TBT: How Do I Know When To Sell My Property?

Episode 596 of the Passive Real Estate Investing podcast, hosted by Real Estate Investing with Marco Santarelli, Investor and Entrepreneur., titled "TBT: How Do I Know When To Sell My Property?" was published on March 12, 2026 and runs 19 minutes.

March 12, 2026 ·19m · Passive Real Estate Investing

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Summary

Click Here for the Show Notes Feeling stuck with a rental property that’s draining your wallet instead of building your wealth? In this episode, Marco answers a listener question from Kelly, who’s been struggling with two Baltimore properties that have produced over $20,000 in losses, constant tenant issues, damages, and even squatters. Marco breaks down the key factors every investor should analyze before deciding whether to hold or sell—like market trends, return on equity, neighborhood quality, property performance, maintenance risks, and personal financial goals. He also explains the “tipping point” where negative cash flow and ongoing stress may signal it’s time to reposition your equity into better-performing assets. If you’re wondering whether a struggling rental is worth keeping—or when to cut your losses—this episode offers practical insights to help you make a smarter, more strategic decision. 🎧 Listen now to learn how to evaluate your properties like a seasoned investor! -------------------------------- Throwback Thursday Episode (The episode originally took place in the year 2024) This episode is part of our Throwback Series and may include references to older content such as web classes, events, promotions, or links that are no longer active or available. While the conversation and insights still hold value, please note that some information may be outdated. -------------------------------- If you missed our last episode, be sure to listen to TBT: The REAL Returns of Real Estate Investing Download your FREE copy of: The Ultimate Guide to Passive Real Estate Investing. See our available Turnkey Cash-Flow Rental Properties. Our team of Investment Counselors has much more inventory available than what you see on our website. Contact us today for more deals.

Episode Description

Click Here for the Show Notes

Feeling stuck with a rental property that’s draining your wallet instead of building your wealth? In this episode, Marco answers a listener question from Kelly, who’s been struggling with two Baltimore properties that have produced over $20,000 in losses, constant tenant issues, damages, and even squatters. Marco breaks down the key factors every investor should analyze before deciding whether to hold or sell—like market trends, return on equity, neighborhood quality, property performance, maintenance risks, and personal financial goals. He also explains the “tipping point” where negative cash flow and ongoing stress may signal it’s time to reposition your equity into better-performing assets.

If you’re wondering whether a struggling rental is worth keeping—or when to cut your losses—this episode offers practical insights to help you make a smarter, more strategic decision.

🎧 Listen now to learn how to evaluate your properties like a seasoned investor!

--------------------------------

Throwback Thursday Episode (The episode originally took place in the year 2024)

This episode is part of our Throwback Series and may include references to older content such as web classes, events, promotions, or links that are no longer active or available. While the conversation and insights still hold value, please note that some information may be outdated.

--------------------------------

If you missed our last episode, be sure to listen to TBT: The REAL Returns of Real Estate Investing

Download your FREE copy of: The Ultimate Guide to Passive Real Estate Investing.

See our available Turnkey Cash-Flow Rental Properties.

Our team of Investment Counselors has much more inventory available than what you see on our website. Contact us today for more deals.