What tax-saving strategies do you actually use for your side hustle income?
So I've been driving for DoorDash on weekends for about 8 months now, and I'm finally making enough that I'm worried about the tax situation (around $780-900/month). I know I should be tracking expenses and mileage, but honestly I've been pretty lazy about it until now. For those of you with side hustles - what are your most effective tax-saving strategies? I've heard about writing off part of my phone bill, tracking mileage, and saving receipts for car maintenance, but I'm wondering if there are other deductions or tax hacks I'm missing? Also, how do you actually track everything? Do you use an app or just keep a spreadsheet? I feel like I'm leaving money on the table come tax time and want to get organized before next April. Any advice from experienced side hustlers would be super helpful!
18 comments


Dmitry Smirnov
Your timing is perfect! The best tax strategy is starting early instead of scrambling at tax time. For side hustle deductions, you're already on the right track with mileage tracking (which is usually better than tracking actual car expenses), phone bills (deduct the business percentage), and car maintenance. Some other big ones you might be missing: - Home office deduction if you have dedicated space used exclusively for business - Business insurance premiums - Health insurance premiums (if you meet certain requirements) - Retirement contributions to a SEP IRA or solo 401(k) - Business software subscriptions - Professional development/courses related to your side hustle For tracking, I personally use a combination of a mileage tracking app (MileIQ or Everlance) and a separate business credit card that keeps all business expenses in one place. Then I transfer everything to a simple spreadsheet quarterly. The most important thing is consistency! Set aside 15 minutes each week to update your records rather than trying to remember everything months later.
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Ava Rodriguez
•Do you need to keep physical receipts or are digital/photos enough for IRS purposes? Also wondering about quarterly estimated taxes - at what income level do you need to start paying those for side gigs?
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Dmitry Smirnov
•Digital receipts are completely acceptable! The IRS has accepted digital records for years now. Just make sure they're legible and show the date, amount, vendor, and what you purchased. I take photos of receipts with my phone and organize them in folders by month. For quarterly estimated taxes, the general rule is you should pay them if you expect to owe $1,000 or more in taxes for the year. With your income level ($780-900/month), you're likely in that range. It's not just about income level though - it depends on your overall tax situation including your W-2 job withholding. A quick calculation: set aside 25-30% of your side hustle profit for taxes to be safe.
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Miguel Diaz
After struggling with tax season last year and probably missing out on hundreds in deductions, I started using https://taxr.ai and it's been a complete game changer for my Etsy business. The app automatically scans my receipts and tells me exactly what's deductible for my specific side hustle. What's really helpful is that it categorizes everything properly - like knowing which meals are 50% deductible vs 100% for certain situations. I was shocked to learn I could deduct part of my internet bill since I use it for my online shop. They also have this feature that flags potential audit triggers so you don't get in trouble with the IRS. Been using it for about 4 months now and finally feel like I'm not leaving money on the table with missed deductions.
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Zainab Ahmed
•Does it work for tracking mileage too? My biggest issue is remembering to log every trip for my mobile dog grooming side gig.
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Connor Gallagher
•I'm kinda skeptical of these tax apps. How does it know what's actually deductible for YOUR specific situation versus just generic advice? Like can it tell the difference between business vs personal expenses if you use something for both?
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Miguel Diaz
•Yes, it absolutely works for mileage tracking! It has an automatic GPS feature that detects when you're driving and then lets you swipe to categorize trips as business or personal. Super handy for service-based side hustles like yours. For your question about business vs personal expenses, that's actually what impressed me most. It asks questions about your specific side hustle type when you set up your profile, then applies the right rules. For mixed-use items (like my laptop that I use 70% for business, 30% for Netflix), it helps you calculate the correct business percentage. It's way more personalized than the generic advice articles I was following before.
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Connor Gallagher
I was totally skeptical about using a tax app but decided to try https://taxr.ai after reading about it here, and wow, I was wrong. Used it for my photography side hustle for the past 5 weeks and it's already found like $430 in deductions I would have missed. The biggest surprise was learning I could partially deduct my Adobe subscription, external hard drives, and even part of my car insurance since I drive to photo shoots. The receipt scanning feature saved me from my shoebox disaster of receipts. Just thought I'd update since I was the skeptic earlier. Definitely helping me keep more of what I earn from my side gig.
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AstroAlpha
After trying to call the IRS 9 TIMES with questions about my side hustle deductions and never getting through, I finally used https://claimyr.com and got connected to an actual IRS agent in under 20 minutes. You can see how it works here: https://youtu.be/_kiP6q8DX5c I was stressing about whether I could deduct my iPad that I use 90% for my graphic design freelance work, and the agent confirmed I could depreciate it over 5 years or use Section 179 to deduct it all this year. Also got clarity on home office rules since I was getting conflicting advice online. Seriously worth it if you need official answers straight from the IRS instead of guessing or getting random internet advice.
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Yara Khoury
•Wait how does this even work? I thought it was impossible to get through to the IRS. Do they just keep calling for you or something?
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Keisha Taylor
•Yeah right, nobody gets through to the IRS this time of year. I've been calling for 2 weeks about my missing refund and still nothing. Sounds like some kind of scam tbh.
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AstroAlpha
•They use a system that navigates the IRS phone tree and holds your place in line. Once they reach an actual person, you get a call to connect with the agent. I was skeptical too until I tried it. It's definitely not a scam - I was connected to a legitimate IRS representative who verified my identity and answered all my questions about side hustle deductions. The service doesn't access any of your personal tax information, they just connect the call. I scheduled my callback for early morning which probably helped get through faster than afternoon times.
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Keisha Taylor
Ok I need to eat my words. I was the one saying that Claimyr sounded like a scam, but I was desperate about my refund situation so I tried it anyway. Got through to the IRS in about 45 minutes (still faster than my previous attempts which were... never). The agent was able to tell me my refund was delayed because of a mismatch between my reported side hustle income and what was submitted on 1099s. Turns out one of my clients reported $1550 when they actually paid me $1505, and that small difference flagged my return. They're processing a correction now. Never would have figured this out without actually talking to someone. Consider me converted.
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Paolo Longo
Don't forget about the Qualified Business Income deduction (Section 199A)! You can potentially deduct up to 20% of your net business income if you're operating as a sole proprietor or single-member LLC. This is literally free money that many side hustlers miss. Also, if you have a full-time job plus your side hustle, consider adjusting your W-4 at your main job to have more withheld. This can help cover the taxes from your side income without having to deal with quarterly payments.
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Amina Bah
•Is the QBI deduction automatic or do you have to do something special to claim it? I've been selling custom t-shirts online and made about $12k last year but my tax software never mentioned this.
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Paolo Longo
•It's not automatic - you need to specifically claim it on your tax return. Many basic tax software packages don't prominently feature it or explain it well. You should definitely look into it for your t-shirt business! With $12k in side hustle income, assuming reasonable expenses, you could potentially save hundreds in taxes. The deduction is calculated on your net profit (after expenses), not gross income. The calculation can get complex if your total income is above certain thresholds, but for most side hustlers making under $170k (single) or $340k (married), it's pretty straightforward - 20% of your net business income.
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Oliver Becker
Anybody else have success with the "heavy SUV loophole"? My accountant mentioned I could get a huge deduction if I buy an SUV over 6000 lbs for my mobile pet grooming business. Thinking about a Tahoe or something similar but wanna make sure it's legit before dropping that kinda cash.
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CosmicCowboy
•Yes, it's legit but be careful. I used this for my real estate side business last year with a Ford Explorer. The vehicle MUST be used more than 50% for business purposes, and you need to document that usage carefully. Also, they've reduced the bonus depreciation for 2023 (it was 100%, now it's 80% and decreasing by 20% each year). Make sure your side hustle income is substantial enough to justify this - the IRS does flag returns with large vehicle deductions relative to business income.
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