Should You Ever Buy a Rental Property with Negative Cash Flow? (Rookie Reply)

Should You Ever Buy a Rental Property with Negative Cash Flow? (Rookie Reply)

May 8, 2026 · 23 min

About this episode

The episode discusses strategies for finding real estate deals, the pros and cons of self-managing versus hiring a property manager, and the implications of buying rental properties with negative cash flow.

Everyone keeps saying we’re in a “buyer’s market,” but if that’s true, where are all the real estate deals? It’s easy to get discouraged after hearing “no” after “no,” but in today’s episode, we’re sharing the secrets to landing off-market properties and overlooked rentals on the MLS! Welcome to another Rookie Reply! Struggling to find real estate deals at the right price? Ashley and Tony will show you how to modify your approach and get your next rental property under contract much faster. Next, should you self-manage or hire a property manager? Each strategy has its pros and cons, but the right one for you depends on a few factors that we’ll get into! Finally, is it ever a good idea to buy a rental property that will give you negative cash flow? Most people don’t get into real estate investing to lose money each month, but we’ll show you a scenario in which taking a modest loss today could pay off long-term! Looking to invest? Need answers? Ask your question here! In This Episode We Cover The secret to finding discounted real estate deals (in any market) The number one mistake new investors make when looking for off-market properties Whether you should self-manage your rental…

People in this episode

Hosts: Ashley, Tony

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Organizations: BiggerPockets

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