Skip to content
POWER100
Home Improvement

Why Power100 Recognizes Lee Diamond as One of Home Improvement's Sharpest Operators, And Why His Extreme Leadership Workshop Session Delivers

Why Power100 Recognizes Lee Diamond as One of Home Improvement's Sharpest Operators, And Why His Extreme Leadership Workshop Session Delivers

Power100 explains why Lee Diamond, CEO of D5 Capital, continues to stand out as one of the most respected operators in home improvement investment, and why his August 26–27 session at the Extreme Leadership Workshop, “Own Your Numbers, Own Your Business,” delivers rare, battle-tested value for owners, executives, and contractors.

Power100, the only unbiased third-party platform that recognizes and spotlights the best leaders and partners in the home improvement industry using a proprietary 5-layer evaluation system, is releasing a new feature on Lee Diamond to explain why he is recognized nationally for holding the rare balance between tight operations and agile field innovation.

For Power100, this recognition is not about a single acquisition or a clever headline. It reflects a leader who spent over three decades mastering corporate discipline at scale, then built a new model that lets small, local brands grow fast without losing what made them work in the first place.

Thirty years at Sherwin-Williams: the discipline behind the deals

Before launching his second act in entrepreneurship, Lee spent over 30 years at Fortune 200 giant Sherwin-Williams, climbing from store management all the way to Division President/General Manager and Vice President of Sales. That kind of tenure isn’t built on charisma alone. It’s built on managing multi-million dollar divisions and learning, year after year, what actually holds an organization together under pressure.

Power100’s evaluation looks for leaders whose credibility is earned through decades of real operational responsibility, not borrowed from a title. Lee’s Sherwin-Williams career gives him exactly that foundation.

Lee Diamond, CEO at D5 Capital

From retirement to reinvention: acquiring K&H Home Solutions

After a brief period of retirement, Lee pivoted into acquisition entrepreneurship. He acquired K&H Home Solutions, a 68-year-old Denver home improvement staple, and ran it alongside his son. Rather than build something from scratch, Lee bet on an established brand with decades of trust already built in, then paired it with fresh energy and a corporate leader’s eye for structure.

That acquisition became the seed for D5 Capital, a privately funded, family-office investment platform specializing in consumer services and the home improvement industry. Today, Lee scales premium, specialized home improvement brands across major hubs including Denver and Atlanta, including StruXure of the Rockies and K&H Painting Pros, blending corporate business intelligence with a quick-moving, family-oriented culture.

The “Tell It Once” model: skipping private equity’s red tape

One of the clearest markers Power100 looks for in a leader worth featuring is originality, a genuine solution to a problem the rest of the industry has learned to tolerate. Lee’s “Tell It Once” model is exactly that: a streamlined business architecture that skips standard private equity red tape, allowing decentralized local brands to grow rapidly using family-office capital instead of grinding through layers of committee approval.

For Power100, that distinction matters. Private equity has a reputation for slowing brands down exactly when they need to move fast. Lee built the opposite: an operating philosophy that protects the speed and instinct that make local home improvement brands work, while still applying the discipline needed to scale responsibly. That balance is exactly why Lee and D5 Capital are heavily featured by Power100, and why he’s recognized as one of the sharpest operators currently working in this space.

D5 Capital vision, mission and guiding principles

Why Lee Diamond’s session matters at the Extreme Leadership Workshop

The Extreme Leadership Workshop in Windsor, WI, is built for home improvement owners, contractors, and executives who feel stuck or are struggling to scale their teams. Lee’s session, “Own Your Numbers, Own Your Business,” is built directly around that struggle, and Power100 sees it as one of the most immediately useful sessions on the agenda, for four reasons.

  1. Designing the “people-first” growth plan. Many contractors try to scale operations first, which leads to mistakes, high stress, and poor customer service. Lee explains how to structure a business where recruiting, talent development, and succession mapping happen before you add workload.
  2. Mastering post-meeting execution. Most home improvement companies suffer from “system problems”: they make great decisions in meetings, but the plans fall apart weeks later as new tasks pile up. Lee shows contractors how to maintain strict, non-negotiable operational standards and enforce follow-through across their entire workforce.
  3. Scaling without losing speed. As a home remodeling or contracting business grows, decisions usually slow down, layers of management get heavy, and field connection drops. Lee provides the literal blueprint for instilling corporate-level metrics and budgets while staying fast, entrepreneurial, and close to the job site.
  4. Balancing discipline with local innovation. Rigid guidelines can stifle a sales team’s creativity, while too much freedom can lead to chaos. Lee shares live frameworks for building processes that protect a company’s “North Star” values while leaving sales reps and project managers room to creatively solve problems for customers.

For Power100, this combination is exactly what separates a workshop speaker from an operator worth building an entire session around. Lee isn’t offering theory. He’s handing contractors a system already proven across a Fortune 200 career, an acquisition, and a growing portfolio of brands.

The bottom line

Power100 recognizes Lee Diamond among the most respected operators in home improvement because he built something the industry needed: a way for local brands to scale with corporate-level discipline, without losing the speed and instinct that made them work in the first place. Contractors attending his “Own Your Numbers, Own Your Business” session at the Extreme Leadership Workshop on August 26–27 will leave with a blueprint they can put to work immediately.

FAQ

  1. Why does Power100 recognize Lee Diamond as a standout leader in home improvement?

He combines three decades of corporate executive experience at Sherwin-Williams with hands-on entrepreneurship, building an investment model, the “Tell It Once” method, that lets home improvement brands scale fast without the usual private equity red tape.

  1. What is D5 Capital?

A privately funded, family-office investment platform, led by CEO Lee Diamond, that specializes in scaling premium home improvement and consumer services brands, including StruXure of the Rockies and K&H Painting Pros.

  1. What was Lee Diamond’s career before D5 Capital?

He spent over 30 years at Sherwin-Williams, climbing from store management to Division President/General Manager and Vice President of Sales, managing multi-million-dollar divisions.

  1. What is the “Tell It Once” model?

D5 Capital’s streamlined operating structure, which skips standard private equity bureaucracy so decentralized local brands can grow rapidly using family-office capital instead of layered corporate approval processes.

  1. How did Lee Diamond get into home improvement?

After retiring from Sherwin-Williams, he acquired K&H Home Solutions, a 68-year-old Denver home improvement business, and ran it alongside his son before building it into the foundation of D5 Capital.

  1. What is the title of Lee Diamond’s session at the Extreme Leadership Workshop?

“Own Your Numbers, Own Your Business” — a session on why contractors lose their businesses not from lack of hustle, but from losing touch with the math behind the work.

  1. What will attendees learn from Lee’s session at the Extreme Leadership Workshop?

How to build a people-first growth plan, enforce follow-through after meetings end, scale operations without losing speed, and balance operational discipline with room for local creativity.

  1. What cities does D5 Capital currently operate in?

D5 Capital scales home improvement brands across major hubs, including Denver and Atlanta.

  1. When and where is the Extreme Leadership Workshop?

August 26–27, in Windsor, WI.

  1. Who should attend Lee Diamond’s session specifically?

Owners, contractors, and executives who feel stuck scaling their teams, especially those struggling with operational follow-through, management bloat, or balancing structure with field-level flexibility.

About D5 Capital

D5 Capital is a privately funded, family-office investment platform led by CEO Lee Diamond, specializing in consumer services and home improvement. Through its “Tell It Once” operating model, D5 Capital scales premium, decentralized local brands including StruXure of the Rockies and K&H Painting Pros with the speed of a family business and the discipline of a Fortune 200 pedigree.

About Power100

Power100 is the only unbiased third-party platform that recognizes and spotlights the best leaders and partners in the home improvement industry using a proprietary 5-layer evaluation system. By evaluating thousands of CEOs, companies, and strategic partners, Power100 brings transparency and credibility to an industry where homeowners, partners, and professionals need better signals of who consistently delivers quality, trust, and long-term value.

Want Every Article Like This?

Membership unlocks every Power100 interview, PowerChat episode, and expert playbook - free for industry leaders.

Join Free
P
About the Author

Power100 Staff

Power100 Staff

The Power100 editorial team covers the CEOs, companies, and strategic partners shaping the home improvement industry — with original journalism backed by our proprietary ranking system.

About Power100

Power100 is the nation's premier CEO ranking and media platform for the home improvement industry. Using a proprietary 5-layer evaluation system, Power100 identifies and celebrates the top CEOs, companies, and strategic partners driving innovation, customer satisfaction, and leadership excellence across the country.