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Question 1 of 9
What is your filing status for 2025?
This affects your standard deduction and tax brackets.
👤
Single
👫
Married Filing Jointly
Usually the best option for married couples
👫
Married Filing Separately
🏠
Head of Household
Single with a qualifying dependent
Question 2 of 9
How would you describe your income situation in 2025?
Select everything that applies to you.
📈
Trading only — no regular job
Full-time or part-time trader, no W-2 employer
💼
I have a W-2 job in addition to trading
Employed by a company and also trade on the side
🧾
I have other self-employment / freelance income
1099 work, consulting, side business
🎯
Trading is my only income — I'm unemployed otherwise
Question 3 of 9
What do you trade? Select all that apply.
This determines which tax rules apply to you and what forms you need.
📊
Stocks / ETFs
1099-B, wash sale rules apply
Options
Complex rules, assigned positions
🔢
Futures / NQ / ES
Section 1256 — 60/40 tax treatment
💱
Forex
Section 988 ordinary income rules
Crypto
Every trade is a taxable event
🏢
Prop Firm
Apex, FTMO, TopStep, Tradeify
Question 4 of 9
Tell us about your prop firm activity.
Select all that apply. This is one of the most mishandled areas in trader taxes.
💡 Prop firm income is treated as self-employment income — not capital gains. Most CPAs get this wrong. We make sure it's filed correctly.
💰
I received prop firm payouts in 2025
Any withdrawals from Apex, FTMO, TopStep, Tradeify, etc.
📋
I paid for evaluations or challenge fees
Deductible as a business expense — save every receipt
🔄
I paid for resets
Also deductible — include with your eval fees
📄
My prop firm did NOT send me a 1099
Common — many firms don't issue one. We can work with bank statements instead.
📉
I lost money on prop firm evaluations overall
You may still owe taxes depending on how the income was structured
Question 5 of 9
What was your overall trading result for 2025?
This helps us know which deductions and strategies are most important for you.
📈
Profitable — I made money overall
Focus: minimize tax owed, maximize deductions
➡️
Break even — roughly flat on the year
Focus: document everything, carry forward losses
📉
Unprofitable — I lost money trading
Focus: capture losses, deduct expenses, reduce other income
⚠️ Even if you lost money trading, you may still owe taxes — especially if you received prop firm payouts, which are taxed as self-employment income regardless of your net result.
Question 6 of 9
Did you pay for any of these trading expenses in 2025?
Select all that apply — these are deductible and most traders miss them.
🖥️
Trading platforms or charting software
TradingView, NinjaTrader, TradeStation, TC2000, Sierra Chart, Bookmap
📚
Trading courses, coaching, or mentorship
Udemy, mentor programs, boot camps, 1-on-1 coaching
💬
Discord communities or paid newsletters
Educational trading communities, Benzinga Pro, Seeking Alpha
🏠
Dedicated home office for trading
A space used regularly and exclusively for trading
🖥️
Computers, monitors, or hardware
Equipment purchased primarily for trading
📡
Internet, VPN, or backup connectivity
Proportional to trading use
None of the above
Question 7 of 9
Do you have a business entity for trading?
This affects which forms are needed and your filing complexity.
👤
No — I trade as an individual
Most common setup for traders
🏢
Yes — I have an LLC
Single or multi-member LLC
📋
Yes — I have an S-Corp
S-Corp election, payroll involved
🤔
Not sure / I want to discuss this
We can advise on whether an entity makes sense for you
Question 8 of 9
Do you have your prior year tax return?
Your 2024 return helps us spot carryforward losses, prior elections, and missed deductions.
Yes — I can upload it
Highly recommended — helps us catch everything
No — I don't have it
We can still file, but may need to request transcripts from the IRS
🆕
This is my first time filing
Question 9 of 9
Where should we send your personalized tax cheat sheet?
We'll email you a custom checklist of exactly what to gather based on your answers — plus a breakdown of every deduction you qualify for.
📧 Your cheat sheet will be ready instantly. No spam. No sales calls.
📋

Your 2025 Trader Tax Checklist

Based on your answers, here's exactly what you need to file — and what you can deduct.

Required — cannot file without
Important — helps find deductions
Recommended — good to have
💰 Deductions You Likely Qualify For
Based on your situation — these reduce what you owe. Your tax professional will confirm each one.
Ready to file?
Choose the plan that fits your situation. No calls required for File It.
Most Popular
$197
File It
100% async. No calls required. Upload docs, we handle everything.
No phone call required
7–14 business day turnaround
Federal + state return
E-file included
Best Value
$497
Optimize It
One 30-min call + async filing. CPA reviews for every possible deduction.
30-min strategy call
3–5 business day turnaround
Deduction maximization review
Quarterly estimate guidance

🔒 Secure checkout · Your documents are encrypted · Money-back guarantee if we can't file

🎉

You're All Set!

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