Podcasts
Jon Hyman on the $10K-per-tech 1099 shortcut that costs $100K to fix
In this episode, Jon walks through the W-2-to-1099 trap that costs trades operators an average of ten times what they thought they were saving — and the protocol for fixing it before the back-taxes show up:
Why what you CALL someone doesn't define the relationship — the relationship defines the relationship, and the 1099 form on its own protects you exactly zero
The three-framework problem nobody warns trades operators about — the IRS test, the Department of Labor test (which changed twice in two years and is in flux again right now), and the state test (Ohio is 20 factors; California is the ABC test that makes most trades 1099s flat-out illegal)
The California ABC test killer — Factor B says the worker has to perform work outside the usual course of the business. A plumber at a plumbing company can never pass that test, and four other states (Massachusetts, New Jersey, Illinois and others) use the same rule
Sturdy McKee on the All Blacks playbook that took him from 70-hour weeks to 6
In this episode, Sturdy walks through the moves that take a trades operator from "I am the operating system" to running their business like the coach of a winning team, including a detour into the New Zealand All Blacks that neither of us saw coming:
Why "you can't delegate invisible work" and the dumbest, simplest tool (a whiteboard or a Google Sheet) that gets a business out of an owner's head and onto paper for the first time
The 8-to-10-person rule why this is the natural team size one person can manage, and the multiplier structure that kicks in past it
The mindset shift from "hardest working player on the field" to "coach" the identity trap that keeps most $1–3M operators stuck on the wrong side of it
When fast money saves your business & when it kills it
In this episode, Gerri walks through the five moves every trades operator should make before they sign a single funding offer:
What a merchant cash advance actually is — not a loan, and the industry has worked hard to keep it out of lending regulation (so the consumer protections you assume are there, aren't)
The factor rate trap — why "1.2" doesn't mean 1.2%, and why the cost is locked in the second you sign, not earned over time ($10K at 1.2x = $12K owed the moment your pen leaves the page)
The hidden cost almost every owner misses — it's not the factor rate that kills businesses, it's the daily holdback eating 10–20% of every sale going forward, and the second MCA you take to cover the cash flow you forgot to model
The "fire extinguisher" rule — the version of an MCA that actually works, when the ROI is there, the margins absorb the holdback, and the alternative is no funding at all
Cashflow Mike on how to retire $1.5M richer from your trades business
In this episode, Mike walks through the five moves he wishes every trades operator made long before they got within 24 months of an exit:
Why "running the business like it's already for sale" makes it easier to own AND worth more at the table
The reason gross profit — not revenue — is the only number a buyer actually pays for (and why a $6M contractor can be worth less than a $3M one)
The one-page cash leak map: six calculations, eight numbers, one afternoon to find $1M of hidden value
The burning issue rule: the 2am thing the owner actually feels — and why all the exit-prep work bounces off until it's named
The difference between a financial buyer and a strategic buyer — and why "if you have one buyer, you have no buyers"
Patrick Lange on why 80% of HVAC businesses listed for sale never actually sell
In this episode, Patrick walks through what he's actually seeing across hundreds of HVAC sales, what the deal-dies-on-the-desk pattern looks like, and what every operator twelve to twenty-four months out from selling should be doing today:
What 167 HVAC sales taught Patrick about why $1–2M businesses sell for less than buyers expect to pay — and why $10M businesses sell for multiples that look like science fiction
The IBBA's brutal stat: only 20% of listed businesses actually sell. Patrick names the three things that take down the other 80% — and the one that's preventable
"If your name's on every Google review, you don't have a business — you have a well-paying job." The difference between selling a business and selling yourself, and why the latter rarely closes for what the owner wants
The SBA rules that quietly kill your deal, long before the closing table
In this episode, Scott walks through the five SBA rules every trades operator should know before they hire the broker — let alone sign the LOI:
What a closing attorney actually does (and why every deal needs three — the lender's, the buyer's, the seller's). The DIY-with-ChatGPT-or-your-brother's-family-lawyer mistake that quietly costs operators their sale
The 12-month rule — why a seller who plans to stay on for two years as a $200K-a-year consultant just made their own deal ineligible (the SBA SOP changed; the 24-month number floating around the internet is no longer correct)
The seller-note trap — what "full standby for the term of the SBA loan" actually means (120 months, not 24), when a seller note kills eligibility, and when it sails through as equity injection
How to find six figures hiding in your trades business
In this episode, Rocky walks through the five moves he wishes every trades operator made the day they noticed the gap between their P&L and their bank balance:
The five places your "profit" actually disappears — it's not lost, it's sitting on the balance sheet in places your CPA didn't put there for you (AR, inventory, the truck you bought to dodge taxes, owner distributions, loan principal)
Why "sales minus expenses equals profit" is the equation that broke your business — and the one-line flip that fixes it (sales minus profit equals expenses)
The five-account traffic-light system that tells you in real time — without opening QuickBooks — whether your cash is red, yellow, or green
The 1% rule: why most operators trying Profit First quit in week three, and how to ratchet in instead of failing out (start with 99% to operating, 1% to profit, then crank the dial)
The single lever most trades operators are too scared to pull — and the one Rocky says can literally double your profit at five-to-ten percent
The #1 SBA lender in America on the five things that get approved
Marie Askew (VP of SBA Lending at Live Oak Bank) walks through the five things she wishes every borrower did before hitting submit:
The "elevator pitch" every borrower needs before they call a lender (and the one question most fail)
Why your industry experience matters more than your credit score and what counts as "transferable"
The skeletons in the closet you must surface in week one (and why hiding them kills the deal in week eight)
The add-back trap: how sellers writing off "their entire life" through the business torpedoes their own sale
Why the seller carry note is the single biggest signal of a deal that will actually close
Jon Hyman on the $10K-per-tech 1099 shortcut that costs $100K to fix
In this episode, Jon walks through the W-2-to-1099 trap that costs trades operators an average of ten times what they thought they were saving — and the protocol for fixing it before the back-taxes show up:
Why what you CALL someone doesn't define the relationship — the relationship defines the relationship, and the 1099 form on its own protects you exactly zero
The three-framework problem nobody warns trades operators about — the IRS test, the Department of Labor test (which changed twice in two years and is in flux again right now), and the state test (Ohio is 20 factors; California is the ABC test that makes most trades 1099s flat-out illegal)
The California ABC test killer — Factor B says the worker has to perform work outside the usual course of the business. A plumber at a plumbing company can never pass that test, and four other states (Massachusetts, New Jersey, Illinois and others) use the same rule
Patrick Lange on why 80% of HVAC businesses listed for sale never actually sell
In this episode, Patrick walks through what he's actually seeing across hundreds of HVAC sales, what the deal-dies-on-the-desk pattern looks like, and what every operator twelve to twenty-four months out from selling should be doing today:
What 167 HVAC sales taught Patrick about why $1–2M businesses sell for less than buyers expect to pay — and why $10M businesses sell for multiples that look like science fiction
The IBBA's brutal stat: only 20% of listed businesses actually sell. Patrick names the three things that take down the other 80% — and the one that's preventable
"If your name's on every Google review, you don't have a business — you have a well-paying job." The difference between selling a business and selling yourself, and why the latter rarely closes for what the owner wants
Sturdy McKee on the All Blacks playbook that took him from 70-hour weeks to 6
In this episode, Sturdy walks through the moves that take a trades operator from "I am the operating system" to running their business like the coach of a winning team, including a detour into the New Zealand All Blacks that neither of us saw coming:
Why "you can't delegate invisible work" and the dumbest, simplest tool (a whiteboard or a Google Sheet) that gets a business out of an owner's head and onto paper for the first time
The 8-to-10-person rule why this is the natural team size one person can manage, and the multiplier structure that kicks in past it
The mindset shift from "hardest working player on the field" to "coach" the identity trap that keeps most $1–3M operators stuck on the wrong side of it
The SBA rules that quietly kill your deal, long before the closing table
In this episode, Scott walks through the five SBA rules every trades operator should know before they hire the broker — let alone sign the LOI:
What a closing attorney actually does (and why every deal needs three — the lender's, the buyer's, the seller's). The DIY-with-ChatGPT-or-your-brother's-family-lawyer mistake that quietly costs operators their sale
The 12-month rule — why a seller who plans to stay on for two years as a $200K-a-year consultant just made their own deal ineligible (the SBA SOP changed; the 24-month number floating around the internet is no longer correct)
The seller-note trap — what "full standby for the term of the SBA loan" actually means (120 months, not 24), when a seller note kills eligibility, and when it sails through as equity injection
When fast money saves your business & when it kills it
In this episode, Gerri walks through the five moves every trades operator should make before they sign a single funding offer:
What a merchant cash advance actually is — not a loan, and the industry has worked hard to keep it out of lending regulation (so the consumer protections you assume are there, aren't)
The factor rate trap — why "1.2" doesn't mean 1.2%, and why the cost is locked in the second you sign, not earned over time ($10K at 1.2x = $12K owed the moment your pen leaves the page)
The hidden cost almost every owner misses — it's not the factor rate that kills businesses, it's the daily holdback eating 10–20% of every sale going forward, and the second MCA you take to cover the cash flow you forgot to model
The "fire extinguisher" rule — the version of an MCA that actually works, when the ROI is there, the margins absorb the holdback, and the alternative is no funding at all
How to find six figures hiding in your trades business
In this episode, Rocky walks through the five moves he wishes every trades operator made the day they noticed the gap between their P&L and their bank balance:
The five places your "profit" actually disappears — it's not lost, it's sitting on the balance sheet in places your CPA didn't put there for you (AR, inventory, the truck you bought to dodge taxes, owner distributions, loan principal)
Why "sales minus expenses equals profit" is the equation that broke your business — and the one-line flip that fixes it (sales minus profit equals expenses)
The five-account traffic-light system that tells you in real time — without opening QuickBooks — whether your cash is red, yellow, or green
The 1% rule: why most operators trying Profit First quit in week three, and how to ratchet in instead of failing out (start with 99% to operating, 1% to profit, then crank the dial)
The single lever most trades operators are too scared to pull — and the one Rocky says can literally double your profit at five-to-ten percent
Cashflow Mike on how to retire $1.5M richer from your trades business
In this episode, Mike walks through the five moves he wishes every trades operator made long before they got within 24 months of an exit:
Why "running the business like it's already for sale" makes it easier to own AND worth more at the table
The reason gross profit — not revenue — is the only number a buyer actually pays for (and why a $6M contractor can be worth less than a $3M one)
The one-page cash leak map: six calculations, eight numbers, one afternoon to find $1M of hidden value
The burning issue rule: the 2am thing the owner actually feels — and why all the exit-prep work bounces off until it's named
The difference between a financial buyer and a strategic buyer — and why "if you have one buyer, you have no buyers"
The #1 SBA lender in America on the five things that get approved
Marie Askew (VP of SBA Lending at Live Oak Bank) walks through the five things she wishes every borrower did before hitting submit:
The "elevator pitch" every borrower needs before they call a lender (and the one question most fail)
Why your industry experience matters more than your credit score and what counts as "transferable"
The skeletons in the closet you must surface in week one (and why hiding them kills the deal in week eight)
The add-back trap: how sellers writing off "their entire life" through the business torpedoes their own sale
Why the seller carry note is the single biggest signal of a deal that will actually close
The funding partner that gets small business lending across the line, faster, and at terms they wouldn't find on their own.
Frank arranges funding on behalf of business owners by connecting them with lenders from our panel. Frank earns a fee from the lender upon successful funding. Frank does not charge fees to business owners. Credit decisions are subject to lender criteria and approval. Funding timelines are indicative and may vary. Frank is a US-based small business lending platform. Headquartered in New York City, New York. Frank is not affiliated with Talk to Frank, the UK drugs advice service.
Compare to Ondeck. Compare to Lendio Compare to Bluevine. Compare to Fundbox. Compare to FundingCircle. Compare to Biz2credit.
© Frank 2026
The funding partner that gets small business lending across the line, faster, and at terms they wouldn't find on their own.
Frank arranges funding on behalf of business owners by connecting them with lenders from our panel. Frank earns a fee from the lender upon successful funding. Frank does not charge fees to business owners.
Credit decisions are subject to lender criteria and approval. Funding timelines are indicative and may vary. Frank is a US-based small business lending platform. Headquartered in New York City, New York.
Frank is not affiliated with Talk to Frank, the UK drugs advice service.
Compare to Ondeck. Compare to Lendio Compare to Bluevine. Compare to Fundbox. Compare to FundingCircle. Compare to Biz2credit.
© Frank 2026
The funding partner that gets small business lending across the line, faster, and at terms they wouldn't find on their own.
Frank arranges funding on behalf of business owners by connecting them with lenders from our panel. Frank earns a fee from the lender upon successful funding. Frank does not charge fees to business owners.
Credit decisions are subject to lender criteria and approval. Funding timelines are indicative and may vary. Frank is a US-based small business lending platform. Headquartered in New York City, New York.
Frank is not affiliated with Talk to Frank, the UK drugs advice service.
Compare to Ondeck. Compare to Lendio Compare to Bluevine. Compare to Fundbox. Compare to FundingCircle. Compare to Biz2credit.
© Frank 2026