lodging tax, local rules, and licensing.
→Sales tax on rentals and county-level levies.
→TPT license, city taxes, and state filing rules.
→Pick your hustle, state, and income range. We surface every tax, license, and structure issue that applies to you — in plain English, in 60 seconds.