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How to Get Started in Real Estate Investing in 2026 with Jonathan Nichols

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What is actually stopping you from buying your first piece of real estate?


In this solo episode, I break down the most common ways to get started in real estate investing and the real pros and cons of each one. After almost a decade in this business, I have watched a lot of people get started, and I have watched even more talk themselves out of ever starting. So today I want to walk you through your options and help you pick one.


I cover the house hack, single family rentals, fix and flips, and alternative strategies like short term rentals, along with the real numbers behind each one so you know what you are actually getting into. I also explain the difference between residential and commercial real estate, why that distinction matters so much for how a property is valued, and how to think about getting started in multifamily as either a passive or active investor.


What We Cover

  • The biggest reason most people never make their first real estate investment

  • How to house hack your first property with minimal money down

  • The pros and cons of single-family rentals and what most people get wrong about cash flow

  • How the fix and flip and BRRRR strategies actually work

  • The difference between residential and commercial real estate and why it matters

  • How to decide between passive investing and being an active general partner in multifamily


Key Takeaways

  • Most people never invest in real estate simply because they never take action

  • A house hack lets you get into your first property with as little as 3.5% down

  • Single-family rentals are valued on comps, not income, which means large repairs can wipe out years of cash flow

  • The BRRRR method lets you recycle your capital by refinancing after a renovation instead of selling

  • Commercial real estate is valued on income, which means improving the property directly increases its value

  • Losing one tenant in a 100-unit property only costs you 1% of income, not 100% like a single-family rental

  • Pick one strategy, commit to it, and put a plan in place to make your first investment happen this year


Hit follow or subscribe wherever you’re listening, and I’ll see you in the next episode!

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No Offer of Securities—Disclosure of Interests. Under no circumstances should any material at this site be used or considered as an offer to sell or a solicitation of any offer to buy an interest in any investment. Any such offer or solicitation will be made only by means of the Confidential Private Offering Memorandum relating to the particular investment. Access to information about the investments are limited to investors who either qualify as accredited investors within the meaning of the Securities Act of 1933, as amended, or those investors who generally are sophisticated in financial matters, such that they are capable of evaluating the merits and risks of prospective investments. Copyright © 2025.

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