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Straight Up Chicago Investor Podcast Episode 244: Real Estate Tax Advantages, Short-Term Rentals, And Branding, With Ryan Bakke

Straight Up Chicago Investor Podcast Episode 244: Real Estate Tax Advantages, Short-Term Rentals, And Branding, With Ryan Bakke

Straight Up Chicago Investor Podcast Episode 244: Real Estate Tax Advantages, Short-Term Rentals, And Branding, With Ryan Bakke

Welcome back to another enlightening episode of the Straight Up Chicago Investor Podcast! In this edition, we're thrilled to have Ryan Bakke, a CPA, real estate investor, and coach, share his invaluable expertise on how to build wealth through savvy real estate investments and strategic tax planning. Join us as we delve into the world of tax strategy, short-term rentals (STRs), and the secrets behind Ryan's thriving business.:

Ryan kicks off the episode by unraveling the importance of having a Tax Strategist on your team. Learn about the common mistakes made on tax returns and discover how a strategic approach can significantly impact your journey to financial prosperity.

Dive into the lucrative realm of short-term rentals with Ryan as he shares insights into their tax advantages. Gain practical knowledge on how to effectively underwrite STR investments and harness their potential for financial success.

Ryan opens up about his philosophy on building a successful business. Get actionable tips on building a robust client base and a loyal following. Discover the strategies that have propelled him to a thriving position in the real estate and coaching landscape.

Throughout the episode, Ryan emphasizes the importance of being a "go-giver." Understand the impact of giving value to others and how it can be a game-changer in your professional journey.

Time is a precious resource, and Ryan shares insights into effective delegation. Learn how to delegate tasks strategically to optimize your time and focus on what truly matters for your success.

In this episode of the Straight Up Chicago Investor Podcast, Ryan Bakke delivers a masterclass on real estate and tax strategy. Whether you're a seasoned investor or just starting your journey, the insights shared by Ryan will reshape your approach to wealth building.

Tune in to the Straight Up Chicago Investor Podcast for an engaging conversation with Ryan Bakke. Don't miss out on the actionable advice and profound wisdom that could be the key to unlocking your financial potential. Get ready to elevate your real estate game and take charge of your financial future!

Watch Straight Up Chicago Investor Podcast Episode 244 in Full Here

Questions We Answer In this Show:

Q. $100M Offers: How to Make Offers So Good People Feel Stupid Saying No by Alex Hormozi

A. Video

Q. Strategies to Skyrocket Your Social Media Following!

A. Video

Q. Discover the Astonishing Tax Benefits of Short-Term Rentals


Show Notes:

  • 02:56 Housing Provider Tip: Be ready to recognize and act on a good deal!

  • 04:58 Intro to our guest, Ryan Bakke!

  • 05:29 Tax Preparer vs. Tax Strategist

  • 09:14 Common Tax Returns Mistakes.

  • 10:35 Tax Insights on Short-Term Rentals (STRs)!

  • 17:27 Short-Term Rentals in Chicagoland.

  • 19:21 Automating STRs!

  • 24:58 Underwriting STRs!

  • 31:06 Ryan’s approach to building a following!

  • 46:29 Ryan’s next 5 years!

  • 50:34 What is Ryan’s competitive advantage?

  • 51:16 One piece of advice for new investors.

  • 52:34 What do you do for fun?

  • 53:18 Good book, podcast, or self-development activity that you would recommend?

  • 54:20 Local Network Recommendation?

  • 54:55 How can the listeners learn more about you and provide value to you?

Connect with Mark and Tom:

Email the Show:\

Guest Name: Ryan Bakke

Guest Company: 

Guest Link:

Other Links for show notes:

The LearnLikeaCPA Show

$100M Offers (Book Recommendation)

The Game (Podcast Recommendation)

Muscle for Life Podcast

Show Sponsors:

Build Your Team

Chicago Investor Resources Shared

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