TWT Group

Sean Freeman was 24 years old, working in IT for a large oil and gas company with a 50-person IT department, earning $115K annually. He felt the pull to start something of his own and saw a clear pain point: small and medium businesses needed IT support but didn't have the resources for large IT departments. Instead of quitting cold, Sean did something smart—he launched TWT Group in 2011 while still employed, working nights, evenings, and lunch breaks to get the first clients. "We weren't even eating some days," he recalls of that intense bootstrap period.

TWT Group's offering was straightforward: managed IT solutions covering everything from servers and networking to cloud solutions, email setup, and website hosting. Sean positioned himself to compete with larger IT firms by pricing competitively with companies that had 20 employees, even though he was a one-man operation. This decision proved crucial—he realized early that pricing like a solo operator would have capped his growth forever. The business model relied heavily on relationships and trust, not technology automation. "You just have to educate them, show them what they need, why they need it, and how to use it properly and effectively," Sean explains.

The first year (2011) brought in $75K in revenue. Year two jumped to $250K. By 2015, TWT Group had hit $2 million in revenue with a remarkably healthy 30% net margin. The growth engine was simple but powerful: 90% of growth came from referrals from existing clients. By February 2016, the company was generating over $200K in monthly recurring revenue and serving approximately 150 clients with just 10 employees. This lean operation was intentional—Sean prioritized putting processes in place from the beginning rather than playing catch-up later.

The referral-driven model worked because Sean obsessed over client relationships and outcomes. By solving problems daily and building trust, clients became advocates. His pricing strategy—matching larger competitors from day one—gave him credibility and positioned him to scale. The lean team structure with strong processes meant they could serve 150 clients without bloat. What Sean was consciously avoiding: enterprise clients. Despite the temptation of larger deals, he kept his focus laser-tight on small and medium businesses (10-100 employees) where he could deliver exceptional service and maintain margins.

At 30 years old in 2016, Sean was on track to do $2.5 million in revenue that year. He was thinking strategically about wealth management—keeping money in the business for growth, reinvesting in office space for depreciation benefits, and working with accountants and lawyers on holding companies to optimize taxes. His five-year goal: grow TWT Group to $10 million while staying focused on the SMB niche. With a 30% margin cranking out hundreds of thousands in annual cash flow, Sean had built not just a revenue machine but a wealth-generating business.