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The Training Business Newsletter

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TL;DR: This is the guide to building and selling a corporate training business, written for the founders, CEOs, and Presidents running the next generation of corporate training companies. Three stages: Build, Grow, Sell. Every section is something you can act on this quarter. From founders that have done it before.

Part 1: Build, How to Start a Corporate Training Business That Compounds

Most corporate training providers fail the same way. The founder is the best instructor, the best salesperson, and the best account manager. Revenue scales until they're maxed out, and then it stalls. The business never becomes a business. It stays a high-paying job with worse benefits.

Kelby Zorgdrager founded DevelopIntelligence, a technical training company, in the early 2000s. He built and grew the business for 18 years, until it was acquired by Pluralsight in 2019 for $49M. His thesis: the training business model only works if you build operational leverage from day one. Three things make that possible.

1. Cash discipline is the foundation, not the finish line.

DevelopIntelligence ran with 12 months of operating expenses in cash reserves, always. That reserve wasn't conservatism. It was the engine.

"We financed things old school. We avoided debt and built up a balance sheet with 12 months of operating expenses. That cash reserve was the float that made the whole business work."

Kelby Zorgdrager

Corporate clients pay net-30 to net-60. The best contract instructors expect net-15 or pay-on-completion. The gap between those is where most training businesses suffocate. Build the reserve early. It buys you the leverage to attract top talent and the calm to walk away from bad deals.

2. The contractor model is your margin lever.

At peak, DevelopIntelligence ran roughly 300 independent contractor instructors and zero instructor employees. That's not a cost-cutting move. It's a structural one. A contractor workforce gives you:

  • Variable cost structure that flexes with demand

  • Specialist depth you could never afford in-house

  • Resilience through downturns (no idle capacity)

  • A recruiting moat, if you pay fast and pay well

Most training companies treat contractors like commodities. The ones that win treat them like partners: premium rates, net-15 terms, meaningful client work, real respect. That's how Kelby attracted and kept the best instructors in the market.

3. Pick a positioning that the market actually buys.

DevelopIntelligence's wedge was clear: outsourced technical training for Fortune 500 engineering teams when their tech stack shifted. Not "corporate training." Not "L&D." A specific buyer, a specific trigger, a specific outcome.

If you're starting a training business today, the first question isn't "what should I teach?" It's "whose budget am I targeting, and what business outcome do they have to deliver?" Get that right and pricing power follows. Get it wrong and you compete on rate cards for years.

Bottom line on building: Cash discipline, contractor leverage, and sharp positioning aren't nice-to-haves. They're preconditions for everything that comes next.

Part 2: Grow, How to Grow a Training Business Past the Founder

Almost every corporate training company hits the same wall around $1 to $3M. The founder is doing too much. Every new customer adds manual work: scoping, scheduling, instructor matching, materials, follow-up. So each account brings overhead instead of leverage. Growth slows. Margins compress. The team burns out.

This is where most training and development companies either reinvent themselves or settle for a job-shaped ceiling. Here's what worked for DevelopIntelligence.

Own the customer relationship.

For the first five to seven years, DevelopIntelligence sold heavily through resellers. The revenue came in. The margins didn't: 15% gross on reseller deals. In 2012, Kelby cut the resellers off.

"The resellers were giving us 15% gross margins. When we cut them off and went direct, our margins changed dramatically. One reseller called me screaming. But it was the best decision we ever made."

Kelby Zorgdrager

The margin lift was obvious. The strategic lift was bigger. Going direct gave DevelopIntelligence the customer relationship, which meant retention, expansion, and a business an acquirer could buy. If a third party owns your client list, you don't have an asset. You have an arrangement.

Build a real sales engine, and expect to fail at it.

Most training founders get honest about this off the record. Kelby tried four times to hire a sales leader before he found the right one.

What worked wasn't the polished closer. It was a leader with the right mix of competitive drive and empathy, someone who understood that selling training is about diagnosing a client's people problem, not pitching a catalog. Coachability and product conviction beat resume polish.

Budget for multiple attempts. You won't nail the first hire.

Install an operating system.

Four years before the sale, Kelby implemented EOS (the Entrepreneurial Operating System). It rewired how the company ran:

  • Weekly L10 meetings so issues surfaced in days, not quarters

  • Quarterly Rocks that forced focus on three or four real priorities

  • A scorecard tracking the metrics that actually predicted revenue

  • Clear accountability for every leadership seat

  • "Right person, right seat" treated as a discipline, not a hope

The framework matters less than the commitment. EOS, Scaling Up: pick a system and run it for two years before judging it.

Free your team from the operational tax.

Scaling a training company is hard not because the content is hard. It's because every new customer creates more manual work without infrastructure to absorb it. You add revenue, you add headcount, you add coordination, and your margin doesn't move. Or it shrinks.

A note on operations: This is why we built TryTami. The day-to-day work (scheduling, instructor sourcing, communications, materials, reporting) eats the hours your team needs to be selling and supporting customers. TryTami streamlines those workflows so each new customer costs you less to deliver, not more.

Bottom line on growing: Own your customers, hire (and re-hire) the sales leader, run a real operating system, and ruthlessly reduce manual overhead per customer. That's how a training business stops being a job.

Part 3: Sell, How to Sell a Training Business at a Premium

Corporate training companies sell, but only if you build them to be sold. DevelopIntelligence exited at more than 4x revenue. Most "unsellable" training and development companies are unsellable because they were built around the founder. Acquirers don't buy founders. They buy systems.

If you're thinking about an exit in the next three to five years, work backwards from these.

Know what acquirers actually buy.

When a strategic looks at a corporate training business, they check five things:

  1. Recurring or recurring-feeling revenue. Multi-year contracts, renewing programs, retainers. Episodic project revenue gets discounted hard.

  2. Direct customer relationships. No reseller layer, no single account over 15% of revenue.

  3. Operational systems. Documented playbooks, instructor sourcing, delivery quality controls, reporting that doesn't need the founder to interpret it.

  4. Margin profile. Gross margins that hold under scale. Contribution margin that doesn't degrade as you add accounts.

  5. A leadership team that isn't you. If the business can't run for 90 days without the founder, it's a personal services practice, not a sellable asset.

Every one of these is something you can decide to fix today.

Start the work 2 to 3 years out.

Kelby's sale wasn't a moment. It was the back-half of an 18-year build. The four years before the deal (EOS, leadership team, customer relationships, cleaned-up financials) created the multiple. By the time the bankers were in the room, the work was done.

Founders who get crushed in diligence are the ones who tried to clean it up in the last 90 days.

Bring in the right outside help.

Two things Kelby credits as material to the outcome:

  • A CEO peer group (Vistage, EO, YPO). Founders who've sold companies pressure-test your decisions in ways your internal team can't. Kelby credits Vistage for both the reseller decision and the sale itself.

  • An independent M&A attorney, separate from your investment banker. Someone whose only job is your interests, not the deal closing. Don't cheap out here.

Prepare for the part no one prepares for.

"The six months post-sale, where all the voices in your head start to pop up, and you start to question who you are, that was the lowest point. It wasn't going through the sale. It was the post."

Kelby Zorgdrager

The deal isn't the finish line. The identity transition after catches almost every founder off guard. The ones who navigate it best are the ones who prepared for it before signing.

Bottom line on selling: Build the business as if you're selling it next year, even if you're not. Recurring revenue, direct customers, real systems, a real team. That's what acquirers reward.

The Operator's Checklist for Top Training Companies

Eighteen years of building, scaling, and selling a corporate training business, compressed into seven moves the best training companies share:

  1. Build a cash reserve of 12 months of operating expenses

  2. Pay contractors faster than anyone else in your market

  3. Own the customer relationship: get the channel out of the middle

  4. Budget for multiple attempts at the sales leadership hire

  5. Implement EOS, Scaling Up, or another real operating system

  6. Decide what number lets you walk away, before any acquirer calls

  7. Systematize everything: if the business can't run 90 days without you, it's not sellable at a premium

None of these are theoretical. Each came out of a moment in the DevelopIntelligence story. Most of them were painful when they happened.

Get the Full Playbook

We've packaged the full story, every chapter, framework, and operator's checklist, into The Training Business Playbook. It's the most direct founder-to-founder look at how a real $0 to $49M training company exit got built.

If you want to spend less time on operations and more time with customers, TryTami is the operational platform built for training companies. We help you scale revenue without scaling headcount, reduce the operational tax every new customer creates, and remove the founder from day-to-day decisions.

Get it here:

Thanks for reading,
Kelby & Dave

About the Authors: This article was written by Kelby Zorgdrager and Dave Murphy, experts in instructor-led training. Prior to founding TryTami, Kelby & Dave built, grew, and sold their training company to Pluralsight.

FAQ

Is a corporate training business profitable? Yes, but the margin depends on your delivery model. A contractor-based instructor-led training business with direct customer relationships can run 40-60% gross margins. The same business sold through resellers can run at 15%. The lever is structural.

How do you value a training company? Strategics typically pay 3-6x EBITDA, with the multiple driven by revenue concentration, customer retention, system maturity, and founder dependence. DevelopIntelligence sold at 4x revenue, well above the rule-of-thumb at the time.

What makes a top training company different from an average one? Four traits: direct customer relationships, a contractor instructor network paid faster than the market, a real operating system (EOS or Scaling Up), and a leadership team that isn't the founder. Those separate top training companies from the ones stuck at $1 to $3M.

What's the best business model for a corporate training company? For most corporate training providers: an instructor-led (ILT/VILT) model with a contractor network and direct enterprise customers. Best mix of margin, scalability, and exit value. Self-paced e-learning has 10-20% completion-rate problems that cap pricing power.

How long does it take to sell a training business? Prep work starts 2 to 3 years before a deal. The deal process itself takes 6 to 12 months. Founders who try to compress prep into the last 90 days take a discount in diligence.

What's the biggest mistake training and development companies make? Selling through resellers for too long. The revenue feels easier early, but the channel owns your customer relationship, capping your margin, retention, and eventual sale price. Going direct is harder. It's also where the asset gets built.

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