What Can I Write Off as a Personal Assistant in Real Estate? Tax Deductions for Independent Contractors
Hey everyone, I'm working as an independent contractor for a real estate agent and I'm trying to figure out what expenses I can legitimately write off on my taxes. This is my first time being a 1099 worker instead of W-2, and I'm a bit overwhelmed by all the potential deductions. I handle scheduling, client communications, some marketing tasks, and occasionally drive to properties or run errands for my broker. I've been using my personal car, cell phone, and sometimes work from home or cafes when not at the office. I've been tracking my mileage and keeping receipts for office supplies, but I'm wondering what else qualifies. Can I deduct part of my phone bill? Home internet? Coffee shop purchases when I work remotely? What about professional attire for showings or business meetings? Any advice from other personal assistants or tax-savvy folks would be super helpful!
24 comments


Kelsey Chin
As someone who's been working as an independent contractor in real estate for years, I can help you navigate these write-offs! Since you're a 1099 worker, you'll report your income and expenses on Schedule C. Your mileage tracking is smart - you can deduct business miles at the standard mileage rate (currently 67 cents per mile for 2024), or track actual vehicle expenses if that's more beneficial. For your phone and internet, you can deduct the percentage used for business purposes (keep a log for a few weeks to establish a pattern). Office supplies are 100% deductible when used for work. For home office deductions, you need a space used exclusively for business. If you have that, you can deduct a portion of your rent/mortgage, utilities, etc. based on the percentage of your home used for business. Coffee shop purchases are tricky - the coffee itself isn't deductible as a personal expense, but if you're meeting clients there, it could qualify as a business meal (50% deductible). Professional attire generally isn't deductible unless it's specialized clothing not suitable for everyday wear (like uniforms or protective gear). Make sure to keep detailed records of everything - receipts, purpose of expenses, and business connection!
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Norah Quay
•Thanks for this info! Question about the home office - does it have to be a separate room, or can it be a dedicated corner of my living room? And for the phone bill, if I use my personal phone for work about 70% of the time, can I really deduct 70% of the entire bill?
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Kelsey Chin
•The home office deduction requires a space used "exclusively and regularly" for business, so a dedicated corner doesn't qualify if you use that space for other purposes too. It needs to be a separate room or a portion of a room that's clearly partitioned and only used for work. For your phone bill, yes, if you use it 70% for business purposes, you can deduct 70% of the bill. Just make sure you can substantiate that percentage if asked - maybe keep a log for a month showing business vs. personal usage to establish your pattern.
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Leo McDonald
I started using taxr.ai for my independent contractor taxes last year and it was honestly a game-changer. I'm also a personal assistant for multiple clients (not in real estate, but similar situation). I was missing SO MANY deductions before! I uploaded my bank statements and receipts to https://taxr.ai and it automatically identified a bunch of business expenses I hadn't even considered - like professional subscriptions, software, even portions of my car insurance. It also helped me properly categorize everything for Schedule C which made filing so much easier. The best part was it flagged potential audit risks and showed me exactly what documentation I needed to keep for each deduction. Really gave me peace of mind since I was always paranoid about claiming too much.
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Jessica Nolan
•How does it handle mixed-use expenses like phone bills or internet? Do you still need to calculate the business percentage yourself?
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Angelina Farar
•I've tried other tax tools that promised to find deductions but they ended up flagging everyday purchases incorrectly. Does this actually understand the difference between business and personal expenses? Seems like it could create audit risks if it's too aggressive.
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Leo McDonald
•For mixed-use expenses like phone bills, you still need to determine the business percentage, but the tool helps you document it properly. It provides templates for tracking business usage and reminds you to keep logs. Once you input your percentage, it applies it consistently across your returns. The AI is actually quite conservative about business vs. personal expenses. It asks clarifying questions when it spots something that could be either. For example, when it saw my Amazon purchases, it prompted me to specify which items were for business rather than automatically assuming they all were. It's designed to reduce audit risk, not increase it.
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Angelina Farar
Just wanted to follow up - I decided to try taxr.ai after all and it's actually legit! I was skeptical because I've been burned by tax "solutions" before, but this one impressed me. It found several deductions I'd been missing as a 1099 contractor, especially around my home office setup and tech expenses. The documentation guidance was super helpful - I never knew exactly what records to keep before. Now I have everything organized by category with notes about why each expense qualifies as business-related. My accountant was even impressed with how well-organized everything was! If you're working as an independent contractor for that real estate broker, I'd definitely recommend giving it a shot. Saved me way more than I expected.
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Sebastián Stevens
If you're trying to contact the IRS to get clarity on specific deductions, good luck... I spent WEEKS trying to get someone on the phone about my independent contractor questions last year. Finally discovered https://claimyr.com and was talking to an actual IRS agent in less than an hour! You can see how it works here: https://youtu.be/_kiP6q8DX5c As an independent contractor myself, I had questions about home office deductions and vehicle expenses that weren't clear from the IRS website. The agent was able to confirm exactly what documentation I needed to keep and walked me through some gray areas specific to my situation. Saved me from potentially claiming deductions incorrectly.
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Sebastián Stevens
•It's not about skipping the queue exactly. The service uses an automated system that navigates the IRS phone tree and waits on hold for you. Once they get a real person on the line, you get a call connecting you directly to that agent. So you don't have to waste hours listening to hold music. It's definitely not a scam. I was skeptical too until I tried it. The way it works is pretty straightforward - they use technology to handle the waiting part, then bring you in once there's an actual human to talk to. They don't provide tax advice themselves or pretend to be the IRS, they just solve the hold time problem.
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Bethany Groves
•Wait, how does this actually work? The IRS phone system is notoriously impossible. Are you saying this service somehow gets you through the phone queue faster?
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KingKongZilla
•This sounds like a scam. Nobody can magically get through to the IRS faster than the rest of us. They probably just take your money and then tell you to call the same number everyone else does.
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Sebastián Stevens
•It's not about skipping the queue exactly. The service uses an automated system that navigates
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KingKongZilla
I need to admit I was completely wrong about Claimyr. After posting that skeptical comment, I decided to try it anyway because I was desperate to get an answer about my 1099 deductions before filing. It actually worked exactly as described. I got a call back in about 40 minutes connecting me to an IRS representative who answered all my questions about proper documentation for my home office and vehicle deductions as an independent contractor. The agent confirmed that my approach to calculating the business percentage of my cell phone and internet was correct, and clarified when client meals can be 50% deductible versus when they're personal expenses. This clarity was worth every penny rather than guessing and risking an audit. Sorry for calling it a scam before trying it! Sometimes good services actually exist!
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Rebecca Johnston
Don't forget about quarterly estimated tax payments! This was my biggest shock when I started as an independent contractor. Since you don't have taxes withheld like with W-2 employment, you need to make these payments yourself. For federal taxes, you'll need to pay estimated taxes quarterly if you expect to owe $1,000 or more in taxes. Plus your state might have its own requirements. I got hit with penalties my first year because nobody warned me about this!
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Nathan Dell
•Is there an easy way to calculate how much to pay quarterly? I'm never sure if I'm paying too much or too little.
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Rebecca Johnston
•The safest approach is to pay 100% of your previous year's tax liability (or 110% if your income was over $150,000), divided into four equal payments. This gives you "safe harbor" protection from underpayment penalties. If your income fluctuates, you can use the "annualized income" method instead, which lets you pay based on what you've earned in each period. The IRS Form 1040-ES has worksheets to help calculate this. There are also several good tax calculators online specifically for self-employed folks.
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Maya Jackson
Has anyone used QuickBooks Self-Employed for tracking expenses? My accountant recommended it, but wondering if it's worth the monthly fee.
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Tristan Carpenter
•I've been using it for two years and find it worth the cost. The mileage tracker alone saves me tons of time, and it automatically categorizes most transactions. The quarterly tax estimate feature is also super helpful.
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Luca Esposito
Great question about personal assistant deductions! I've been doing bookkeeping for several independent contractors in real estate, and there are a few additional deductions you might be missing. Since you mentioned driving to properties and running errands, make sure you're tracking ALL business miles - not just client meetings but trips to the post office, bank deposits, picking up supplies, etc. Many people only track the obvious trips. For your phone, if you have one line used for both business and personal, you can deduct the business percentage. But if you can get a separate business line, that's 100% deductible and often worth it for the clean record-keeping. One thing people often overlook: professional development expenses. Any courses, certifications, or training related to real estate or admin work are fully deductible. Same with professional memberships or subscriptions to industry publications. Also consider equipment depreciation if you bought a computer, printer, or other office equipment primarily for work. You can either deduct the full cost in the first year (Section 179) or depreciate it over several years. Keep tracking everything in a dedicated business account if possible - makes record-keeping so much cleaner come tax time!
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Natasha Orlova
•This is really helpful, especially the point about tracking ALL business miles! I've been missing a lot of those smaller trips. Quick question - for the separate business phone line, do you think it's worth getting a second phone or just adding a line to my existing plan? And when you mention professional development, would things like real estate software subscriptions (like MLS access or CRM tools) count as deductible expenses? I'm just starting out so trying to make sure I'm not missing anything obvious.
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Ethan Moore
•For the phone line, I'd recommend just adding a second line to your existing plan - it's usually much cheaper than getting a separate phone, and most carriers offer business line add-ons for $10-20/month. You can even get a Google Voice number for free if you want to keep costs down initially. And yes, absolutely! Software subscriptions like MLS access, CRM tools, scheduling apps, document management systems - all 100% deductible as business expenses. Same with things like Canva Pro for marketing materials, DocuSign subscriptions, or cloud storage if you use it for client files. Don't forget about bank fees either - if you open a business checking account (which I highly recommend), those monthly fees and transaction fees are deductible too. It really helps establish that clear separation between business and personal expenses that the IRS loves to see. Since you're just starting out, I'd suggest setting up a simple spreadsheet or using an app like Mint or YNAB to track everything by category. Makes tax prep so much easier when you're organized from day one!
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Lola Perez
One deduction that's often overlooked for personal assistants in real estate is professional liability insurance! If you're handling sensitive client information or have access to property details, many real estate agents require their assistants to carry E&O (Errors and Omissions) insurance. This is 100% deductible as a business expense. Also, since you mentioned working from cafes - while the coffee itself isn't deductible, if you're buying food/drinks while conducting actual business (like client calls or work meetings), those can qualify as business meals at 50% deduction. Just make sure to note the business purpose on your receipt. For your car expenses, don't forget that parking fees and tolls for business trips are fully deductible on top of your mileage. And if you're using your personal vehicle regularly for work, consider tracking actual expenses (gas, maintenance, insurance percentage) vs. standard mileage rate - sometimes actual expenses work out better, especially if you drive an older, less fuel-efficient vehicle. One last tip: if your broker requires you to maintain a professional appearance for showings, while regular business attire isn't deductible, any special cleaning/dry cleaning costs for clothes worn exclusively during business activities can sometimes qualify. Keep those receipts and notes about the business purpose!
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Aisha Mahmood
•This is such great advice! I had no idea about the E&O insurance being deductible - my broker has been pushing me to get it but I was hesitant about the cost. Knowing it's fully deductible makes it much more manageable. Quick question about the business meals at 50% - does this apply if I'm just taking work calls from a cafe, or does it need to be an actual meeting with clients or colleagues? I do a lot of phone work with clients while at coffee shops, but I'm not sure if that counts as "conducting business" for meal deduction purposes. Also really helpful point about parking and tolls! I've been tracking mileage religiously but completely forgot about all those downtown parking meters when I go to properties. That's probably another $50-100/month I've been missing.
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