From Side Hustle to $20M Empire: How Charlie Dallavalle Jr. Built Painting Plus, Siding Plus & Gutters Plus

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Construction Hot Takes

Ascent Consulting

23 episodes

1 day ago

Hosted by Adam Cooper, CEO of Ascent Consulting, alongside Senior Consultants Gregory Gorman and Jeff Robertson, Construction Hot Takes show dives into the gritty, unfiltered realities of building a profitable construction company. With nearly 100 years of combined experience, they’ve been there—from carrying gear on job sites to leading Ascent, a consulting powerhouse that exclusively serves construction companies across North America. Each episode is packed with insights, strategies, and insider knowledge from the industry’s top consulting firm for contractors. Discover what big national contractors know about growing a business, get actionable advice on boosting efficiency, and learn how to supercharge your project pipeline. Tune in, get inspired, and gain the knowledge to take your construction business to the next level.

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From Side Hustle to $20M Empire: How Charlie Dallavalle Jr. Built Painting Plus, Siding Plus & Gutters Plus

Construction Hot Takes

52 minutes

1 month ago

From Side Hustle to $20M Empire: How Charlie Dallavalle Jr. Built Painting Plus, Siding Plus & Gutters Plus

What if you could guarantee quality across every layer of a home’s exterior — paint, siding, gutters, roofs, decks, porches — without the chaos of endless subs and callbacks?

In this episode of Construction Hot Takes, we sit down with Charlie Dallavalle Jr., founder of Painting Plus, Siding Plus, and Gutters Plus. Charlie started as a college side hustle, painting homes in his neighborhood, and grew it into one of the Southeast’s most trusted exterior renovation companies. Over 27 years, he’s completed more than 5,000 projects, built one of the largest HardiePlank installation teams in the country, and won the prestigious James Hardie President’s Club Award year after year.

Charlie’s story isn’t just about building homes — it’s about building systems, trust, and a reputation that’s stood strong through decades of industry change.

You’ll hear:

● The origin story of Painting Plus and how Charlie went from ladders to leadership
● How his companies deliver consistency and craftsmanship across multiple trades
● The business lessons learned from scaling a “mom-and-pop” into a multi-million dollar brand
● Why repeat customers and referrals are his strongest marketing channel
● How he’s preparing the next generation to carry the torch

If you’re in construction, trades, or entrepreneurship, this episode is a blueprint for scaling with quality, resilience, and community impact.

#Construction #Contractors #ExteriorRenovation #Entrepreneurship #Leadership #Painting #Siding #Gutters

Links:

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