How a Mechanical Engineer Lost It All Then Built a $600M Portfolio — With Patrick Grimes Part 2 episode artwork

EPISODE · May 6, 2026 · 37 MIN

How a Mechanical Engineer Lost It All Then Built a $600M Portfolio — With Patrick Grimes Part 2

from The Side Hustle and Business Show with Eric Lindsey · host Eric Lindsey

Patrick Grimes lost everything in 2007.He went all in on a pre-development deal — highly leveraged, certain to double his money.Then 2008 happened.He lost it all.A mechanical engineer who had worked with Tesla, Google, Lockheed, and Johnson and Johnson had to start over completely.What he did next is the blueprint every W2 investor needs to hear.Patrick Grimes | Passive Investing Mastery | 5,000+ Units | $600M PortfolioWhy LPs Should Pay Attention to This OperatorPatrick did not stumble into syndication.He spent years moonlighting — buying single family homes in recession resilient Texas markets while working full time in California.He deployed every bonus and every extra dollar of his paycheck into those assets.He earned a master's in engineering and an MBA while doing it.He worked for free for seasoned operators — doing slide decks, underwriting, due diligence walks — without even knowing his partnership percentage on the first two deals.He was just focused on learning the right way to do things.That foundation is what built a $600 million portfolio.How He Balanced W2 and Real Estate InvestingPatrick was running himself ragged moonlighting while working full time in San Francisco.He made a strategic shift — moved from W2 employee to contractor through his own S-Corp.That gave him more control over his time and allowed him to take calls with brokers, vendors, and partners during business hours instead of only nights and weekends.He credits that one decision as a turning point in his investing career.The Moment He Went Full TimePatrick did not rush the exit.He stayed in his automation career through COVID — during which his company had record years building automated assembly cells for COVID test kits.When things slowed down post COVID it made sense to make the jump.He now lives in Hawaii and manages a $600 million portfolio across real estate, energy, and litigation funding.The right exit at the right time built the right foundation.Listen to the full episode of the Moonlight Real Estate Side Hustles and Syndication Show with Eric Lindsey.👉 Mastermind Group: https://www.facebook.com/share/g/187opx1PyD/👉 YouTube: https://www.youtube.com/@RealestatesidehustleoperationsFree e-book: https://moonlightcre.com/ebook_download/Website: https://moonlightcre.com/Schedule a call: https://calendly.com/moonlightequitiesgroup/scheduled-conversationLearn more: https://linktr.ee/ericlindseyFinancial security over job security — always.#RealEstateSideHustle #MoonlightRealEstate #PassiveIncome #PassiveInvesting #RealEstateSyndication #SideHustle #W2Investor #RealEstateInvesting #FinancialSecurity #WealthBuilding #RealEstatePodcast #ApartmentSyndication #RealEstateInvestor #FinancialFreedom #BuildingWealthOnTheSide

Patrick Grimes lost everything in 2007.He went all in on a pre-development deal — highly leveraged, certain to double his money.Then 2008 happened.He lost it all.A mechanical engineer who had worked with Tesla, Google, Lockheed, and Johnson and Johnson had to start over completely.What he did next is the blueprint every W2 investor needs to hear.Patrick Grimes | Passive Investing Mastery | 5,000+ Units | $600M PortfolioWhy LPs Should Pay Attention to This OperatorPatrick did not stumble into syndication.He spent years moonlighting — buying single family homes in recession resilient Texas markets while working full time in California.He deployed every bonus and every extra dollar of his paycheck into those assets.He earned a master's in engineering and an MBA while doing it.He worked for free for seasoned operators — doing slide decks, underwriting, due diligence walks — without even knowing his partnership percentage on the first two deals.He was just focused on learning the right way to do things.That foundation is what built a $600 million portfolio.How He Balanced W2 and Real Estate InvestingPatrick was running himself ragged moonlighting while working full time in San Francisco.He made a strategic shift — moved from W2 employee to contractor through his own S-Corp.That gave him more control over his time and allowed him to take calls with brokers, vendors, and partners during business hours instead of only nights and weekends.He credits that one decision as a turning point in his investing career.The Moment He Went Full TimePatrick did not rush the exit.He stayed in his automation career through COVID — during which his company had record years building automated assembly cells for COVID test kits.When things slowed down post COVID it made sense to make the jump.He now lives in Hawaii and manages a $600 million portfolio across real estate, energy, and litigation funding.The right exit at the right time built the right foundation.Listen to the full episode of the Moonlight Real Estate Side Hustles and Syndication Show with Eric Lindsey.👉 Mastermind Group: https://www.facebook.com/share/g/187opx1PyD/👉 YouTube: https://www.youtube.com/@RealestatesidehustleoperationsFree e-book: https://moonlightcre.com/ebook_download/Website: https://moonlightcre.com/Schedule a call: https://calendly.com/moonlightequitiesgroup/scheduled-conversationLearn more: https://linktr.ee/ericlindseyFinancial security over job security — always.#RealEstateSideHustle #MoonlightRealEstate #PassiveIncome #PassiveInvesting #RealEstateSyndication #SideHustle #W2Investor #RealEstateInvesting #FinancialSecurity #WealthBuilding #RealEstatePodcast #ApartmentSyndication #RealEstateInvestor #FinancialFreedom #BuildingWealthOnTheSide

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How a Mechanical Engineer Lost It All Then Built a $600M Portfolio — With Patrick Grimes Part 2

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This episode is 37 minutes long.

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This episode was published on May 6, 2026.

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Patrick Grimes lost everything in 2007.He went all in on a pre-development deal — highly leveraged, certain to double his money.Then 2008 happened.He lost it all.A mechanical engineer who had worked with Tesla, Google, Lockheed, and Johnson and...

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