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Headsum opens next cohort after refining its product for complex B2B sales conversations

March 13, 2026

Since founding the company in 2024, the team has iterated through multiple product directions before arriving at a sharper focus. The pattern that kept surfacing was simple: even strong sales professionals can lose winnable deals when a conversation becomes more complex, a new stakeholder raises a concern, or an important question arrives before the team is ready to answer it well.

“In complex sales, the issue is rarely effort alone,” said Vanja Eriksson, CEO and co-founder of Headsum. “The difference is often whether the team can understand what the buyer really needs and respond with clarity in the exact moment the conversation gets harder. That is the problem we built Headsum to solve.”

Headsum is designed for teams running complex B2B deals where product detail, proof points, and live stakeholder questions can directly influence whether a deal progresses or stalls. Rather than asking teams to change how they sell, the product is built to support the conversations they are already having.

Thomas Bailey, co-founder of Headsum, said the company deliberately moved away from building a generic AI sales product. “We were not interested in creating more noise around AI,” he said. “We wanted to build something genuinely useful in the moments that decide whether a buyer gains confidence or leaves with uncertainty.”

Headsum is now opening access to its next cohort of teams as it continues to shape the product in live sales environments with selected users.

Headsum’s current focus is helping sales teams respond with more clarity, credibility, and relevance in live conversations, while reducing the friction that comes from scattered knowledge and slow follow-up.

Teams interested in joining the next Headsum cohort can learn more and sign up at https://www.headsum.com/.

About Headsum

Headsum helps sales teams bring the right proof, product knowledge, and stakeholder-specific answers into live conversations. Founded in 2024, the company is focused on improving clarity in complex B2B sales conversations, so teams can respond better when the deal gets harder.