Real Estate Investing with RealDealCrew

Michael Silverman reveals why most investment properties are underinsured — and the liability gaps that could cost investors everything.

In this episode of RealDealChat, Jack Hoss sits down with Michael Silverman of Silver Lining Insurance Agency (slia.agency) — third-generation insurance broker with nearly 40 years of experience — to break down the insurance blind spots most real estate investors don't know they have.

Michael covers:

• Why liability coverage is the #1 most overlooked protection for investors
• How building replacement costs have skyrocketed — and why outdated policies leave you exposed
• The water leak detection system that saves investors thousands annually in premiums
• A real claim story: a $1.6M policy that needed to be $2.9M — and a $5M+ total loss that was fully covered
• What security cameras and smart systems can do for your insurance costs
• The difference between market value and replacement value (and why it matters for your policy)
• How to review your coverage the right way — starting with one action you can take this week
• What 9/11 changed about commercial insurance (terrorism coverage and what's required)
• Why insurance companies actually want to pay claims — and the real reason they sometimes don't

This conversation is essential for:

• Real estate investors with one or more rental properties
• Property managers overseeing commercial or mixed-use buildings
• New investors setting up their first policy
• Anyone who hasn't reviewed their coverage in the past 12–24 months

If a building burned to the ground tomorrow, would your policy actually cover a rebuild?

🔗 Learn more about Silver Lining Insurance: https://slia.agency

🔗 Build systems for your investing business: https://realdealcrew.com

#RealEstateInvesting #LandlordTips #PropertyInsurance #InvestorMindset #RealDealChat #LiabilityCoverage #RentalProperty #InsuranceTips #PropertyManagement #RealEstateBusiness #PassiveIncome #BuildingOwner #AssetProtection #WealthBuilding #RealEstateEducation

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If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:

Take the Deal Intake Assessment

See how resilient your current operation actually is.

→ https://assessment.realdealcrew.com

Book a Fit Call

If you want to explore what a fully system-driven deal flow looks like, let’s talk.

→ https://realdealcrew.com/book

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Katrina Robinson breaks down how co-living turns a single-family home into 28 doors — and how investors can 10X rental income without buying more properties.

In this episode of RealDealChat, Jack Hoss sits down with Katrina E. Robinson, founder of Group Home on Autopilot and Round Table Living, to break down the co-living model that's helping real estate investors maximize income on existing properties while solving the affordable housing crisis.

Katrina covers:

• Why renting by the bed vs. by the house can generate 10X the profit on a single property
• How she went from 3 properties to 28 doors using shared housing
• The detailed intake process for vetting residents and maintaining house harmony
• What Texas's 2025 legal definition of "group home" means for co-living investors
• Property requirements: bedrooms, bathrooms, and public transit access
• Managing difficult residents — including a near-elder-abuse saga
• The Kenya case study: from zero to two houses open in 5 months
• Why military-style SOPs are the foundation of scaling this business
• PadSplit, SpareRoom, Roomies, and 101+ ways to fill your beds

This is essential for:

• Investors who want more cash flow without adding doors
• Anyone considering pivoting to shared housing or affordable housing
• Operators looking to scale with systems, not stress

🔗 Learn more at: https://grouphomeonautopilot.com

🔗 Co-Living Business Conference (April 24–25): https://grouphomeonautopilot.com/CBC

🔗 Build systems for your investing business: https://realdealcrew.com

#RealEstateInvesting #CoLiving #GroupHome #AffordableHousing #RentalIncome #SharedHousing #HouseHacking #RealDealChat #PropertyManagement #PassiveIncome #RealEstateTips #InvestorMindset #CashFlow #RealEstateStrategy #SFRInvesting

Work With RealDealCrew

If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:

Take the Deal Intake Assessment

See how resilient your current operation actually is.

→ https://assessment.realdealcrew.com

Book a Fit Call

If you want to explore what a fully system-driven deal flow looks like, let’s talk.

→ https://realdealcrew.com/book

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Onyi Odunukwe built 30 commercial properties without selling a single one — and his franchise strategy is what made it all possible.

In this episode of RealDealChat, Jack Hoss sits down with Onyi Odunukwe — aka the Sweat Pant Millionaire — CEO of Glow Tanning (a top 500 franchise with 360+ locations) and owner of nearly 30 commercial properties, all acquired in just five years without selling a single one.

Onyi breaks down:

• Why delayed gratification is the real skill behind commercial real estate wealth
• How he uses his franchise (Glow) as the anchor tenant in every building he buys
• His value-add strategy — great location, ugly building, bad tenants — and how he forces appreciation
• Why he works harder to avoid taxes than to make money (and the tools he uses to do it)
• His cash-out refi strategy for living off tax-free income in retirement
• The "one job per person" rule that keeps his 18 businesses running
• Why he gave away his commercial real estate course for free — and what he charges for mentorship
• What the $500M PE offer on Glow revealed about concentration vs. diversification
• His take on generational wisdom vs. generational wealth
• Why a chief of staff was his single best business investment

This episode is essential for:

• Investors looking to scale into commercial real estate
• Operators running multiple businesses who are becoming the bottleneck
• Anyone thinking about the tax side of building a portfolio

If you've been sitting on equity and not sure what to do next, Onyi's framework will sharpen your thinking.

🔗 Follow Onyi on Instagram: @sweatpantmillionaire

Work With RealDealCrew

If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:

Take the Deal Intake Assessment

See how resilient your current operation actually is.

→ https://assessment.realdealcrew.com

Book a Fit Call

If you want to explore what a fully system-driven deal flow looks like, let’s talk.

→ https://realdealcrew.com/book

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Bob Lachance went from 50 deals to 270 deals a year using virtual assistants — and built one of the top VA companies in real estate. Here's exactly how.

In this episode of RealDealChat, Jack Hoss sits down with Bob Lachance, former pro hockey player turned real estate investor, co-founder of Fortune Builders, and CEO of REVA Global — one of the leading virtual assistant companies serving real estate investors.

Bob covers:

• From ice hockey to real estate: how a $32K first deal turned into a full investing business
• Why the first deal exposed everything: no systems, no marketing, running to Home Depot three times a day
• Door knocking pre-foreclosures in 2004 — and the mindset shift that came from replacing himself in that role
• Why he co-founded Fortune Builders and what happened to it after COVID
• The real reason students fail even after buying coaching programs: accountability, not information
• How Bob discovered virtual assistants in 2013, launched REVA Global in 2014, and grew to 270+ deals a year
• Why all of REVA Global's VAs are based in the Philippines — and what makes that market uniquely suited for real estate support
• The four-team structure: sourcing and recruiting, training, placements, and client service management
• Where AI can't replace VAs: outbound calling, property management, admin work requiring real human judgment
• Tool stack: Salesforce, Podio, GoHighLevel, Smarter Contact — how Bob manages operations across time zones
• The $150,000 lesson: a knockdown rebuild in Greenwich, shiny object syndrome, and the FOMO deal that cost $160K total
• Why you shouldn't leave the owner's box too early — and the hiring mistake most investors make with VAs
• Three masterminds Bob attends (Boardroom, Collective Genius, Family Mastermind) and how to measure ROI on each
• "Learn it, live it, gift it" — the system for knowing when you're ready to hand something off

This episode is for:

• Real estate investors doing 5–50 deals a year who feel maxed out
• Anyone who's tried hiring a VA and had it fail — and wants to understand why
• Operators looking to build an actual team instead of staying a one-person show

🔗 Learn more: https://revaglobal.com

🔗 Build systems for your investing business: https://realdealcrew.com

#VirtualAssistants #RealEstateInvesting #REVAGlobal #WholesaleRealEstate #RealEstateSystems #RealDealChat #ScalingBusiness #LeadGeneration #VirtualAssistantForRealEstate #RealEstateOperations

Work With RealDealCrew

If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:

Take the Deal Intake Assessment

See how resilient your current operation actually is.

→ https://assessment.realdealcrew.com

Book a Fit Call

If you want to explore what a fully system-driven deal flow looks like, let’s talk.

→ https://realdealcrew.com/book

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Kirk Welsh lost $104K to a contractor, then rebuilt with systems, accountability, and personal development. Here's the framework that changed everything.

In this episode of RealDealChat, Jack Hoss sits down with Kirk Welsh — licensed architect, real estate investor, flooring company owner, and personal development coach — to have the conversation most real estate content avoids: the inner game of running a business.

Kirk covers:

• The path from licensed architect to real estate investor to flooring company owner — and why entrepreneurship exposed everything
• How being the "doormat" (not the boss) led to a contractor walking off with $104,000
• Why your business is a direct reflection of who you are as a person — and what that means for operators stuck in chaos
• The identity shift that happened after hiring a business coach — and how people around him reacted
• Why "where you are right now is a direct result of the actions you've taken in the last 12–36 months"
• Discipline and structure must come before clarity — and why most people get this backwards
• The Iron Cowboy documentary: 101 Ironman triathlons in 101 days, and what his "bag of whys" made possible
• Kirk's four-step framework for getting through hard circumstances: establish your why, build the plan, execute the plan, reach back and teach someone else
• Studying architecture entirely in Spanish in Puerto Rico — surviving Hurricane Maria, a school strike, and a drought — without quitting
• Why faith and gratitude are what keep challenges looking like building blocks instead of setbacks
• AI speed-to-lead: how Atlas AI auto-responds to inbound calls so deals don't die in the first 30 seconds
• The EA Playbook: DM Kirk on Instagram with "EA Jack" to get the exact system he uses with his executive assistant — free, no strings attached

This episode is for:

• Real estate investors and operators who feel like their business depends entirely on them
• Entrepreneurs who've been the doormat with contractors, partners, or employees
• Anyone who knows they need to work on themselves but hasn't made it the priority yet

🔗 Find Kirk on Instagram and LinkedIn: Kirk Welsh

🔗 DM "EA Jack" on Instagram for his free Executive Assistant Playbook

🔗 Build systems for your investing business: https://realdealcrew.com

#RealEstateInvesting #PersonalDevelopment #EntrepreneurMindset #BusinessSystems #RealDealChat #Accountability #ContractorProblems #RealEstateFaith #LeadershipGrowth #SystemsBuilding

Work With RealDealCrew

If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:

Take the Deal Intake Assessment

See how resilient your current operation actually is.

→ https://assessment.realdealcrew.com

Book a Fit Call

If you want to explore what a fully system-driven deal flow looks like, let’s talk.

→ https://realdealcrew.com/book

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Michael Coxen burned out chasing deals, ended up hospitalized with colitis, and then built his best business by becoming more mindful. Here's how.

In this episode of RealDealChat, Jack Hoss sits down with Michael Coxen, Las Vegas real estate broker, investor, and host of The Mindful Agent Podcast, to explore the intersection of mindfulness, health, and business performance — and why intentional living turns out to be a better growth strategy than hustle.

Michael covers:

• How ulcerative colitis hospitalized him multiple times and forced a complete reset
• Why becoming more mindful was an accident — and how it led to his biggest career deal (a commercial office sale that came from a cycling group)
• The five-minute meditation that changed how he screens clients and avoids bad deals
• Why the gut feeling of dread before a deal is data, not weakness
• The Hidden Messages in Water — the science behind why what you consume (media, food, relationships) affects your performance
• How to hack your social media algorithm to feed you growth-oriented content instead of outrage
• Why he gave up 50% of every commission to join a mentor's team — and why it was the highest-ROI decision he ever made
• How his brokerage (Magenta) runs a CRM action plan with systems before, during, and after every deal
• The "certified settlement statement in January" system that generates referrals without a sales pitch
• Contract language that keeps deadlines off Sundays and holidays — protecting his agents' weekends
• Why he'd rather someone bring a successful investor a deal and split it 50/50 than pay for a seminar
• The Shadow Creek golf story: a $1,250 round, a stranger who paid for it, and the abundance mindset that makes it work

This episode is for:

• Real estate agents and investors who feel burned out but keep pushing anyway
• Anyone building a referral-based business and wants the systems behind it
• Entrepreneurs interested in how mindfulness and intentionality affect performance — not just wellness

🔗 Find Michael at: https://michaelcoxen.com 🔗 Listen to The Mindful Agent Podcast

#MindfulAgent #RealEstateInvesting #Burnout #RealEstateAgent #EntrepreneurMindset #RealDealChat #WorkLifeBalance #LasVegasRealEstate #MindfulnessInBusiness #RealEstateGrowth

Work With RealDealCrew

If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:

Take the Deal Intake Assessment

See how resilient your current operation actually is.

→ https://assessment.realdealcrew.com

Book a Fit Call

If you want to explore what a fully system-driven deal flow looks like, let’s talk.

→ https://realdealcrew.com/book

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Brad Baldridge breaks down how real estate investors and business owners can legally reduce college costs — using income control, asset positioning, and tax strategy.

In this episode of RealDealChat, Jack Hoss sits down with Brad Baldridge, financial advisor and college planning specialist at Taming the High Cost of College, to unpack one of the most overlooked financial planning opportunities for real estate investors — using their assets and income control to dramatically reduce what they pay for their kids' college education.

Brad covers:

• Why families come too late — and the ideal planning runway (sophomore year of high school)
• The difference between need-based aid and merit aid — and why elite private schools can actually be cheaper than you think
• Why real estate investors and business owners have levers W-2 employees simply don't have
• How to use income control, bonus timing, and salary adjustments to improve your FAFSA position
• Why investment real estate must be reported as an asset (at net value, not gross) — and what that actually means for your aid calculation
• How to shift income and assets to your student to unlock tax credits that phase out at higher income levels
• Real case study: a teacher's family inherited $500K and still qualified for a full ride by repositioning assets correctly
• Real case study: an engineering manager calculated that paying full price for NYU cost him 3 extra years of work — and decided that was fine
• Why applying to five schools of the same type is one of the most common and costly mistakes families make
• How to vet a college financial advisor — and why most people don't know to ask about the CSS profile vs. FAFSA
• Brad's take on AI: useful for research, not yet replacing expertise — and why the "AI will take all the jobs" panic is overblown
• Niching down: how becoming the college planning specialist transformed Brad's financial advisory practice

This episode is for:

• Real estate investors who have kids approaching college age
• Business owners who want to understand how income control affects financial aid
• Any parent who wants to stop leaving money on the table when paying for college

🔗 Learn more: https://taminghighcostofcollege.com

#CollegePlanning #CollegeCosts #RealEstateInvesting #FinancialPlanning #FAFSAStrategies #RealDealChat #CollegeFinancialAid #BusinessOwner #MeritAid #CollegeSavings

Work With RealDealCrew

If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:

Take the Deal Intake Assessment

See how resilient your current operation actually is.

→ https://assessment.realdealcrew.com

Book a Fit Call

If you want to explore what a fully system-driven deal flow looks like, let’s talk.

→ https://realdealcrew.com/book

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John Bernard of Southview Timber breaks down timberland investing — how it generates multiple income streams, why the Southeast is the top market, and how to get in.

In this episode of RealDealChat, Jack Hoss sits down with John Bernard, co-founder of Southview Timber and manager of the Southview Timberland Fund, to break down one of the most overlooked asset classes in real estate investing.

John covers:

• Why his family bought timberland in 2008 — and how 15 years at JP Morgan and Wells Fargo led him to democratize the asset class
• Why the Southeast US (Georgia, North Florida, South Carolina, Alabama) is now the #1 timber region in North America
• The three ways a single property can generate returns: timber harvest, real estate appreciation, and development or recreational sale
• How Southview sources deals entirely through personal relationships — and why outsiders simply can't access the same pipeline
• The sweet spot: 200–2,000-acre mid-size properties that fall below institutional radar and above most individual investor budgets
• Underwriting criteria: proximity to mills (within 50 miles), soil productivity, access roads, and multiple buyer options
• Why timberland investors can wait for the best timber prices — unlike farmland, there's no forced harvest
• How demographic migration from the Northeast and West Coast is driving rural land values up in the Southeast
• The 500-acre deal they bought for $1M and exited in 60 days — selling parcels to a business and an adjacent landowner
• Why John is cautious about AI-labeled startup investments — and why he prefers assets you can put boots on the ground to verify
• Current bottleneck: capital. They have deal flow. The fund is nearly deployed and raising toward $50M.

This episode is for:

• Accredited investors looking for non-correlated, tangible alternatives to stocks and crypto
• Real estate investors who want to understand a high-margin niche with multiple exit options
• Family offices and RIAs seeking a conservative real assets strategy

🔗 Learn more: https://southviewtimber.com 🔗 Find John on LinkedIn: John Bernard

Work With RealDealCrew

If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:

Take the Deal Intake Assessment

See how resilient your current operation actually is.

→ https://assessment.realdealcrew.com

Book a Fit Call

If you want to explore what a fully system-driven deal flow looks like, let’s talk.

→ https://realdealcrew.com/book

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Trevor Mauch of Carrot.com breaks down why more leads isn't the answer, why sellers ghost you, and how AI search is already changing deal flow.

In this episode of RealDealChat, Jack Hoss sits down with Trevor Mauch, founder and CEO of Carrot.com, to zoom out from marketing tactics and talk about where real estate investing, AI, and online trust are actually heading.

Trevor covers:

• The #1 assumption quietly killing investor deal flow — and why optimizing leads beats generating more
• Why "if you're not growing you're dying" is a lie — and the three real reasons business exists
• The difference between a logo and an actual brand — and why 8 out of 10 investors don't have one
• Why sellers ghost you (spoiler: it's almost never about price)
• The "evergreen marketing" principle: how to build lead flow that doesn't require constant feeding
• What a real USP looks like in 2026 — and why "cash offer, close in 7 days" stopped being one years ago
• The AI continuum: from untrained ChatGPT threads to well-trained coaches to autonomous agents
• How Carrot ingests seller call conversations and auto-recommends website updates to close objection gaps
• How Google's AI overviews nearly doubled daily searches — and what that means for your SEO
• Why a guy in Ohio got his first ChatGPT-sourced seller lead within 3 weeks of simple brand updates
• The human-AI balance: using technology to scale humanity, not replace it
• Why efficiency gains from AI tend to create more work, not more freedom — and what to do instead

This episode is for:

• Wholesalers, flippers, and agents who keep spending on leads and not seeing results
• Investors who want to understand how AI search is already changing inbound deal flow
• Anyone building or refining their online presence and brand for 2026

🔗 Learn more at: https://carrot.com 🔗 Trevor's AI Search Challenge: carrot.com

#RealEstateInvesting #LeadGeneration #RealEstateBrand #WholesaleRealEstate #AISearch #RealDealChat #CarrotCom #InvestorMarketing #SellerLeads #RealEstateTips

Work With RealDealCrew

If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:

Take the Deal Intake Assessment

See how resilient your current operation actually is.

→ https://assessment.realdealcrew.com

Book a Fit Call

If you want to explore what a fully system-driven deal flow looks like, let’s talk.

→ https://realdealcrew.com/book

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Charles Gaudet took a business from $950K to $66M in 7 years — and says hard work was the problem, not the solution. Here's the system he built.

In this episode of RealDealChat, Jack Hoss sits down with Charles Gaudet, founder of Predictable Profits and coach to over 2,000 businesses, to break down why most entrepreneurs hit a wall at $1–3M — and the three-system framework that breaks through it.

Charles covers:

1. The Founder Trap: why success itself becomes the ceiling, and why doubling your leads can actually tank your business
2. Why 66% of Inc. 5000 companies shrink, go under, or sell disadvantageously within 5–8 years of being listed
3. The real definition of marketing — and why even $500M CEOs don't know how to create, capture, and nurture demand
4. Why 100% of all buying decisions will be made before a prospect ever gets on the phone by 2030 (McKinsey and Gartner data)
5. How he built one of the most profitable real estate development companies in his market — with zero prior experience — by working from a book and writing down contractor names off trucks
6. The hospital wake-up call that nearly killed him in his 20s and forced him to stop believing hard work alone was the answer
7. Return on Time (ROT) — the metric that separates real business owners from high-paid employees
8. Why AI is just an accelerator — and why context and strategic thinking are the real competitive moat
9. How to use AI as a virtual board of directors, legal bot, and deal analyzer for real estate investments
10. Why Google's organic traffic dropped 60% in 2025 — and what that means for every investor's marketing plan

This episode is for:

1. Real estate investors and operators stuck between $1M and $10M who feel maxed out
2. Entrepreneurs running a business that can't survive without them
3. Anyone who wants to understand how to use AI strategically — not just to write emails

🔗 Learn more: https://predictableprofits.com

🔗 Build systems for your investing business: https://realdealcrew.com

#EntrepreneurMindset #BusinessGrowth #RealEstateInvesting #ScalingBusiness #PredictableProfits #FounderTrap #AIForBusiness #RealDealChat #BusinessSystems #PassiveIncome

Work With RealDealCrew

If you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:

Take the Deal Intake Assessment

See how resilient your current operation actually is.

→ https://assessment.realdealcrew.com

Book a Fit Call

If you want to explore what a fully system-driven deal flow looks like, let’s talk.

→ https://realdealcrew.com/book

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