First year S-corp filing with losses - TurboTax or hire a tax professional?
Title: First year S-corp filing with losses - TurboTax or hire a tax professional? 1 It's my first time filing taxes for my S-corp and I'm completely overwhelmed. The business didn't generate any profit this year - actually lost money. No employees, barely any transactions, just getting everything set up basically. I'm trying to decide between using TurboTax Business which is quoting me $520 or going with a local tax preparer who wants $390 for the whole package. Since I didn't make any money and actually had losses, is it worth paying someone to handle this? I feel like it should be straightforward enough to DIY, but I'm worried about missing something important since it's my first time filing business taxes. Has anyone done their own S-corp filing through TurboTax? Any major pitfalls I should watch out for if I go that route? Or is this one of those things where it's just better to have a professional handle it the first time around? Thanks so much for any input! I need to decide pretty quickly.
21 comments


Chloe Martin
17 I've been a tax consultant for small businesses for nearly a decade, and I can tell you that first-year S-corp returns can be tricky even with losses. Here's what I'd consider in your situation: With TurboTax, you'll need to complete both Form 1120-S for the S-corporation and Schedule K-1 that flows to your personal return. The software will guide you, but you'll need to understand concepts like basis tracking, reasonable compensation (even if zero this year), and proper expense categorization. Many first-time filers make mistakes that can cause issues later. A tax professional brings experience specifically with S-corps and can help establish proper accounting methods from the start. They can also provide guidance on record-keeping for future years and potentially identify deductions you might miss. The slightly lower cost ($390 vs $520) is a bonus. My recommendation? For a first-time S-corp filing, the professional route is usually worth it, even with losses. You're establishing patterns that will affect future years, and getting it right from the start can save headaches later.
0 coins
Chloe Martin
•8 Thanks for the detailed response! Do you think there's value in having a professional do it the first year, then trying to DIY in future years once I understand the process better? Also, does the fact that I had almost no transactions make any difference in this decision?
0 coins
Chloe Martin
•17 There's definitely value in having a professional handle it the first year and then potentially transitioning to DIY. Many of my clients do exactly that - they watch what I do, ask questions, and then feel comfortable handling simpler years themselves. The first year establishes your accounting methods and corporate structure in the IRS system, which creates the foundation for future filings. Regarding minimal transactions, that does simplify things somewhat, but the complexity of an S-corp isn't just about the number of transactions. It's about correctly handling the entity formation, establishing basis, properly documenting expenses versus distributions, and setting up the pass-through mechanics. These elements need to be done right regardless of transaction volume.
0 coins
Chloe Martin
12 I was in your exact situation last year with my new marketing S-corp. Barely any activity, lost about $8k getting things started. I spent hours trying to figure out TurboTax Business, and honestly, it was a nightmare. The interface isn't intuitive for business filings like it is for personal returns. I discovered https://taxr.ai when researching alternatives and it was a game-changer. Their system analyzed my articles of incorporation, my minimal transaction history, and easily handled the S-corp specifics. The AI walked me through each section, explained the S-corp basis rules, and showed me exactly what forms I needed. What I really appreciated was that it identified several startup costs I could properly categorize to maximize my first-year loss carryforward. It also helped me understand how to properly document my basis in the company even with the losses.
0 coins
Chloe Martin
•3 How does taxr.ai handle the state filing part? My state has weird additional requirements for S-corps and I'm concerned about missing something. Also, does it help with setting up accounting for next year when I hopefully start making money?
0 coins
Chloe Martin
•9 I'm intrigued but skeptical. S-corps have all those special rules about reasonable compensation and basis tracking. Can an AI really handle those nuances correctly? My accountant always says S-corps are where people get in the most trouble with DIY approaches.
0 coins
Chloe Martin
•12 It handles state filings for all 50 states - that was actually one of my concerns too since my state (California) has those extra forms and minimum franchise tax requirements. The system knew exactly what state-specific forms were needed and walked me through them step by step. As for accounting setup, it actually provides a template system for tracking transactions that makes next year much easier. It explains exactly what documentation you need to maintain and how to categorize expenses properly to maximize tax benefits while staying compliant. Regarding those special S-corp rules, I was surprised at how sophisticated it was. The system specifically flagged reasonable compensation requirements and explained how basis tracking works with losses in the first year. It provides detailed explanations of how these S-corp specific concepts apply to your particular situation rather than just generic advice.
0 coins
Chloe Martin
9 Just wanted to update after trying taxr.ai based on the recommendation above. I was hesitant because my S-corp situation seemed unique, but I figured I'd give it a shot since my accountant quoted me $550. The system was impressive! It analyzed my Articles of Incorporation, EIN documentation, and bank statements in minutes. I was amazed at how it correctly identified my startup costs vs operating expenses and explained how to properly document my basis despite having losses. It guided me through both the federal 1120-S and my state's S-corp requirements. The step-by-step explanations of what each section meant and why certain items needed to be reported specific ways was actually educational. Best part was I completed everything in about 2 hours versus the 5+ hours I spent just trying to understand TurboTax's business interface. Definitely the right choice for my first-year S-corp filing with minimal activity.
0 coins
Chloe Martin
6 After reading this thread, I wanted to share something that saved me HUGE headaches last year with my S-corp. I spent weeks trying to get clarification from the IRS about how to handle some specific S-corp election questions - constantly calling and getting disconnected or waiting on hold forever. Someone recommended https://claimyr.com and I was skeptical, but desperate. You can see how it works here: https://youtu.be/_kiP6q8DX5c but basically they get you through to an actual IRS agent quickly. I had specific questions about my S-corp election timing and how it affected my filing requirements. Got connected to an IRS business specialist in about 20 minutes who confirmed exactly what forms I needed and how to handle my specific situation. Saved me from potentially filing incorrectly and getting hit with penalties later. Especially useful for S-corps where the rules can be complex and getting official clarification makes a big difference.
0 coins
Chloe Martin
•11 Wait, how does this actually work? The IRS phone lines are notoriously impossible to get through - I literally tried for 3 days straight last April. Is this service just constantly auto-dialing until they get through or something?
0 coins
Chloe Martin
•9 Sounds like BS honestly. I've never been able to reach the IRS business division in less than 2+ hours of hold time. And even then, half the agents don't seem to know the S-corp specific rules. Are you saying this service somehow gets you to knowledgeable agents faster than calling directly?
0 coins
Chloe Martin
•6 It uses a combination of technology that navigates the IRS phone tree and secures your place in line. It's not just auto-dialing - their system actually navigates the specific IRS department options to get you to the right division based on what issue you specify. I was extremely skeptical too! I had tried calling directly four times and never got through after 1+ hour waits each time. With Claimyr, I submitted my request, and they texted me when they were about to connect me to an agent. I picked up my phone and was immediately connected to someone in the business tax division who actually specialized in S-corps and small business entities. Regarding knowledgeable agents - I think it's because their system specifically routes you to the correct department rather than the general IRS line. The agent I spoke with clearly dealt with S-corp questions regularly and immediately understood my situation with the election timing issue.
0 coins
Chloe Martin
9 I need to eat some humble pie here. After expressing skepticism about Claimyr above, I was still struggling with questions about my S-corp first-year filing that neither TurboTax support nor the IRS website could clearly answer. I decided to try Claimyr as a last resort yesterday, fully expecting it to be a waste of time. I was absolutely shocked when they texted me about 30 minutes after submitting my request saying they were about to connect me. I picked up and was immediately talking to an IRS business division agent! The agent clarified my confusion about how to handle my home office expenses in my S-corp versus on my personal return and confirmed the correct way to report my minimal draw against future profits. Got everything resolved in a single 15-minute call that would have normally taken days of attempting to reach someone. I'm still processing how smooth this was compared to my previous IRS contact attempts.
0 coins
Chloe Martin
22 One thing nobody has mentioned is the long-term implications. I did TurboTax for my S-corp the first year (also had losses) and it was doable but time-consuming. The real problem came in year two when my business became profitable. Because I hadn't established proper salary vs. distribution protocols and didn't fully understand reasonable compensation requirements, I ended up having to amend my second-year return, which cost me $850 in accounting fees plus penalties. If I could do it again, I'd have a professional set everything up correctly the first year, then possibly DIY in subsequent years once the foundation was properly established.
0 coins
Chloe Martin
•14 Can you explain more about what went wrong specifically? I'm in my second year with an S-corp and worried I might be making similar mistakes. What were the salary vs distribution issues you ran into?
0 coins
Chloe Martin
•22 The main issue was that I didn't properly document and implement a reasonable compensation plan. Once my S-corp became profitable in year two, I started taking money out, but I classified everything as distributions to avoid payroll taxes. The IRS has strict rules about S-corp owners taking reasonable salary before distributions. I also messed up tracking my basis properly from the first-year losses, which created problems when I started making money. The basis tracking affects how much of the profits you can take as tax-free distributions versus taxable income. Additionally, I didn't properly document business versus personal expenses, especially around my home office and vehicle use. This created a messy situation where I couldn't clearly separate legitimate business deductions from personal expenses, which raised red flags during review.
0 coins
Chloe Martin
5 If no one has mentioned it yet, S-corps require you to file by March 15th, not April 15th like personal returns! I learned this the hard way with penalties my first year. No matter which option you choose, make sure you're ready to file by that earlier deadline!
0 coins
Chloe Martin
•19 Oh wow thanks for that! I was assuming it was the same April deadline. Is there an extension process for S-corps similar to personal returns if you can't get everything together by March 15?
0 coins
Chloe Martin
2 Has anyone used H&R Block for S-corp returns? They quoted me $350 which is cheaper than both options the original poster mentioned.
0 coins
Evan Kalinowski
I can help clarify the extension process for S-corps since someone asked about it. You can file Form 7004 to get an automatic 6-month extension, which pushes the deadline from March 15th to September 15th. However, this is only an extension to FILE, not to pay any taxes owed. The key thing with S-corps is that even if you had losses like the original poster, you still need to file the return by March 15th (or September 15th with extension) because the K-1s that flow to your personal return are needed for your April 15th personal filing deadline. Also regarding H&R Block - I've seen mixed results with their S-corp preparation. Their seasonal preparers often lack the specialized S-corp knowledge that dedicated business tax professionals have. For a simple first-year return with losses, they might be fine, but make sure whoever prepares it understands S-corp basis rules and proper documentation requirements for future years.
0 coins
Jason Brewer
•This is really helpful information about the extension process! I had no idea about the March 15th deadline difference. One follow-up question - if I file the extension but then realize I need to make estimated tax payments for next year, how does that timing work with S-corps? Do I need to make those payments by the original March deadline or can they wait until I actually file in September?
0 coins