How Redwood Services Built a $1.1B Home Services Platform | VIP Guests Richard Lewis & John Conway
Episode 323 · 1 hr 7 min · May 26, 2026

How Redwood Services Built a $1.1B Home Services Platform | VIP Guests Richard Lewis & John Conway

Richard Lewis and John Conway break down what stalls home service businesses and what Redwood Services learned building a platform past one billion dollars.

Guests Richard Lewis John Conway

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About this episode

Richard Lewis, CEO of Redwood Services, and John Conway, longtime home services operator and part of the Redwood leadership team, discussed how the residential HVAC and plumbing services industry has changed and what separates businesses that scale from those that stall. The conversation centered on the competitive shift brought on by sophisticated, well-capitalized players entering local markets, the growing complexity of digital marketing, and the increasing importance of technology in daily operations. Both guests noted that while the fundamentals of running a service business have not changed, the margin for error has shrunk considerably.

On the topic of businesses stuck in the three to five million dollar range, the group identified three consistent gaps: weak or underdeveloped leadership, an absence of defined processes, and a failure to budget toward a specific goal. John Conway pointed to missed opportunity calls, poor dispatching, and lack of goal alignment among technicians as the most common operational problems. Richard Lewis added that many owners at this size are running the business as a two-person operation with no real management depth, and that growth stalls when there is no accountability structure tied to a written plan.

A significant portion of the conversation addressed how Redwood itself was built, with Lewis crediting self-awareness and a refusal to settle on hiring as the foundation. He described bringing in leaders hired ahead of the company’s current size, people with a growth mindset, and a willingness to make fast corrections when someone was no longer the right fit. Conway added that his own role required him to grow faster than his team, including working with an executive coach to stay ahead of the demands of a larger organization.

The closing segment tackled what is broken in the industry but rarely acknowledged. Lewis identified teammate retention, noting that 50 to 60 percent annual turnover is often normalized rather than treated as a solvable problem. Conway pointed to an over-reliance on marketing spend as a substitute for operational execution, arguing that throwing money at digital marketing cannot compensate for call conversion problems, poor dispatching, or weak pricing discipline. Both agreed that the leaky funnel between inbound calls and completed sold jobs represents one of the most overlooked sources of revenue loss in home service businesses today.

Key takeaways

  • Budget to a specific revenue goal each year rather than simply aiming to beat the prior year, since businesses that grow to scale hold their teams accountable to defined targets.
  • Audit your inbound call funnel from first ring to sold job, because significant revenue is lost between answering calls, booking appointments, and closing work before a technician ever arrives.
  • Review equipment pricing from your distributors regularly and use competing suppliers as leverage, since smaller operators often pay significantly more per unit than the market requires.
  • Hire for where the business will be in two to three years, not where it is today, and be willing to make fast corrections when someone is no longer the right fit for a growing role.
  • Treat teammate retention as a fixable operational problem rather than an industry norm, since 50 to 60 percent annual turnover drains coaching investment and slows every other growth initiative.
  • Spending more than 10 to 12 percent of revenue on marketing often signals operational inefficiencies rather than a real marketing gap, so diagnose conversion and dispatch problems before increasing the budget.