John Chaffee
Agent Market: Business Advisor
After nearly four decades helping companies grow across Eastern North Carolina, John Chaffee now helps their owners plan the next chapter. As a Business Advisor, he brings a rare vantage point to the sale process. John’s first career was local and regional economic development, helping companies locate and expand throughout Eastern North Carolina communities. That experience gave him a deep understanding of how manufacturing, distribution, and technology businesses operate and create value - insight he now applies to every engagement: assisting owners in building value in their companies and managing the transition process when they are ready to sell their companies.
John works with business owners across manufacturing, distribution, technology, and beyond, drawing on decades of relationships built across the region's business community. He intentionally limits himself to no more than a handful of engagements each year, ensuring every owner gets his full attention from the first conversation through the final act of closing the sale. Clients also benefit from the strength and reach of the Transworld platform behind him, including its global network and extensive buyer database, giving each listing broader visibility and access to more qualified buyers than a smaller, independent practice could offer.
For John, a sale is never just a transaction. It's the culmination of years of work, risk, and reinvestment, and he takes the time to understand what an owner has built before helping them find the right buyer. He believes a business's value lies not just in its numbers, but in what it represents to the people who built it.
Outside of client work, John enjoys working in his yard, reading, and traveling with his wife and extended family.
My Listings
Clothing, Retail Miscellaneous
Profitable Coastal NC Women's Boutique – SBA Pre-Qualified
Location: North Carolina
Asking Price: $399,000
Down Payment: $359,100
Sellers Discretionary Earnings: $162,681
Liquor Related Biz
Brewpub for Sale: Prime Coastal Location, with Strong Following
Location: Carteret County, North Carolina
Asking Price: $185,000
Down Payment: $185,000
Sellers Discretionary Earnings: --
Food Business Retail, Automotive
Custom-Built Vintage Food Trailer – Premium Design, Minimal Use
Location: Grifton, Pitt County, North Carolina
Asking Price: $95,000
Down Payment: $95,000
Sellers Discretionary Earnings: --
Restaurants
Own One of Greenville's Premier Independent Steakhouses
Location: Pitt County, North Carolina
Asking Price: $199,999
Down Payment: $100,000
Sellers Discretionary Earnings: $1,350,000
Construction
Profitable Boutique Stone and Tile Showroom in Fast Growing Area
Location: Wake County, North Carolina
Asking Price: $175,000
Down Payment: $175,000
Sellers Discretionary Earnings: $144,098
Construction, Pool & Spa Business
Priced to Sell Fast! - Construction Trade Franchise Prime Area
Location: Onslow County, North Carolina
Asking Price: $175,000
Down Payment: $175,000
Sellers Discretionary Earnings: --
Automotive, Real Estate Related
Turnkey Auto Service with Real Estate & Room to Expand
Location: North Carolina
Asking Price: $170,000
Down Payment: $170,000
Sellers Discretionary Earnings: --
Construction
Specialty Contractor in Fast-Growing NC Market
Location: North Carolina
Asking Price: $2,300,000
Down Payment: $2,300,000
Sellers Discretionary Earnings: $552,654
Transportation
Very Profitable NEMT Business
Location: Pitt County, North Carolina
Asking Price: $900,000
Down Payment: $810,000
Sellers Discretionary Earnings: $420,521
Beauty/Personal Care, Medical Related Biz
Premium MedSpa Ready to Scale in Eastern NC
Location: North Carolina
Asking Price: $200,000
Down Payment: $200,000
Sellers Discretionary Earnings: $50,849
Food Business Retail
Own the Plaza Bakery and be part of a 60-year legacy!
Location: Virginia Beach, Virginia Beach City, Virginia
Asking Price: $150,000
Down Payment: $150,000
Sellers Discretionary Earnings: $33,635
Manufacturing
A Niche That Found Its Market: Manufacturer with Real Estate
Location: North Carolina
Asking Price: $1,240,000
Down Payment: $1,240,000
Sellers Discretionary Earnings: $227,261
Manufacturing, Advertising, Signs
Turnkey Sign & Print Business with Full Staff
Location: North Carolina
Asking Price: $775,000
Down Payment: $575,000
Sellers Discretionary Earnings: $208,000
Restaurants, Food Business Retail
NC's Premier Catering Brand, Sold With Real Estate, Mobile Fleet
Location: North Carolina
Asking Price: $1,325,000
Down Payment: $450,000
Sellers Discretionary Earnings: $168,000
Convenience Stores
Sun, Sand, and Sales: Coastal NC Convenience Store
Location: Pender County, North Carolina
Asking Price: $385,000
Down Payment: $346,500
Sellers Discretionary Earnings: $141,969
Clothing, Retail Miscellaneous
Decades in the Making-Yours to Own: Semi-Absentee Bridal Boutique
Location: Wake County, North Carolina
Asking Price: $369,000
Down Payment: $369,000
Sellers Discretionary Earnings: $207,064
Beauty/Personal Care, Real Property Rltd
Just Hair - Emerald Isle
Location: Emerald Isle, Carteret County, North Carolina
Asking Price: $130,000
Down Payment: $117,000
Sellers Discretionary Earnings: $117,517
Full-Service Design, Paint & Blinds –Atlantic Beach, NC
Location: Atlantic Beach, Carteret County, North Carolina
Asking Price: $65,000
Down Payment: $65,000
Sellers Discretionary Earnings: $42,624
Advertising, Printing/Typesetting
Profitable Print & Design Co. | Coastal Carolina
Location: North Carolina
Asking Price: $399,000
Down Payment: $359,100
Sellers Discretionary Earnings: $139,848
Distribution
Established Municipal Water Infrastructure Distributor — SE US
Location: North Carolina
Asking Price: $1,100,000
Down Payment: $1,100,000
Sellers Discretionary Earnings: $349,015
Construction, Engineering
Electrical Contracting Business in Beautiful Coastal NC
Location: North Carolina
Asking Price: $250,000
Down Payment: $250,000
Sellers Discretionary Earnings: $124,919
Automotive
SBA Pre-Approved Auto Service w/Real Estate
Location: North Carolina
Asking Price: $550,000
Down Payment: $550,000
Sellers Discretionary Earnings: $160,263
Flooring
Proven High-Margin Flooring Company – 20+ Years Strong
Location: North Carolina
Asking Price: $1,350,000
Down Payment: $1,350,000
Sellers Discretionary Earnings: $448,391
Fitness
Established Gym with Strong Cash Flow & Upside Potential
Location: Pitt County, North Carolina
Asking Price: $179,000
Down Payment: $161,000
Sellers Discretionary Earnings: $61,095
Start Up Businesses, Sports Related Biz
Coastal NC Tennis Club -(Appraised RE $900,000 Included )
Location: North Carolina
Asking Price: $1,175,000
Down Payment: $1,175,000
Sellers Discretionary Earnings: $89,579
Food Business Retail
Kitty Hawk Retail Biz Specialty Foods & Snacks NO Cooking
Location: Kitty Hawk, Dare County, North Carolina
Asking Price: $349,500
Down Payment: $349,500
Sellers Discretionary Earnings: $102,096
Accounting
Highly Profitable Tax Prep & Bookkeeping Bus. - Wilmington, NC
Location: United States
Asking Price: $265,000
Down Payment: $265,000
Sellers Discretionary Earnings: $123,675
Construction
Strong ROI HVAC Business, Capable GM in Place
Location: Eastern NC
Asking Price: --
Down Payment: --
Sellers Discretionary Earnings: $1,816,802
Construction
Thriving Commercial General Contracting Firm in NC Growth Market
Location: Carteret County, North Carolina
Asking Price: $875,000
Down Payment: $875,000
Sellers Discretionary Earnings: $514,051
Construction
NC Plumbing Contractor With 80% SDE Growth
Location: North Carolina
Asking Price: $2,500,000
Down Payment: $2,500,000
Sellers Discretionary Earnings: $731,399
Manufacturing
Price Reduction-Wood Components Manufacturer with Real Estate
Location: North Carolina
Asking Price: $1,470,000
Down Payment: --
Sellers Discretionary Earnings: $219,235
Well Established Sign and Graphic Franchise
Total Investment: $200,000 - $215,000
Cash Investment: $60,000
World's Leading Promotional Products and Advertising Franchise
Total Investment: $90,000-$100,000
Cash Investment: $90,000
World's Leading Business Brokerage Franchise
Total Investment: $85,000
Cash Investment: $85,000
Coworking Franchise Opportunity
Total Investment: $360,000-$3,600,000
Cash Investment: $250,000
Wellness Focused Membership Model Grooming Franchise
Total Investment: $318,000 - $499,000
Cash Investment: $150,000
Franchise Focused on the Restoration and Repair of Leather, Plastic and Vinyl
Total Investment: $100,595 - $120,595
Cash Investment: $15,000
National Recruiting Firm
Total Investment: $75,000 - $100,000
Cash Investment: $40,000
Growing Charcuterie Business
Total Investment: $200,000-$215,000
Cash Investment: $50,000
Bookkeeping Business Solutions Franchise
Total Investment: $33,842-$69,342
Cash Investment: $29,995
Authentic Mediterranean Grill Franchise Opportunity
Total Investment: $600,000 - $850,000
Cash Investment: $250,000
Established Quick Service Italian Restaurant Franchise
Total Investment: $322,043 - $452,807
Cash Investment: $150,000
Fastest Growing Business Coaching Franchise
Total Investment: $60,000
Cash Investment: $60,000
Membership Model Coworking Franchise
Total Investment: $390,000 - $1,200,000
Cash Investment: $200,000
B2B Coworking and Business Services Franchise
Total Investment: $850,848 - $1,795,965
Cash Investment: $300,000
Market-Leading Window Tint Franchise
Total Investment: $175,000 - $250,000
Cash Investment: $150,000
Hear from Entrepreneurs Like You
Ready For What Comes Next on Your Entrepreneurial Journey?
