Mainstay Shifted to Buyer-Value Selling and Accelerated Sales Growth

“We had a market leading AI-product but were not consistently bringing our unique value into sales conversations nor qualifying prospects around their critical goals. Winalytics helped us transform our sales approach to bring greater consistency and discipline in each prospect conversation.”

Engagement Highlights

– Developed a value driven messaging and a buyer qualification framework focused on the critical goals that support deal closes

– Improved 1st call to closed won conversion from 10% to 18.7% through more disciplined call management, messaging and prospect qualification

– Supported a shift in sales trajectory toward tripling sales bookings

The Opportunity

Mainstay needed a more predictable sales approach to support ambitious growth goals and move beyond inconsistent founder-led selling. The company also needed a stronger way to qualify prospects around the critical goals that drive buying decisions.

As an AI-enhanced conversational messaging platform for higher education, Mainstay had developed a differentiated approach to student engagement that moved beyond one-way texts and one-time nudges. But with the two co-founders and one dedicated seller each using different messaging and qualification strategies, sales execution lacked the consistency and predictability needed to scale.

The Solution

Mainstay partnered with Winalytics to build a more disciplined sales motion.

– Built a shared sales playbook across the team.

– Created buyer-focused messaging and qualification around critical goals.

– Coached sellers using call reviews and deal-specific skill development.

– Supported recruiting and onboarding for new sales hires.

The Results

– 18.7% first-call-to-closed-won conversion, up from 10%.

– 3x sales booking trajectory YoY.

– 1 repeatable recruiting and onboarding strategy for new sellers.