Siro Lands $50M to Expand AI-Powered Sales Coaching
- Jermy Johnson
- May 21
- 2 min read

Siro, a startup focused on improving the lives of sales representatives, has just secured $50 million in a Series B funding round. This latest investment, led by SignalFire with participation from notable investors, will help the company expand its AI-powered coaching platform for sales professionals.
Siro was founded by Jake Cronin, who drew inspiration from his own experience selling kitchen knives door-to-door as a college student. Cronin realized that while the sales work was lucrative, he couldn't be on the ground to coach all the junior sales reps he hired. This insight led him to start building Siro, with the goal of using technology to support and empower sales teams.
The core of Siro's platform is an app that transcribes sales meetings in real-time, allowing the company to provide insights and coaching to sales reps. Features include a dashboard where successful calls can be shared and reviewed by peers, enabling reps to learn from the best practices of their colleagues.
Siro's approach goes beyond simply capturing data – the company also trains industry-specific AI models to provide tailored coaching. For example, the platform can analyze how a salesperson is building rapport and handling rejections, offering personalized feedback to help them improve their skills.
According to Wayne Hu, a partner at SignalFire, Siro's solution is helping to "digitize the 'dark matter' of offline conversations comprising field sales engagements." This data-driven approach has broad applicability across various industries, making Siro's platform a valuable tool for sales organizations looking to enhance the performance and productivity of their teams.
With the new $50 million in funding, Siro plans to further expand its reach and continue developing its AI-powered coaching capabilities. As the sales landscape evolves, tools like Siro's could become increasingly essential for sales teams looking to stay ahead of the curve and deliver exceptional customer experiences.
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