Winn.ai is seeking a highly motivated and technically skilled Senior Success Manager to empower our customers and ensure they achieve maximum value from their WINN investment. You will play a key role in driving product adoption and expanding our footprint by ensuring customers fully utilize their licenses and experience the transformative impact of Winn.ai's innovative AI-driven assistant. This role is critical in helping our customers realize the full potential of their WINN investment.

What you'll do:

• Serve as the single point of customer accountability responsible for orchestration of all success deliverables, experience, renewal, and expansion.
• Cultivate and maintain stakeholder relationships with the customer’s sales and business executive leadership, sponsors, and decision-makers within customer organizations that have purchased WINN.
• Partner with customers at all levels of their organization, from C-suite executives to individual contributors, to understand their challenges and provide tailored guidance on leveraging Winn.ai to achieve their business objectives.
• Drive product adoption and license utilization, ensuring customers experience the transformative impact of our AI-powered assistant and realize the full value of their investment.
• Conduct regular business reviews, share best practices, and provide data-driven insights and proactive guidance on Winn's features to optimize customer performance.
• Act as a customer advocate internally, collaborating with product, engineering, and sales teams to continuously improve the Winn.ai experience and address customer feedback.
• Proactively identify and resolve technical issues, escalating when necessary and advocating for customers to ensure timely resolution and minimize disruption.

Who you are:

• 3-5 years of Experience in customer success, providing customer professional services, or other client-facing role within the SaaS or technology industry, including experience managing enterprise customers.
• Exceptional communication and presentation skills with demonstrated ability to communicate and influence effectively at all levels of the organization, including executive and C-level.
• Highly motivated and results-oriented, with a passion for customer success and a deep understanding of the sales process, including the challenges and opportunities faced by sales teams.
• Skills for both analyzing technical concepts and translating them into business terms and for mapping business requirements into technical features.
• Experience leading efforts of cross-functional teams to facilitate resolution or disposition of customer needs or projects.
• Strong technical aptitude and the ability to quickly grasp and explain complex technical concepts related to AI-driven tools, particularly in the context of sales enablement.
• Proven ability to build and maintain strong, trusted advisor relationships with customers, acting as a strategic partner in their success.

Advantage: Familiarity with CRM tools (e.g., Salesforce, HubSpot), and experience working with Enterprise-level customers.

Location: Canada & US (East Coast preferred).

The CSM may be required for occasional travel to customer sites.

If you have reached this point and you are super excited but not sure you check all the boxes - we still want to speak with you! Your passion is priceless. Other things can be learned.

WINN.AI is an Equal Employment Opportunity employer that will consider all qualified applicants, regardless of race, color, religion, gender, sexual orientation, marital status, gender identity or expression, national origin, genetics, age, disability status, protected veteran status, or any other characteristic protected by applicable law.