STR Rental Days, Cost Seg Timing, and When to Hire a Tax Strategist | CPA Q&A

23/06/2025 12 min

Listen "STR Rental Days, Cost Seg Timing, and When to Hire a Tax Strategist | CPA Q&A"

Episode Synopsis

Ready to save $10k-$50k in taxes this year? Book a call here:► https://taxstrategy365.com/pod-appIn this episode, I dive into some of the most common tax questions I get from my communities, including how to properly report rental days for short-term rentals, the pros and cons of doing a cost segregation study, and how bonus depreciation really works. I also talk about when it makes sense to hire a CPA versus a tax strategist and explain the differences between the two. With examples from real clients and situations I’ve seen firsthand, I break down complex topics into practical insights.Timestamps:00:00:00 Intro 00:00:29 Communities I pull questions from 00:01:00 STR rental days – actual vs. available 00:02:12 Impact on deductions and personal use days 00:03:53 Lending implications of incorrect rental day reporting 00:04:33 Cost segregation vs. not doing it 00:05:36 Bonus depreciation explained 00:06:24 1031 exchange considerations and deadlines 00:07:51 Alternatives to 1031 exchanges 00:08:36 When to hire a CPA vs. a tax strategist 00:09:41 What tax strategists do differently 00:10:41 CPA vs. strategist – two skill sets 00:11:13 Why multiple businesses and properties need strategy 00:12:07 Outro Want me to answer your real estate questions? Come to my next Ask Me Anything Q&A:► https://taxstrategy365.com/pod-amaLet's connect!► Instagram: https://www.instagram.com/ryanbakkecpa/► LinkedIn: https://www.linkedin.com/in/ryanbakkecpa/► Twitter: https://twitter.com/RyanBakkeCPA► Facebook: https://www.facebook.com/ryanbakkecpa► TikTok: https://www.tiktok.com/@ryanbakkecpa⁠*None of this is meant to be specific investment advice, it's for entertainment purposes only.