About
As The Entrepreneur's Attorney, I work with growth-focused entrepreneurs and their…
Activity
5K followers
-
Sheryl Hunter, Esquire shared thisSharing #ICSC conference information for commercial real estate industry where marketing expert Sarah Rose Darling will share important information associated with cybersecurity and AI in CRE - today at 2:30!Sheryl Hunter, Esquire shared thisMake the most of your time at #ICSC Florida by joining today's panel at 2:30, "Work Smarter, Market Better: AI Tools Built for the Modern CRE Marketer." Sarah Rose Darling and her co-panelists will explain how AI and automation have changed what's possible in your marketing, and how to apply them to improve tenant communication, campaign management, and content creation. What's something you're looking to learn when you join?
-
Sheryl Hunter, Esquire shared thisAny information on founder readiness for a sale transaction I am going to share, especially when it is authored by a member of the talented M&A team Trenam Law!Sheryl Hunter, Esquire shared thisWe’re proud to share that Shareholder and Business Transactions attorney, Thomas Cockriel, recently authored an article titled “Founder-Led Exits in the Age of AI: Readiness is the Strategy.” The article appears in the July/August 2026 issue of Mergers and Acquisitions - themiddlemarket.com. Tom explores how AI is reshaping the lower middle market M&A landscape and why “readiness” has become a critical factor in successful founder-led exits. He explains that while many companies focus on adopting AI tools, buyers are increasingly evaluating whether businesses are truly prepared through organized data, defined processes, and thoughtful governance to withstand the scrutiny of due diligence. Read the full article here: https://bit.ly/4wIgLmG
-
Sheryl Hunter, Esquire shared thisThis post from Christoph Totter reveals how critical it is to evaluate - early on in your business lifecycle - how a future buyer will value your business and to factor that in as you select your target customers, package your pricing, and go to market. Not all revenue has equal value! #buildtosell #maximizevalue #qualityofearnings #knowyourmultiplesSheryl Hunter, Esquire shared thisTwo roofing companies, same city, same $700K EBITDA. One is likely worth roughly $2.5M. The other closer to $5M. Same trade. Same earnings. The gap is entirely about who their customers are. Roofing may be the only trade where identical profit routinely trades two to three turns apart. Here's what buyers actually pay for, and what they quietly discount. The reason roofing is different from HVAC or plumbing: Roofing revenue sits on four completely different foundations, and buyers price each one separately. Commercial maintenance and service: recurring, contracted, predictable. The highest-multiple revenue in roofing. Residential retail re-roofs and repair: solid, repeatable, the stable core buyers like. Insurance and storm restoration: high-margin but weather-dependent and cycle-exposed. Buyers discount it hard. New construction: lowest margin, most cyclical, priced at the bottom. Two roofers with identical EBITDA and inverted mixes are simply not the same asset. Where the bands tend to fall in 2026: Storm-chasing operators: often 2.5x, sometimes lower. Buyers treat a single big hail year as a windfall, not a baseline. Owner-operator residential: generally 2.5x to 4x SDE. Sustainable residential retail: 5x to 7x. Commercial-led, maintenance-contract-heavy: 6x to 8x EBITDA. PE-backed commercial platforms at $25M+ revenue: 9x to 13x. Most real transactions land between 4x and 6x. Where you sit is decided by your mix. The storm-revenue trap, specifically: A shop that did $5M off one 2024 hail event doesn't get priced as a $5M business. Buyers normalize it: they credit roughly 30-50% of a three-year storm average, not 100% of the peak year, and price the stable baseline underneath. The owner sees a $5M business. The buyer sees a $1.5M baseline plus a temporary windfall. That gap is where roofing deals fall apart in diligence. What actually moves a roofing multiple up: Commercial maintenance contracts above 30% of revenue. A diversified mix under 30% storm. Crew and EMR discipline that keeps you bondable. Clean numbers pulled straight from AccuLynx, JobNimbus, or ServiceTitan. These are movable. Owners who shift the mix deliberately over 18-24 months routinely add two or more full turns. Just published the full roofing valuation breakdown: multiples by revenue type, the storm-normalization math, the buyer landscape, and the pre-sale moves that pay. Link below. Roofers: what's your split, honestly? Retail, commercial, restoration, new construction. That one breakdown decides your multiple before a buyer sees a single number.How Much Is a Roofing Business Worth in 2026? Why Identical Earnings Can Trade At A Different MultipleHow Much Is a Roofing Business Worth in 2026? Why Identical Earnings Can Trade At A Different Multiple
-
Sheryl Hunter, Esquire shared thisID Plans is growing and we need to expand our awesome team by filling this position! Please share this opportunity if you know someone who may be a good fit.Sheryl Hunter, Esquire shared thisWe're excited to announce that ID Plans is hiring a Director of Revenue Operations! This is a high-impact leadership opportunity for someone who thrives at the intersection of strategy, analytics, systems, and execution. You'll partner across Sales, Customer Success, Marketing, Product, Finance, and Operations to build the processes, technology, and insights that fuel scalable, predictable revenue growth. If you're passionate about optimizing the customer lifecycle, leveraging data and AI to drive better business outcomes, and building a world-class Revenue Operations function, we'd love to hear from you. Click the link below to learn more and apply. We look forward to connecting with you! https://lnkd.in/e3v_CbXy
-
Sheryl Hunter, Esquire shared thisPassing along this wonderful request to help our community’s foster kids, posted by Diana Zubrowski! If everyone does their part these kids will feel empowered to learn and feel loved.Sheryl Hunter, Esquire shared thisMore than 50% of foster children do not graduate high school, and on average, foster teens are two years behind academically. At Joshua House, we are committed to changing that! Our Back-to-School Drive equips hundreds of foster children in our community for success in school and beyond. While school supplies are essential, we also need funds for field trips, football games, homecoming, prom, and our educational programs. 🛍️ Shop through our Amazon Wishlist: https://amzn.to/4wq8KSN 🎒 Sign up for specific needs: https://lnkd.in/ekCxYs5J 💙 Donate: https://lnkd.in/eZgjW4t8 #backtoschool #Joshuahouse #fostercare
-
Sheryl Hunter, Esquire shared thisI have long admired the work done by LCG Advisors - a collaborative partner to corporate attorneys like me in M&A transactions and financing deals - so I am delighted that my son Logan Hunter is a new finance intern alongside several other talented young people starting their careers. Founded in 2003, LCG provides due diligence, investment banking, strategic financial consulting, business integrations, forensic accounting, litigation support, business valuations, and background investigations. What a great place to learn!Sheryl Hunter, Esquire shared thisWe've gotten off to a busy start this summer, welcoming a new group of interns to LCG! Over the next few months, they'll support teams across the firm while gaining firsthand experience working alongside our professionals. Please join us in welcoming them to the team. We look forward to seeing all they accomplish this summer! Avery Smith - University of Miami Isaac Pines - University of Florida Dillon Costello - Florida State University Brady Shaffer - University of Tampa Sean Epstein - Southern Methodist University Dawson Faulkner - University of Florida Logan Hunter - College of William & Mary Dagny Sammis - University of Massachusetts Amherst
-
Sheryl Hunter, Esquire shared thisExciting news for Trenam Law, expanding its regional footprint further by adding nine attorneys to its Sarasota office! Congratulations to everyone who worked hard to make this merger happen.Sheryl Hunter, Esquire shared thisHaving grown up in Sarasota, it is especially meaningful to see Trenam continue to strengthen its presence in a community that has always been home to me. I am excited about the opportunities ahead and even more excited to work alongside such an accomplished group of attorneys. Together, we are expanding the depth of services available to clients throughout the Sarasota region while continuing to deliver the sophisticated counsel and practical solutions they expect. Looking forward to what comes next and to welcoming these exceptional professionals to the Trenam Law team. https://lnkd.in/gXeNe9DhLongtime Sarasota law firm joins Tampa-based practice | Business ObserverLongtime Sarasota law firm joins Tampa-based practice | Business Observer
-
Sheryl Hunter, Esquire shared thisID Plans software solutions for CRE are expanding beyond the already broad-based products used by countless industry leaders to operate retail CRE nationwide. Come see us at #ICSCVegas!Sheryl Hunter, Esquire shared thisGoing to #ICSCVegas? We're launching our new AI leasing feature for retail CRE exclusively to #ICSC attendees: Don't miss the first public walkthrough of a solution that will change how you prospect for new tenants—or the opportunity to get on the priority access list. Book your demo here: http://bit.ly/4uhjLVJ
-
Sheryl Hunter, Esquire shared thisShout out to NPDiva LLC to help nonprofits with retirement planning! She knows her stuff!Sheryl Hunter, Esquire shared thisAs a nonprofit leader, this might help you with some tips on how to maximize your strategy for maximizing your 401k, 403b contributions. This is an important part of taking care of yourself and succession planning to help your nonprofit secure its future. NPDiva Consulting is here to help.... https://lnkd.in/eq86VVjHA Nonprofit Leader’s Guide To The Maximum Annual BenefitA Nonprofit Leader’s Guide To The Maximum Annual Benefit
-
Sheryl Hunter, Esquire liked thisSheryl Hunter, Esquire liked thisI recently spoke with Invest: Tampa Bay about what's ahead for Ballast Point Partners. We talked about generating exits at a time when distributions have been hard to come by, why our move from "Ventures" to "Partners" better reflects who we are as a growth equity firm, and how AI is helping our healthcare and tech-enabled services companies scale efficiently without adding headcount at the same pace. Above all, we're investing in people, and helping entrepreneurs build great businesses is still the best part of the job. Thanks to caa for the conversation. View the full interview here: https://lnkd.in/eCYt2nuD
-
Sheryl Hunter, Esquire liked thisSheryl Hunter, Esquire liked thisBig projects require big planning and the right financial partner. Congratulations to Marc Baumann, SVP, Business Banking Manager, on closing financing that will help support the construction of a new assisted living facility in Southwest Florida. We're proud to help businesses and organizations bring important projects to life in the communities they serve. Need financing to support your next phase of growth? Connect with your local DFCU Financial Business Banker: https://lnkd.in/d3kDCwGm
-
Sheryl Hunter, Esquire liked thisSheryl Hunter, Esquire liked thisThank you to National Multifamily Housing Council and #RETTC for an insightful Fall Meeting in DC last week. Hearing from a few of our nation's leaders about their passion for improving the lives of American people by partnering across the aisle to get bills passed was humanizing and refreshing when the news is often fraught with examples of the opposite. Digging into the practical application of working towards solving the housing crisis (2.4 million homes short and growing daily), has to be a public private collaboration. Meeting with the offices of FL Representative Bilirakis for Congress, TX Representative Roger Williams, and WI Representative Scott Fitzgerald as a part of #AdvocacyDay was an honor and unique opportunity to discuss next steps in order to put the recently passed housing bill into action. 🇺🇸 RealAdvice is passionate about education and being part of making multifamily housing transactions more likely to pencil given that property taxes are often the largest expense line item. #TechforGood #NMHC #RealAdvice #SALT #PropertyTax #TransferTax
-
Sheryl Hunter, Esquire liked thisSheryl Hunter, Esquire liked thisViirtue went from a $4 million business around 2020 to $13 million in ARR today. Daniel Rosenrauch's advice for that kind of scale: assume almost everything will break. This Thursday on We Built It Because We Had To, host Jonathan W. Buckley sits down with Daniel Rosenrauch of Viirtue, the white-label voice and unified communications platform that MSPs, ISPs, and resellers sell under their own brand. Viirtue, Inc. has grown through three market shifts: the move from on-prem to cloud, COVID, and now AI. Daniel's view is that problem-solving is the core job of a founder or CEO. Treat every break as a chance to fix the system so it doesn't happen again, and never let processes go stale. New episode Thursday, 8 AM ET. Link in the first comment. What broke first when your company started scaling fast? #WeBuiltItBecauseWeHadTo #UCaaS #MSP #FounderStories #FractionalCMO
-
Sheryl Hunter, Esquire liked thisSheryl Hunter, Esquire liked thisTrenam team members came together at Longboat Key Beach for a beach cleanup and a morning of giving back to our community. We were proud to partner with Keep Manatee Beautiful to help keep our local beaches clean and beautiful. Thank you to everyone who volunteered and helped make the event a success. Take a look at photos from the event below.
-
Sheryl Hunter, Esquire liked thisSheryl Hunter, Esquire liked thisBlueprint: The Future of Real Estate is about to kick off! Don't miss Sarah Rose Darling and Madonna McAdam of Last Mile Investments on building property management standards that hold up across a growing portfolio. Designed at a Desk, Done on a Sidewalk: Processes that Survive the Field Today | 1:45 to 2:05 PM | Track 3, Palazzo Ballroom B #Blueprint2026 #BlueprintVegas #CRE #PropTech
-
Sheryl Hunter, Esquire liked thisSheryl Hunter, Esquire liked thisI am excited to share that last week marked two major milestones: I passed the Florida Bar and started my career as an Associate Attorney at Trenam Law! I am incredibly grateful to my family and friends for their support and to the team at Trenam for such a warm welcome. I’m excited for what’s ahead!
Experience & Education
Honors & Awards
-
2025 Top Lawyers - Closely Held Businesses/Family Business Law
Tampa Magazines
Top Lawyers are selected by their peers from a survey sent to 12,000 licensed attorneys in Tampa Bay counties.
-
2022 Legal Elite - business law
Florida Trend
Only 1.3% of Florida attorneys have ever received this recognition.
-
2020 List of Largest Women Owned Businesses in Tampa Bay - 2nd year in a Row
Tampa Bay Business Journal
-
Inc. 5000 List of Fast Growing Companies in the U.S. 2020 - 2nd year in a row
Inc. 5000 and Inc. Magazine
-
Top Lawyer - Business Law 2020
Tampa Magazine
-
2019 List of Largest Women Owned Businesses in Tampa Bay
Tampa Bay Business Journal
-
INC 5000 2019 list of fastest growing companies in the US
Inc. 5000 and Inc. Magazine
-
Speaker at Fourth Annual Crowdfunding USA Conference & Workshop - D.C. May 4-5, 2017
-
-
Speaker, Women Making Waves in Tech on March 31, 2017
-
Selected as panelist for discussion about the gender gap - compensation, startup funding and women on boards.
-
2016 Business Woman of the Year - legal services (selected by Tampa Bay Business Journal)
-
Recommendations received
25 people have recommended Sheryl
Join now to viewOther similar profiles
Explore more posts
-
Andrew Rosenberg
Andy Rosenberg Explains Assisted Living Costs in Florida Andy Rosenberg shares what families can expect to pay for assisted living in Florida. Semi-private rooms cost around $9,000 a month, while private rooms can go over $10,000. That adds up to $107,000–$120,000 per year. Knowing the costs early helps families plan for the future. Click the bio link to watch the full episode. https://lnkd.in/e5Q7Hut4 #LongTermCare #FloridaLiving #AssistedLiving #SeniorCare #RetirementPlanning #FamilyPlanning
-
James Baker, CPA
Most people choose the dumb way and don't realize it until it's too late. Both paths look identical at the start, but one leads to frozen accounts and IRS penalties while the other runs smoothly for years. ❌ The dumb way: Form LLC online, celebrate, and stop there. No EIN, no operating agreement, no compliance tracking. Bank account opens fine for a month, then gets frozen. You miss filings, penalties stack up, and it becomes a nightmare. ✅ The smart way takes 6 steps: 1️⃣ Choose the right state, not the trendy one your friends have 2️⃣ Get your EIN with correct ownership and address information 3️⃣ Create an operating agreement so banks and auditors have what they need 4️⃣ Open the right business bank account with information that matches exactly 5️⃣ Keep your LLC active by tracking federal and state deadlines 6️⃣ Get access to business tools and software you need The difference between these two paths is the difference between a business that works and one that costs you thousands in penalties. Comment TAX and I'll explain exactly how to set up your LLC the smart way from day one. #usllc #llcsetup #smartbusiness #businessformation #llcmistakes #entrepreneurship #businessbanking #llccompliance #internationalbusiness #llctips
1 Comment
Explore top content on LinkedIn
Find curated posts and insights for relevant topics all in one place.
View top contentOthers named Sheryl Hunter, Esquire
1 other named Sheryl Hunter, Esquire is on LinkedIn
See others named Sheryl Hunter, Esquire