The Ryan Bakke Show

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this Client Success Spotlight episode, I talk with Carole Anderson—a former corporate accountant turned real estate investor—about how she built a thriving short-term rental portfolio after the sudden loss of her husband. Carole shares how she went from managing one Airbnb in her basement to runni...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I sit down with Kenny Bedwell from STR Insights to discuss actionable strategies for evaluating and acquiring profitable short-term rental properties. We dive deep into the importance of understanding market trends, creating a buy box for investments, and balancing risk with reward....

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I sat down with Harrison Goldblatt, a real estate investor who has scaled to 60 units in just a few years. Harrison shares his journey from house-hacking his first property in Los Angeles to building a cash-flowing portfolio in Cleveland, Ohio. Along the way, he dives deep into the B...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I sit down with Matt Stillman, a seasoned real estate investor and entrepreneur, to discuss his journey from financial struggle to building a thriving real estate portfolio. Matt shares how he went from earning $38K per year to making six figures in just six months, only to lose his...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I sit down with Shannon Weinstein, a CPA and fractional CFO, to break down what it takes to build a seven-figure accounting firm with fewer than 12 clients. We dive into why relationship-driven service models outperform traditional high-volume firms, how to position yourself as an ex...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I sit down with Jeff Hampton from STR Law Guys to uncover essential asset protection strategies for short-term rental investors. Jeff shares his insights as both an attorney and a real estate investor, highlighting the importance of LLC structures, commercial insurance, and upcoming...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I sit down with Arda Bircan to discuss his approach to short-term rental investing and maximizing cash flow. Arda shares his strategies for identifying profitable markets, avoiding common mistakes, and leveraging the short-term rental loophole to save on taxes. We also dive into the...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I outline my 7 steps to financial freedom, breaking down practical, actionable strategies to build and protect your wealth. From establishing an emergency fund to maximizing retirement contributions, I cover how to pay off high-interest debt, invest wisely, and reach your financial i...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I sit down with Eddie Antuna to explore his journey from his family's financial struggles to building a diverse real estate portfolio and uncovering smarter tax strategies. Eddie shares how he transitioned from long-term rentals to short-term rentals, his experience with building...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I break down everything you need to know about renting out your primary residence. From tax implications and the capital gains exclusion to insurance adjustments and cash-on-equity analyses, I cover the essential steps to make informed decisions. Whether you’re considering converting...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I sit down with Brenna Carles from The Mortgage Shop to break down the biggest mistakes real estate investors make when filing taxes and applying for loans. We dive into the differences between Schedule C vs. Schedule E, how to avoid overpaying in taxes, and how to qualify for more l...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I dive into the various strategies for using retirement account funds to invest in real estate. From 401(k) loans to self-directed IRAs and even the little-known 60-day rollover rule, I break down the pros, cons, and tax implications of each approach. Whether you're exploring way...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I sit down with Megan Sawamura from Neo Home Loans to talk about using homeownership as a powerful wealth-building strategy. Megan shares her journey from buying her first property with just $20,000 to building a million-dollar portfolio. We discuss house hacking, leveraging VA and F...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I sit down with Oscar Setiawan to discuss his journey from corporate tech to restaurant owner to real estate investor. Oscar shares his unique approach to money management and project management in real estate, offering invaluable insights for investors at every stage. We also explor...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I sit down with Bill Faeth to tackle year-end tax strategies every real estate investor needs to know. We explore the importance of proper bookkeeping, navigating material participation rules, and the pros and cons of cost segregation studies. Bill and I also discuss why tax planning...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I sit down with Henry Huie to explore the entrepreneurial journey of breaking away from a traditional accounting career to building a thriving firm. We dive into overcoming analysis paralysis, the importance of surrounding yourself with optimistic mentors, and finding the courage to...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I sit down with co-hosting expert Austin Palacios to discuss how to build a scalable, profitable co-hosting business in the short-term rental space. Austin shares actionable strategies for transitioning properties from large property management companies to boutique co-hosting servic...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode of the LearnLikeaCPA show, I dive into the essential playbook for setting up LLCs as a real estate investor. I break down the pros and cons, common mistakes, and the key steps to structuring LLCs for asset protection and tax efficiency. You'll learn when you actually need an LLC,...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I discuss the five critical things to watch out for when switching jobs, whether transitioning between employers or moving from W2 to 1099 status. We explore essential considerations including COBRA insurance coverage, managing your 401(k) rollover options, and strategic tax planning...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I join my friend Avery Carl on The Short Term Show to discuss what it takes to successfully defend an audit on the short-term rental tax loophole. We dive deep into the importance of proper documentation, setting up material participation logs, and understanding how to track and defe...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, we're walking through essential state-level tax planning strategies for real estate investors. We cover everything from property tax reassessments to navigating multi-state income tax issues and understanding occupancy taxes. I also break down the right way to structure LLCs when...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, we're diving into Roth conversion planning and talking about essential strategies to help you maximize your tax savings. We’ll break down when and why to consider a Roth conversion, how to take advantage of market dips, and the importance of understanding tax brackets when conver...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I dive into the crucial topic of asset protection and LLC structures for real estate investors. I break down when and why you need an LLC, how to properly set it up, and the importance of keeping your properties organized to protect your investments. We’ll also discuss advanced strat...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, we're diving into the ins and outs of seller financing, a powerful tool for real estate investors. I break down how seller financing can benefit both buyers and sellers, covering everything from tax advantages to navigating inflation. We’ll explore key strategies for structuring...

Ready to save $10k-$50k in taxes this year? Book a call here: ► https://taxstrategy365.com/pod-app In this episode, I’m sharing some of the best tax strategies for short-term rental (STR) investors. I dive into the powerful short-term rental loophole that allows you to use rental losses to offset your W-2 and business income without needing to qualify as a real estate professional. I’ll also walk...