
Conversational data capture has been a popular theme this month with announcements from People.AI and Nektar. Winn.AI, a Tel Aviv-based AI Assistant and playbook vendor, came out of stealth mode this month to offer AI-based playbook coaching during digital sales calls. Winn.AI also captures real-time conversations and syncs account intelligence with Salesforce and HubSpot.
“Winn.AI relieves salespeople of…administrative busywork so that they can focus on their customers — not their keyboards. Its magic lies in its unique ability to monitor, interpret, and document sales calls,” said CEO Eldad Postan-Koren.
Winn.AI also supports playbooks and tracks key topics during calls, helping salespeople stay focused on their prospects. Winn.AI captures all relevant data during sales calls, such as pain points, timelines, competitors, and team size. Product, competitive, and technical information are also displayed during calls, reducing the frequency of “I’ll get back to you” responses and presenting competitive parries.
“One of our core competencies is that we’re training our AI in real-life sales meetings. This greatly helps us make it more accurate versus standard training resources,” said Postan-Koren. “Furthermore, the more a customer uses the product in their own sales meetings, our AI capabilities will improve to match their exact needs.”
To speed up playbook definition, Winn.AI includes a set of templates based on common sales methodologies.
Winn.AI joins conversational platforms, beginning with Zoom. Teams, Google Meet, and additional conversational platforms (meetings and dialers) are on the roadmap for Q4.
Other features include time warnings, attendee lists, and post-call meeting summaries. Editable summaries are displayed as soon as the call ends, adding them to the standard call workflow but removing most data entry. Salespeople can also send a personalized recap email to call participants. This review and notification process is generally completed within four minutes of call conclusion.

Winn.AI does not create new records at this point but updates and enriches current Account, Contact, Lead, and Opportunity records. Winn.AI does not yet support inbound calls or SDR outbound prospecting performed on dialers.
Playbook coaching reduces onboarding time and gives reps confidence that they have proper messaging, competitive knowledge, and technical details at the ready.
Like most SalesTech companies in 2022, Winn.AI positions itself around productivity and effectiveness during lean times.
“The funding round timing made perfect sense. During turbulent times, when salespeople’s productivity and effectiveness are more critical than ever, a tool like Winn.AI provides the additional edge sales leaders and individuals are seeking,” Postan-Koren said. “The Winn.AI real-time assistant acts as an extra pair of hands during meetings, giving salespeople the freedom to focus their attention entirely on the customer.”
Winn.AI is backed by $17.25 million seed funding from Insight Partners and S-Capital. The firm has 25 employees and plans to double its headcount by the end of 2023. The funds will be invested in “improving our deep technology” and building a sales and marketing organization. All employees are in Israel, but they will be hiring in the US over the next two quarters.
Near-term roadmap goals are expanding the set of supported conference platforms and dialers, broadening the set of supported customer-facing roles (e.g., customer success, support, SDRs), adding playbook measurement and optimization tools, and implementing multiple, dynamic playbook branching (e.g., competitive handling, verticalized playbooks, technical discussions).
Postan-Koren offered GZ Consulting a compelling vision of “automated knowledge and personalization” feedback loops with the sales enablement team. Closing the loop helps the enablement team maintain playbook recommendations. Winn.AI will collect common responses and discussion tracks and feedback this intelligence to sales enablement for review and adjustments. This human-in-the-loop approach facilitates playbook and coaching refinement and filling in coaching gaps. It also identifies potential training needs as markets evolve.
“Winn.AI’s innovative and intuitive technology has identified a solution that addresses the pain points of Busy work. By allowing salespeople to focus on making the sale, Winn.AI enables organizations to Improve performance and increase the quota,” said Hagi Schwartz, Managing Director at Insight Partners.
Postan-Koren explained that Winn.AI employs NLU (Natural Language Understanding), which goes beyond NLP (Natural Language Processing).
“Understanding is not processing because I can ask you, ‘Michael, how many employees are you?’ And your answer will be 20 employees. But I can also ask you, ‘Mike, do you have 20 employees?’ And your answer will be yes. Or I can ask you ‘how many employees?’ and your answer will be 20. So here are three different ways to ask the same question to get the same answer, and the computer won’t understand it. Understanding context is the secret sauce here.”
What also differentiates Winn.AI is the combination of playbooks with real-time call coaching, data capture, and CRM syncing, allowing reps to be more present during calls. These elements are supported across many products, but I have not seen a company combine them into a single offering.
“The system is a personal assistant for the salespeople and relieves the burdensome administrative work of taking notes, having a list of answers, and entering information into the CRM,” stated Postan-Koren. “ It does so all at a level of detail that does not exist in other tools on the market, so much so that in real-time, it can exactly match a specific topic of conversation to the relevant field in the CRM. Also, the system knows how to follow the topics of the conversation in real-time, check the full coverage of the conversation’s agenda, and give instructions that will help improve performance. This is a new category in the SalesTech world, and Winn.AI aims to lead this category.”
Winn.AI is currently in beta with plans to formally launch in early 2023. The firm is not targeting specific verticals as it believes it has a compelling cross-industry solution that supports digital sales, customer success, and service departments.
Winn.AI is SOC II, Type 2 compliant.
Pricing has not been disclosed.
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