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.
IBBA

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, Lawn/Landscaping

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: Wilmington, New Hanover County, 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: $99,900
Down Payment: $99,900
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
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

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

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