I Should’ve Walked From the $5K... Featuring Guest Stephanie Lombardo | EP#30  episode artwork

EPISODE · Jul 30, 2025 · 46 MIN

I Should’ve Walked From the $5K... Featuring Guest Stephanie Lombardo | EP#30

from The Real Estate Pessimist · host RE Pessimist

😬 Knowing when to walk away. That’s the real skill no one teaches.In this episode of The Real Estate Pessimist, we sit down with Stephanie—flipper, coach, and proud survivor of one of the most emotionally expensive deals we've heard. She opens up about the flip that started with a $5,000 non-refundable earnest money deposit… and ended in a gut-wrenching lesson on ignoring red flags and losing more than just money.Here’s what we cover:- Why she knew she should walk from the deal… and didn’t- The slippery slope from a $70K rehab to a new build- How ignoring your instinct can cost you big time- What to do when you're in breach of a hard money loan- Why flipping isn't the same as building wealth- And how she bounced back with boundaries, clarity, and six flips a month!🔥 Bold Truth:The $5K loss would’ve hurt. But the real cost came from not trusting herself.🎧 Listen now: https://www.youtube.com/@TheRealEstatePessimist/videos📍 Find us on all platforms:YouTube: https://www.youtube.com/@TheRealEstatePessimist/videosSpotify: https://open.spotify.com/show/30iW9NGVaPVqIBZqf8iNd5?si=aa41afe7b90b4315Apple: https://podcasts.apple.com/us/podcast/the-real-estate-pessimist/id1785003692Connect with Stephanie Lombardo:Instagram @flippinempireYOUTUBE: @iamstephlombardoskool: https://www.skool.com/flippin-launch👀 Want to become a STR Expert with Erik’s help?https://eriks-academy.teachable.com/p/str-in-an-hour🎧 Want more from Kristi?Hear how she’s helping locals become developers in their own communities—without the gatekeeping.→ Listen to the Local Real Estate Developer Podcast:https://youtube.com/playlist?list=PLgKpTF3d5DZ1Mf6tpbxC3Uq9Lz899uohD&si=Tb530nMJfEQjR49E#realestateinvesting #mindsetshift #entrepreneurjourney #fearvsprudence #therealestatepessimist #developmentlife #propertyinvestor #startscared #riskandreward #truthaboutrealestate

😬 Knowing when to walk away. That’s the real skill no one teaches.In this episode of The Real Estate Pessimist, we sit down with Stephanie—flipper, coach, and proud survivor of one of the most emotionally expensive deals we've heard. She opens up about the flip that started with a $5,000 non-refundable earnest money deposit… and ended in a gut-wrenching lesson on ignoring red flags and losing more than just money.Here’s what we cover:- Why she knew she should walk from the deal… and didn’t- The slippery slope from a $70K rehab to a new build- How ignoring your instinct can cost you big time- What to do when you're in breach of a hard money loan- Why flipping isn't the same as building wealth- And how she bounced back with boundaries, clarity, and six flips a month!🔥 Bold Truth:The $5K loss would’ve hurt. But the real cost came from not trusting herself.🎧 Listen now: https://www.youtube.com/@TheRealEstatePessimist/videos📍 Find us on all platforms:YouTube: https://www.youtube.com/@TheRealEstatePessimist/videosSpotify: https://open.spotify.com/show/30iW9NGVaPVqIBZqf8iNd5?si=aa41afe7b90b4315Apple: https://podcasts.apple.com/us/podcast/the-real-estate-pessimist/id1785003692Connect with Stephanie Lombardo:Instagram @flippinempireYOUTUBE: @iamstephlombardoskool: https://www.skool.com/flippin-launch👀 Want to become a STR Expert with Erik’s help?https://eriks-academy.teachable.com/p/str-in-an-hour🎧 Want more from Kristi?Hear how she’s helping locals become developers in their own communities—without the gatekeeping.→ Listen to the Local Real Estate Developer Podcast:https://youtube.com/playlist?list=PLgKpTF3d5DZ1Mf6tpbxC3Uq9Lz899uohD&si=Tb530nMJfEQjR49E#realestateinvesting #mindsetshift #entrepreneurjourney #fearvsprudence #therealestatepessimist #developmentlife #propertyinvestor #startscared #riskandreward #truthaboutrealestate

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I Should’ve Walked From the $5K... Featuring Guest Stephanie Lombardo | EP#30

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This episode was published on July 30, 2025.

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😬 Knowing when to walk away. That’s the real skill no one teaches.In this episode of The Real Estate Pessimist, we sit down with Stephanie—flipper, coach, and proud survivor of one of the most emotionally expensive deals we've heard. She opens up...

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