A "tollbooth" strategy is not theoretical; it's discovered by reverse-engineering your quickest sales. Interviewing customers who bought fast reveals common "demand triggers"—the external events forcing them to seek a solution. This repeatable trigger then becomes your company's strategic focus.
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Committing all resources to a single demand trigger is a post-product-market fit move. Early on, founders need a broader approach to discover the repeatable patterns of demand. Only after identifying this pattern from early customers can you confidently build a concentrated "tollbooth" around it.
Instead of debating multi-touch attribution, first identify the single, independent event that caused a sales rep to engage a prospect. This "trigger" (e.g., demo request, MQL score) reveals the true efficiency of your GTM motions, which is a more fundamental problem to solve.
Instead of pursuing large companies, elite sellers identify and focus on key business events, like mergers or new market entries, that create an urgent need for their product. This strategy shifts focus from account size to the probability of a timely need, leading to more efficient prospecting.
The "tollbooth" model concentrates all go-to-market resources on the precise moment a buyer develops urgent demand. The goal is to create such a strong, targeted presence at that point that it feels strange for the prospect not to engage with your company, dramatically increasing conversion.
To identify which events actually drive business, analyze your last 5-20 closed-won deals. Look for recurring, time-bound triggers that you didn't create. This data-driven approach provides clarity on where to focus your efforts, revealing the organic drivers behind your biggest successes.
A "tollbooth" strategy finds a choke point of acute customer need. ClickUp built a tool to find 1-star reviews for competitors, then messaged those users immediately. This intercepted customers at the precise moment their existing option became unworkable, making ClickUp's alternative incredibly compelling and efficient for acquiring their first 100 customers.
Product-market fit can be accidental. Even companies with millions in ARR may not initially understand *why* customers buy. They must retroactively apply frameworks to uncover the true demand drivers, which is critical for future growth, replication in new segments, and avoiding wrong turns.
A single-channel strategy focuses on mastering one tactic, like conferences. A "tollbooth" strategy is more profound: it focuses on owning a specific customer *demand situation*. This situation can then be targeted from multiple angles and channels, all designed to make it impossible for a buyer in that moment to ignore you.
Founders often try to build scalable "tollbooth" pipelines (e.g., content, targeted ads) too early. This is a mistake because the specific customer demand is still unknown. A tollbooth strategy is only effective after achieving 5-10 nearly identical customer wins, which provides the necessary conviction and data to target the right moment of need.
Instead of broad surveys, interview 10-12 satisfied customers who signed up in the last few months. Their fresh memory of the problem and evaluation phases provides the most accurate insights into why people truly buy your product, allowing you to find patterns and replicate success.
