This episode features an in-depth conversation with business advisor and author Jason Hendren about his extraordinary exit journey. Jason shares the raw, real-life experiences behind his book, detailing how he scaled his energy-efficient lighting company, ILP, from a small venture to a highly valuable asset.
The discussion covers:
The initial risk of buying out his original partners using personal assets in 2009.
The power of partnering with private equity, which provided capital, operational expertise (continuous improvement), and mentorship that accelerated his company's growth far beyond what he could have achieved alone.
The crucial difference between being an "add-on" versus a "platform" investment in the eyes of PE.
The financial nuances of "taking multiple bites of the apple"—selling the company twice to different PE firms for increasing valuations.
His biggest regrets and lessons learned, including wishing he had better utilized leverage (debt) to maximize his personal proceeds in the second sale.
Timestamps
00:09,"Introduction: Host Vince Perri introduces Jason Hendren and his influential book, Things I Wish I Knew Before I Sold to Private Equity."
03:22,Company Origin: Jason details his background in manufacturing and starting the energy-efficient lighting business.
05:12,First Buyout (Recapitalization): Jason explains the decision and risk of buying out his original partners in 2008/2009 using personal assets.
09:03,Value of Mentorship: How his advisor helped structure the complex debt financing for the initial buyout.
19:58,First Big Lesson: Jason's regret about being too debt-averse and not using money to invest in growth earlier.
25:27,The Growth: Company grew from $7M in sales (2008) to almost triple that by 2012.
28:08,First PE Approach: The phone starts ringing with investment bankers and PE groups.
30:45,Add-on vs. Platform: Jason learns the crucial difference after the first PE prospect backs out.
34:37,The First PE Deal Closes (2012): The anti-climactic nature of the closing process.
43:03,Life with Private Equity: Jason describes the relationship and the deep operational resources and mentorship provided by the PE firm.
46:17,"""Winning is Fun"": Jason reflects on how the PE partnership accelerated growth (quadrupled EBITDA) through strategic investment and continuous improvement."
53:19,Deciding to Stay: The conversation about whether Jason would stay on as CEO for the second sale.
56:51,"The Equity Structure: Explanation of how the reinvestment and multiple ""bites of the apple"" (multiple exits) work financially."
59:46,The Final Exit: Jason discusses stepping away from the company after the second PE deal.
01:03:16,Final Lesson: Jason's biggest takeaway: wishing he had used more leverage in the first PE deal to maximize the proceeds in the second.
01:04:11,Current Practice: Jason highlights his current role as an exit advisor at Hendren Business Advisors.
Thank you for being a vital part of our channel🧡
==========================
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TAGS:
#BeyondTheClaim #VincePerri #Entrepreneurship #BusinessGrowth #Leadership #SalesStrategy #MarketingTips #BusinessPodcast #ContractorBusiness #PublicAdjuster #RoofingBusiness #ScalingYourBusiness #ExitStrategy #BusinessMindset #EntrepreneurLife #ServiceBasedBusiness #BusinessOwner #SmallBusinessGrowth #BusinessSuccess #EntrepreneurMotivation
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This episode features an in-depth conversation with business advisor and author Jason Hendren about his extraordinary exit journey. Jason shares the raw, real-life experiences behind his book, detailing how he scaled his energy-efficient lighting company, ILP, from a small venture to a highly valuable asset.
The discussion covers:
The initial risk of buying out his original partners using personal assets in 2009.
The power of partnering with private equity, which provided capital, operational expertise (continuous improvement), and mentorship that accelerated his company's growth far beyond what he could have achieved alone.
The crucial difference between being an "add-on" versus a "platform" investment in the eyes of PE.
The financial nuances of "taking multiple bites of the apple"—selling the company twice to different PE firms for increasing valuations.
His biggest regrets and lessons learned, including wishing he had better utilized leverage (debt) to maximize his personal proceeds in the second sale.
Timestamps
00:09,"Introduction: Host Vince Perri introduces Jason Hendren and his influential book, Things I Wish I Knew Before I Sold to Private Equity."
03:22,Company Origin: Jason details his background in manufacturing and starting the energy-efficient lighting business.
05:12,First Buyout (Recapitalization): Jason explains the decision and risk of buying out his original partners in 2008/2009 using personal assets.
09:03,Value of Mentorship: How his advisor helped structure the complex debt financing for the initial buyout.
19:58,First Big Lesson: Jason's regret about being too debt-averse and not using money to invest in growth earlier.
25:27,The Growth: Company grew from $7M in sales (2008) to almost triple that by 2012.
28:08,First PE Approach: The phone starts ringing with investment bankers and PE groups.
30:45,Add-on vs. Platform: Jason learns the crucial difference after the first PE prospect backs out.
34:37,The First PE Deal Closes (2012): The anti-climactic nature of the closing process.
43:03,Life with Private Equity: Jason describes the relationship and the deep operational resources and mentorship provided by the PE firm.
46:17,"""Winning is Fun"": Jason reflects on how the PE partnership accelerated growth (quadrupled EBITDA) through strategic investment and continuous improvement."
53:19,Deciding to Stay: The conversation about whether Jason would stay on as CEO for the second sale.
56:51,"The Equity Structure: Explanation of how the reinvestment and multiple ""bites of the apple"" (multiple exits) work financially."
59:46,The Final Exit: Jason discusses stepping away from the company after the second PE deal.
01:03:16,Final Lesson: Jason's biggest takeaway: wishing he had used more leverage in the first PE deal to maximize the proceeds in the second.
01:04:11,Current Practice: Jason highlights his current role as an exit advisor at Hendren Business Advisors.
Thank you for being a vital part of our channel🧡
==========================
📣 You can find all our exclusive channels, freebies and offers here:
https://vinceperri.com/links-channel
SOCIAL MEDIA:
https://www.facebook.com/VincePerri/
https://www.linkedin.com/in/vinceperriofficial/
https://www.instagram.com/vinceperriofficial/
https://www.tiktok.com/@vinceperriofficial?lang=en
===========================
🔊 Spotify: https://spoti.fi/38621Yz
🔊 Google Podcasts: https://bit.ly/GooglePodcastCCS
🔊 Apple Podcasts: https://apple.co/3sbjPIs
TAGS:
#BeyondTheClaim #VincePerri #Entrepreneurship #BusinessGrowth #Leadership #SalesStrategy #MarketingTips #BusinessPodcast #ContractorBusiness #PublicAdjuster #RoofingBusiness #ScalingYourBusiness #ExitStrategy #BusinessMindset #EntrepreneurLife #ServiceBasedBusiness #BusinessOwner #SmallBusinessGrowth #BusinessSuccess #EntrepreneurMotivation
Roofing Business Broker Reveals Exit Secrets _ Valuation, Deal Killers, Second Bite
Beyond The Claim with Vince Perri
1 hour 31 seconds
3 months ago
Roofing Business Broker Reveals Exit Secrets _ Valuation, Deal Killers, Second Bite
Welcome back to Beyond the Claim with host Vince Perri, your business broker and exit strategist. Today’s guest is Claudio Vilas, a roofing business broker and owner of The Roofing Biz Broker. We break down exactly how to sell a roofing company for maximum value, what really drives roofing valuation and EBITDA multiples, why private equity loves fragmented blue-collar industries, and how rollups, ESOPs, and the “second bite of the apple” can change your life at exit.
Inside, Claudio shares the biggest deal killers he sees in due diligence, how to prepare your books the right way three years before a sale, owner-dependency traps, what to disclose and when, and why telling your management team early can actually de-risk the deal. We also cover customer concentration, the problem with insurance-heavy revenue, and how predictable marketing and sales engines earn better multiples.
If you’re in roofing or insurance claims, this is a masterclass on exit planning and M&A strategy. Grab the free “Roofing Exit Readiness Checklist” mentioned in the episode and get serious about value creation starting today.
Guest Bio
Name: Claudio Vilas
Title: Roofing Business Broker, Owner at The Roofing Biz Broker
Email: claudio.vilas@theroofingbizbroker.com
Website: https://www.theroofingbizbroker.com
LinkedIn: https://www.linkedin.com/in/claudiovilas-business-broker/
Instagram: https://www.instagram.com/claudiovilasbb/
Facebook: https://www.facebook.com/claudio.vilas.967
💎 This episode is sponsored by The Farber Law Firm, visit Farber at https://bit.ly/thefarberlawfirm
📍Download our FREE Public Adjuster guide, become your own boss, and start strong in the industry!
https://www.commercialclaimsadvocate.com/free-insurance-claims-career-guide/
Thank you for being a vital part our Show 🧡
==========================
📣 You can find all our exclusive channels, freebies and offers here:
https://vinceperri.com/links-channel
===========================
Make sure you check out our new Public Adjuster Handbook and Course
📙 Public Adjuster Handbook - https://offers.commercialclaimsadvocate.com/handbook
👨💻 Elite Claims 101 Course
https://offers.commercialclaimsadvocate.com/claims-101
===========================
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🎯 Do NOT forget to check our website! https://www.commercialclaimsadvocate.com/
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🔴 Are you a homeowner? Looking for help with your insurance? Visit us at Elite Resolutions - Responsible Public Adjusters:
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🔊 Apple Podcasts: https://apple.co/3sbjPIs
TAGS:
#insuranceclaims #publicadjusters #homeowner #insuranceagent #homeownersinsurance #insuranceclaimspecialist #publicadjustersmiami #roofrepair #homeinsuranceagent #freeinspection #publicadjuster #propertyinsurance #haildamage #insuranceclaim #negotiate #homeinsurancequote #roofingcompany #homeinsuranceclaim #homeinspections #fireprotection #waterdamagerestoration #firedamage #homeinsurance #insuranceclaimhelp #insuranceclaims #roofer #waterdamage #publicadjusterflorida #roofdamage #waterleak #publicadjusters #homeinsurancespecialists #adjuster #restorationcompany
Beyond The Claim with Vince Perri
This episode features an in-depth conversation with business advisor and author Jason Hendren about his extraordinary exit journey. Jason shares the raw, real-life experiences behind his book, detailing how he scaled his energy-efficient lighting company, ILP, from a small venture to a highly valuable asset.
The discussion covers:
The initial risk of buying out his original partners using personal assets in 2009.
The power of partnering with private equity, which provided capital, operational expertise (continuous improvement), and mentorship that accelerated his company's growth far beyond what he could have achieved alone.
The crucial difference between being an "add-on" versus a "platform" investment in the eyes of PE.
The financial nuances of "taking multiple bites of the apple"—selling the company twice to different PE firms for increasing valuations.
His biggest regrets and lessons learned, including wishing he had better utilized leverage (debt) to maximize his personal proceeds in the second sale.
Timestamps
00:09,"Introduction: Host Vince Perri introduces Jason Hendren and his influential book, Things I Wish I Knew Before I Sold to Private Equity."
03:22,Company Origin: Jason details his background in manufacturing and starting the energy-efficient lighting business.
05:12,First Buyout (Recapitalization): Jason explains the decision and risk of buying out his original partners in 2008/2009 using personal assets.
09:03,Value of Mentorship: How his advisor helped structure the complex debt financing for the initial buyout.
19:58,First Big Lesson: Jason's regret about being too debt-averse and not using money to invest in growth earlier.
25:27,The Growth: Company grew from $7M in sales (2008) to almost triple that by 2012.
28:08,First PE Approach: The phone starts ringing with investment bankers and PE groups.
30:45,Add-on vs. Platform: Jason learns the crucial difference after the first PE prospect backs out.
34:37,The First PE Deal Closes (2012): The anti-climactic nature of the closing process.
43:03,Life with Private Equity: Jason describes the relationship and the deep operational resources and mentorship provided by the PE firm.
46:17,"""Winning is Fun"": Jason reflects on how the PE partnership accelerated growth (quadrupled EBITDA) through strategic investment and continuous improvement."
53:19,Deciding to Stay: The conversation about whether Jason would stay on as CEO for the second sale.
56:51,"The Equity Structure: Explanation of how the reinvestment and multiple ""bites of the apple"" (multiple exits) work financially."
59:46,The Final Exit: Jason discusses stepping away from the company after the second PE deal.
01:03:16,Final Lesson: Jason's biggest takeaway: wishing he had used more leverage in the first PE deal to maximize the proceeds in the second.
01:04:11,Current Practice: Jason highlights his current role as an exit advisor at Hendren Business Advisors.
Thank you for being a vital part of our channel🧡
==========================
📣 You can find all our exclusive channels, freebies and offers here:
https://vinceperri.com/links-channel
SOCIAL MEDIA:
https://www.facebook.com/VincePerri/
https://www.linkedin.com/in/vinceperriofficial/
https://www.instagram.com/vinceperriofficial/
https://www.tiktok.com/@vinceperriofficial?lang=en
===========================
🔊 Spotify: https://spoti.fi/38621Yz
🔊 Google Podcasts: https://bit.ly/GooglePodcastCCS
🔊 Apple Podcasts: https://apple.co/3sbjPIs
TAGS:
#BeyondTheClaim #VincePerri #Entrepreneurship #BusinessGrowth #Leadership #SalesStrategy #MarketingTips #BusinessPodcast #ContractorBusiness #PublicAdjuster #RoofingBusiness #ScalingYourBusiness #ExitStrategy #BusinessMindset #EntrepreneurLife #ServiceBasedBusiness #BusinessOwner #SmallBusinessGrowth #BusinessSuccess #EntrepreneurMotivation
