Acquisition Collective

Brandon is a seasoned entrepreneur and former CEO of a successful payment processing company, which he grew over 12+ years before a strategic exit. With deep expertise in vertical market sales, recurring revenue models, and operational efficiency, he shares insights on building, scaling, and selling a business in the fintech space.

00:00 Intro
02:17 Brandon’s Early Exposure to Entrepreneurship
04:04 Starting in the Payments Industry
06:39 Identifying Niche Markets
08:05 Partnering with Card Connect
10:19 Building a Lean, High-Margin Business
12:58 Sales & Compensation Strategies
15:52 Tracking KPIs and Metrics
17:35 Surviving COVID-19 as a Payments Business
21:39 The Shift to POS Integrations
27:25 Preparing for Acquisition
29:03 Selling the Business: LOI to Close
34:23 Post-Exit Reflections
36:18 Investing in Entrepreneurs
40:39 Macroeconomic Risks and Opportunities
45:53 Mentorship and Lessons Learned


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#Fintech #Entrepreneurship #BusinessAcquisition #SellYourBusiness #StartupExit #RecurringRevenue #VerticalMarkets #SmallBusinessGrowth #SaaS #PaymentProcessing #CardConnect #ScalingABusiness #MergersAndAcquisitions #KPIs #BusinessPodcast #BusinessStrategy #OperationalExcellence #LeanBusiness #FounderStories #B2BSales #CashFlow #ExitStrategy #AcquisitionEntrepreneurship #FinancePodcast #BusinessTips

Is it really possible to buy a business with no money down?

In this episode, we sit down with an elite SBA lender from Fund X who reveals how the game has changed. With over $150M in annual SBA volume and a personal track record of 100% term sheet conversions, he shares real-world strategies for buying businesses, navigating new SBA rules, and how to avoid the hidden landmines that kill deals.

We discuss the shocking new flexibility in seller financing, how some buyers are acquiring businesses with as little as 2.5% down — and even 0% in select deals. Plus: what makes an SBA lender truly different, the truth about partial buyouts, the dangers of poor working capital planning, and why landlords can blow up your deal at the last minute.

This is your complete roadmap for SBA acquisition in 2025 — straight from someone who’s in the trenches.

00:00 Intro
01:00 How he became an SBA lender and built Fund X
03:10 What makes SBA lending different from traditional banking
04:00 How to choose the right SBA lender (and avoid the wrong ones)
07:30 Why most SBA lenders fail at acquisition deals
10:00 The biggest mistake buyers make when shopping for loans
11:45 New SBA rule: Buy with 0% down using seller financing
14:30 The difference between total purchase price vs total project cost
17:00 What’s really happening when you “get the debt”
19:45 How to negotiate a seller note that counts as equity
22:10 2 scenarios where Fund X allows ultra-low cash injection
24:40 Can you buy a business in another state?
26:30 Debt service ratios and what underwriters really look for
30:20 2023 vs. 2022 tax return problem (and how it affects approval)
33:15 SBA's new rules on partial ownership changes
36:10 Sellers keeping 1%-19% equity — good idea or red flag?
39:20 How to handle license issues with seller roll-over
42:00 The rise of creative SBA deal structures
44:30 Working capital: the #1 reason SBA deals fall apart
47:15 Real example: $3M business became a $4M deal overnight
50:00 Sellers who don’t understand working capital (and why brokers fail)
53:00 Landlord issues and lease requirements that can kill a deal
56:00 Deal killers: red flags in purchase agreements
58:00 How to split deposits and handle unfinished work in construction deals
01:00:00 Inventory counts, equipment issues, and due diligence traps
01:03:00 How vehicle fleets and maintenance costs can destroy your first year
01:06:00 Final advice for acquirers: why creativity and clarity win deals


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#SBAloans #BusinessAcquisition #BuyABusiness #SellerFinancing #Entrepreneurship #SmallBusinessLoans #SBAfinancing #BusinessBuying #AcquisitionEntrepreneurship #BusinessTips #FinancePodcast #BusinessGrowth #StartupLoans #HowToBuyABusiness #NoMoneyDownBusiness #DealMaking #MergersAndAcquisitions #FinancialFreedom #CashFlow #SmallBusinessOwner #BusinessStrategies #SBAExperts #DiaryOfACEO #FundX #AcquisitionStrategies

Thinking of buying an HVAC, plumbing, or electrical business? In this episode, we sit down with a top lender from Live Oak Bank, the #1 SBA lender in the U.S., to uncover the insider secrets of business acquisition financing.

We break down how to qualify for an SBA loan, the hidden red flags in seller financials, the biggest mistakes first-time buyers make, and the real reason some deals fall apart at the last minute. Whether you're an investor, operator, or aspiring buyer, this deep dive will help you avoid costly mistakes and close smarter deals.

In This Video:

What banks actually look for when approving SBA loans

The difference between buying residential vs. commercial service businesses

Licensing traps that kill deals (and how to fix them)

Real-world loan structures, seller note strategies & buyout scenarios

How to tell if a business is “bankable” before you waste time

Due diligence tips you won’t hear anywhere else

Key Topics Covered:

SBA loan requirements for HVAC, plumbing & electrical businesses

Common deal killers: licensing, working capital, seller behavior

What makes Live Oak Bank different (and faster)

How to finance acquisitions with little to no collateral

Trends in small business acquisitions for 2024 and beyond

Perfect For:
Entrepreneurs • Acquisition Entrepreneurs • Small Business Buyers • HVAC Operators • Plumbing Business Owners • Anyone looking to get funded via SBA loans

00:00 - Intro
01:03 - Meet the Lender: Background and How He Joined Live Oak Bank
02:46 - From Small Banks to #1 SBA Lender in the U.S.
04:53 - Why Live Oak Focuses on HVAC, Plumbing, and Electrical
06:54 - What Makes a Business "Bankable"
08:48 - Service Businesses vs. New Construction Risks
10:25 - Key Traits of Strong Operators
12:33 - First-Time Buyers vs. Experienced Operators
14:18 - The Licensing Trap That Can Kill Deals
16:40 - What the SBA Requires in Licensing Transitions
18:27 - How to Structure Deals Without Industry Experience
21:05 - Red Flags in Due Diligence (Culture, Misleading Sellers)
23:00 - Customer Concentration, Cash Flow, and Risk
25:32 - Common Cash Flow Mistakes in Small Businesses
28:00 - How Personal Credit & Owner Salary Affects Loan Approval
31:12 - Real SBA Deal Examples: $6.5M, $12M Exit, & More
33:28 - Why Some Businesses Get Rejected (Even If Profitable)
35:47 - Creative Deal Structures That Work
37:52 - When Seller Financing Becomes a Problem
40:01 - SBA Refinance Rules Explained
42:00 - Negotiating Working Capital in Deals
44:03 - Speed & Timing: Why Closing Dates Are a Major Hurdle
46:00 - The Role of Personality & Leadership Post-Acquisition
47:53 - Culture Due Diligence: How to Vet What You Can’t See
50:06 - Key Questions to Ask Before You Buy a Business
51:42 - Pricing Mistakes That Hurt Profit Margins
53:40 - Equipment, Inventory, and Supplier Relationships
55:29 - Why Residential Businesses Usually Cash Flow Better
57:01 - Common Last-Minute Deal Killers
59:15 - What Good Buyers Do That Others Don’t
01:00:48 - Final Advice to Aspiring Buyers

#SBAloan #BusinessAcquisition #BuyABusiness #LiveOakBank #HVACBusiness #PlumbingBusiness #ElectricalBusiness #ServiceBusiness #SmallBusinessLoans #SBAfinancing #Entrepreneurship #AcquisitionEntrepreneur #BusinessFunding #MergersAndAcquisitions #HowToBuyABusiness #DueDiligence #BusinessLoans #SmallBusinessTips #DealStructuring #BusinessGrowth

What really happens after you acquire a business? Greg shares the untold truth about buying a short-term rental property management company in the Colorado mountains—how it nearly broke him, what saved him, and the operational chaos he didn’t see coming.

In this honest and detailed conversation, Greg breaks down:

Why he walked away from VC-backed startups

What made him ditch investor funding and go self-funded

How he picked the wrong-sized business

The one employee that made or broke the business

His biggest regret after closing

How regulation became his competitive moat

Why trust accounting almost took them out

And why managing at 12,000 ft altitude is no joke

00:00 Buying at the Peak?
00:33 Greg's Backstory: From Startups to Search
01:15 Discovering ETA (Entrepreneurship Through Acquisition)
02:00 Going Self-Funded vs. Traditional Search
03:00 Pandemic Kicks Off the Search
03:40 Why They Ditched Their Investors
04:15 Realizing Investors Only Wanted “Home Runs”
05:00 Avoiding VC Governance
06:00 The Cardinal Mistake: Buying Too Small
06:31 From $500k to $380k in Real EBITDA
07:00 The Random Industries They Looked At
08:17 How They Evaluated Deals with Strict Criteria
09:00 Why They Walked Away from a Furniture Biz
09:30 Finding the Vacation Rental Biz by Accident
10:08 The Owner Had a Heart Attack Mid-Deal
10:47 Brokers That Made the Deal Happen
11:33 Why the Seller Is the Most Important Factor
12:51 Why the Seller Chose Them Over Higher Offers
14:11 Recession-Proof Real Estate in Breckenridge
15:00 Revenue & EBITDA Breakdown
15:46 Navigating Seller Expectations & Strategic Buyers
17:08 Handling the Key Employee Who Wanted to Buy the Biz
20:37 Building Trust with Staff Post-Acquisition
22:27 Retention Bonuses & Remote Team Dynamics
23:42 Local Regulations as an Operational Moat
27:22 Managing Short-Term Rental Licensing for Clients
28:53 Deal Structure & Financing (SBA + Seller Note)
30:07 Interest Rates Skyrocketed – Here’s What They Did
31:02 The $120K Self-Insurance Hack That Saved Them
33:05 Margins, Properties, and Operational Complexity
35:25 Unforeseen Challenges of Mountain Operations
38:13 Cell Signal, Altitude Sickness & Burnt-Out Bulbs
41:15 Learning to Say “No” to Unprofitable Homes
42:43 Labor Intensity, Septic Tanks & Power Outages
44:08 Revenue Per Door and Margin Pressures
46:00 Scaling from 30 to 60 Units (Without Ads)
47:20 Why Growth Doesn’t Mean Scalability
49:13 Lawsuits, Liability & Managing Insurance Risks
51:18 Why Homeowner Insurance Terms Matter
52:03 Managing Remote While Living in Chicago
53:29 Angela: The “No Equity” Owner Who Runs the Show
54:13 Remote Management Frustrations
55:02 24/7 Guest Coverage and On-Call Chaos
56:08 Realistic Compensation for a Local Ops Manager
57:10 Why They Didn’t Scale Right
58:15 What the Next Acquisition Will Look Like
59:30 Cold vs. Warm Markets: Where Should They Go Next?
01:02:13 Seasonality, High ADRs & Dual Season Advantage
01:03:39 Why They Rejected 2-Bedroom Units
01:04:13 Final Thoughts



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#VacationRentalBusiness #ShortTermRental #BusinessAcquisition #Entrepreneurship #ETA #SmallBusinessTips #RealEstateInvesting #AcquisitionStrategy #SelfFundedSearch #RemoteBusiness #BusinessOwnership #PropertyManagement #BusinessJourney #StartupToScale #BuyingABusiness #STRInvesting #VacationRentals #AirbnbBusiness #MergersAndAcquisitions #BusinessPodcast

Joshua Richman is a seasoned insurance advisor and Partner at Symphony Risk, where he specializes in guiding acquisition entrepreneurs, searchers, and private equity firms through the complexities of insurance due diligence. With over 13 years of experience, he has helped hundreds of business buyers identify hidden risks, optimize coverage, and avoid costly mistakes post-acquisition.

In this episode, Josh breaks down real-world stories of deals gone wrong due to overlooked insurance issues—from $700K worker’s comp claims to missing subcontractor agreements. Whether you're under LOI or already operating a business, this conversation is packed with actionable insights to help you protect your investment and save thousands.

00:00 Intro
02:03 Josh’s Background in ETA and Insurance
03:45 The Roofing Company Story: Missed Wrap-Up Coverage
06:17 W-2 vs. 1099 Labor Risks
09:01 Why Insurance Costs Skyrocket After Acquisition
12:15 The 5 Policies Every Business Must Have
18:07 The Truth About Umbrella Policies
21:38 Common SMB Insurance Mistakes
24:51 What to Look for in Loss Runs
27:40 Understanding the Experience Mod (Ex Mod)
30:59 The Hidden Risk in Auto Claims
33:16 How One Driver Raised Premiums by $6K
35:42 Why Subcontractor Agreements Matter
38:27 How Cyber Insurance Is Rated Today
40:00 Avoiding $98K Mistakes: Real Deal Examples
44:31 What Buyers Get Wrong About Asset Purchases
48:54 How to Audit Existing Insurance Coverage
52:09 Hidden Exclusions That Can Destroy a Deal
54:30 Industry-Specific Risks to Watch For
58:47 How to Reduce Your Premiums Post-Acquisition
1:03:12 Using Telematics and Safety Culture to Lower Risk
1:06:35 The Legal Pitfalls of Safety Bonuses
1:09:00 Final Takeaways for Acquisition Entrepreneurs


 → Join our community - https://www.acquisitionscollective.biz/
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#BusinessAcquisition #InsuranceDueDiligence #SearchFund #Entrepreneurship #AcquisitionTips #SmallBusinessBuying #ETA #RiskManagement #PrivateEquity #BusinessBuying #DealFlow #BusinessOwner #AcquisitionEntrepreneur #SMBBuying #BuyThenBuild #BusinessInsurance #WorkersComp #CyberInsurance #GeneralLiability #BusinessAudit #SubcontractorRisk #SBA #BusinessStrategy #StartupAcquisition #AssetPurchase #InsuranceTips

Chandler Reed: From Real Estate Analyst to CEO—How I Bought and Turned Around a $7M Business I Found on Twitter

Chandler Reed is the founder of Get Green, a multifamily lighting and energy efficiency company. But just a few years ago, he was a 25-year-old real estate analyst scrolling Twitter when one life-changing tweet launched him into entrepreneurship. In this episode, Chandler shares the behind-the-scenes story of how he acquired and rebuilt a struggling lighting business—before he even knew what ETA or SMB meant.

We cover how Chandler structured a seller-financed deal with no bank debt, why he dove headfirst into operations without prior experience, how he scaled the business from $1M to $3M in a year, and what happened when the multifamily market froze in 2023.

You’ll also learn how he’s now expanding into EV charging, water-saving tech, and nationwide growth—with plans to fully step out of day-to-day operations.

00:00 Intro – Who is Chandler Reed?
01:14 Discovering SMB Twitter & a life-changing tweet
03:40 Finding the business on Twitter & forming a 3-man team
05:15 What the business did and why the seller was exiting
07:00 Valuation and deal structure: $625K with 75% seller financing
09:00 Taking over operations at 25 with no experience
11:18 How Chandler rebuilt the business from the ground up
13:00 Retaining key employees with vision & incentives
16:30 Going from 1M to 3M in revenue
18:00 The crash: interest rates, layoffs & survival mode
21:00 Seller note terms & paying it off 2.5 years early
24:00 Margin breakdown, cash flow & working capital strategy
27:00 Diversifying into EV charging, low-flow plumbing, & smart thermostats
29:00 Strategic rebates & utility partnerships
31:00 Operating nationwide with a subcontractor model
35:00 Building out sales: from cold emails to bar-tab guerrilla marketing
37:00 Lessons from team building & hiring mistakes
40:00 Chandler’s next move: a proper search and freedom from day-to-day
43:00 What he’d do differently & the power of knowing your ideal lifestyle
46:00 Inside the Sam Bootcamp & the SMB Bash
50:00 The real costs of schmoozing in multifamily
52:00 Building a sales pipeline across new verticals
55:00 Final thoughts: What’s next for Chandler?


 → Join our community - https://www.acquisitionscollective.biz/
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#Entrepreneurship #BusinessAcquisition #SmallBusiness #SelfFundedSearch #SearchFund #ETA #SellerFinancing #SMBTwitter #BusinessTurnaround #LightingBusiness #StartupStories #HowToStartABusiness #SuccessStory #RealEstateEntrepreneur #BusinessTips

He Bought a Roofing Company—And It Nearly Broke Him: Hard Lessons in Business Acquisition

In this brutally honest interview, Camille shares his raw and unfiltered journey of acquiring a commercial roofing business—and the major challenges that followed. After growing his residential roofing company in New Jersey from $300K to $7M in revenue, Camille stepped into the world of business acquisitions with high hopes. What he got was a reality check.

From due diligence missteps to culture clashes, team dysfunction, overestimating synergies, and the harsh truth of managing people stuck in a fixed mindset—this is the behind-the-scenes story of what can go wrong after the deal closes.

 Key Topics:

Buying a business from family & scaling it

Transitioning from residential to commercial roofing

How poor team dynamics can kill growth

The danger of culture fit and tight-knit legacy teams

Missing red flags during due diligence

The cost of misplaced trust and weak expectations

Why his next acquisition will look very different

The hard pivot from “culture guy” to “performance guy”

 This is a must-watch for anyone in the acquisitions space, especially if you're considering buying a service business or taking over a legacy team.

Intro – Building and buying roofing companies
02:04 The acquisition journey begins
06:00 Red flags ignored during due diligence
08:00 Team vetting mistakes
10:30 Culture shock: legacy staff vs. new systems
17:00 Deal structure, seller behavior, and SBA terms
26:00 What he'd do differently on the next acquisition
36:00 Crushing lessons on leadership, vision, and team fit
42:00 How he's turning it around now
49:00 Advice for future business buyers


#BusinessAcquisition #RoofingBusiness #MergersAndAcquisitions #DueDiligence #Entrepreneurship #CommercialRoofing #SmallBusinessOwner #BuyingABusiness #BusinessMistakes #SBAloan #TeamCulture #BusinessGrowth #ServiceBusiness #LeadershipLessons #BusinessPodcast #StartupStories #RealTalkBusiness #BusinessFailures #BusinessTurnaround #ScalingABusiness #AcquisitionMistakes #CEOInsights #Kamil #Kamimaras

Thinking about buying a franchise or scaling into multiple units? In this episode, we sit down with a seasoned multi-unit franchise operator who went from 6 locations to over 30+ and built a $40M+ franchise empire.

He shares what franchises are worth buying in 2025, how to approach due diligence, why seller financing is often the key to great deals, and the red flags most buyers miss—especially around franchise lawsuits, required vendors, and poor-performing operators.

00:01 – Best franchises to buy in 2025 (and why it depends on YOU)
03:00 – Typical profit margins: auto, fitness, and fast food
06:00 – Turnarounds vs. new builds: where the best opportunities lie
08:00 – Franchise mapping: how to identify your roll-up market
11:00 – Using FDDs to uncover legal issues and hidden red flags
14:30 – Why Liberty Tax is a bad franchise (deep dive into lawsuits)
18:00 – Franchise due diligence: supply chain traps and royalty risks
21:00 – Seller financing playbook: turning 50k down into $371k profit
27:00 – The UPS Store problem: when franchisors block your growth
30:00 – How many franchises do you really need to get rich?
33:00 – The #1 factor that makes or breaks each location: Managers
36:00 – Recruiting A-players from competitors the smart way
41:00 – How to negotiate with franchisors and play the long game
45:00 – The truth about franchise transfer fees and getting them waived

 Whether you're looking to buy your first franchise, scale an existing operation, or explore seller-financed deals—this video is packed with real-world strategies, stories, and systems that work.

 → Join our community - https://www.acquisitionscollective.biz/
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#FranchiseBusiness #FranchiseOwner #BusinessAcquisition #BuyingAFranchise #FranchiseOpportunities #MultiUnitFranchise #Entrepreneurship #PassiveIncome #FranchiseTips #SmallBusinessGrowth #BusinessStrategy #InvestInFranchises #FranchiseSuccess #FranchiseLife #FranchiseInvesting #FranchiseModel #B2Cbusiness #FranchiseAdvice #FranchiseGrowth #StartupToScale

In this behind-the-scenes conversation, we hear from RJ, a former software developer who transitioned into real estate, and then into the world of accounting firm acquisitions. After leaving his tech job in 2018 to pursue more freedom and purpose, RJ took a risk—buying a fully remote, five-person bookkeeping firm with no prior experience in accounting.

What followed were long nights, unexpected client churn, and hard lessons about due diligence, employee retention, and systems that didn’t exist. But it didn’t stop there—RJ went on to acquire a second firm just a year later, one with higher-paying clients, more revenue, and even bigger problems under the hood.

In this episode, RJ shares what it’s really like to go from builder to buyer, and what he’d do differently if he started over.

Timestamps:

00:00 Leaving software development for real estate
02:00 From flipping houses to remote real estate investing
04:00 First steps into entrepreneurship
06:00 Why he chose to acquire a bookkeeping firm
10:00 What he missed during due diligence
13:00 Lessons from buying a firm with five employees
17:00 Going all-in on remote work and offshore talent
22:00 Building systems, SOPs, and internal structure
27:00 When to not buy an accounting firm
30:00 The second acquisition: bigger clients, bigger mess
36:00 Rebuilding a broken firm from the inside
42:00 What matters more than price in any deal
48:00 The truth about client churn and team dynamics
52:00 Ideal size, structure, and timing for buying a firm
56:00 Final advice for first-time firm buyers

Whether you’re an operator, an aspiring acquirer, or a founder thinking about outsourcing your accounting—this conversation is a deep, honest look into small business M&A.

 → Join our community - https://www.acquisitionscollective.biz/
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Are we really facing a “silver tsunami” of baby boomer business sales—or is the market telling a different story? In this episode, seasoned M&A broker and entrepreneur Clint Fiore breaks down the real state of small business acquisitions. With nearly a decade of deal-making experience and hands-on ownership under his belt, Clint shares hard truths about seller psychology, why so many businesses are “unsellable,” and how savvy buyers can find hidden gems and structure win-win deals.
From the post-COVID M&A boom to navigating seller burnout, minority equity structures, and tax-efficient exits—this is a masterclass for anyone looking to buy, sell, or invest in small businesses.

 00:00 – Clint’s background: Broker, entrepreneur, investor
 00:56 – How COVID impacted deal flow
 02:37 – Why the “boomer wave” is overhyped
 04:34 – The mismatch between buyer demand & quality supply
 06:05 – What makes a business “acquirable”?
 07:57 – Platform vs bolt-on deals
 09:00 – The psychology of sellers (burnout, life transitions)
 11:12 – Midlife sellers: Why they exit earlier than expected
 12:27 – The power of being an “easy button” buyer
 14:01 – How to build trust with brokers & find off-market deals
 16:06 – How CPAs, attorneys & real estate agents open doors
 18:45 – Clint’s investing criteria & how he chooses deals
 21:57 – The ideal structure for minority equity partnerships
 24:49 – Operating agreements: What to always include
 28:00 – How to protect your downside as a minority partner
 31:03 – How Clint evaluates potential operators
 36:10 – Building a brand in your industry niche
 39:00 – What Clint would do with $250K in Florida
 41:45 – Why random “weird” businesses might be the best
 44:22 – The best places to meet real brokers
 46:03 – How to spot red flags in owner-run businesses
 48:40 – The difference between routine vs chaos in operations
 50:20 – Buyer-Side advisory, national reach & how to connect


 Looking to buy or sell a 7-figure business? We work with sellers and buyers across the U.S., specializing in $1M–$10M deals (most SBA-backed). This episode will help you understand the mindset, systems, and strategy needed to succeed in M&A—without getting burned.

 → Join our community - https://www.acquisitionscollective.biz/
 → Follow for more - @AcquisitionCollective
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