Strategic Accounts Director

Summary

Join Kalepa, a leading AI-powered commercial insurance platform, as a Strategic Accounts Director. This role requires 10+ years of enterprise SaaS sales experience, focusing on securing new relationships with major US insurers. You will manage high-value accounts, identifying key stakeholders, developing relationships, and closing large commercial agreements. The position involves significant travel (up to 80%) to meet with clients and prospects. Based in the Tri-state area or Chicago is preferred, but other locations in CST or EST are considered. Kalepa offers a competitive salary ($160K-$190K base, $320K-$380K OTE), aggressive bonus structure, equity options, and excellent benefits.

Requirements

• Spend several days per week meeting with clients and prospects in-person within your geography (Tri-state area or Midwest if based in Chicago)
• 10+ years of enterprise SaaS Sales experience - driving new logo sales with top tier enterprise organizations and expanding existing relationships
• Exceptional, demonstrated, ability to close and grow large enterprise SaaS contracts
• Experience at an early-stage startup during hypergrowth
• Strong verbal and written communication skills; ability to engage effectively with senior executives
• Hustle: finding ways to get things done, destroying obstacles, and never taking no for an answer
• Passionate, deeply motivated, and have a strong will to win
• Excellent listener; perceptive to clients’ strategic priorities and business considerations
• Value open, frank, and respectful communication

Responsibilities

• Develop master-level knowledge of the industry and become a thought partner to your clients, prospects, and Kalepa’s leadership
• Independently develop and execute sales plans to exceed Kalepa’s targets, including prospecting at the senior executive level at enterprise organizations, including publicly traded companies
• Identify key influencers and stakeholders within accounts
• Develop new relationships and nurture existing ones within accounts
• Turn prospects into sales opportunities
• Deliver large commercial agreements within accounts
• Work closely with company leadership and serve as a trusted thought partner to prospects/clients
• Think strategically and continuously devise and execute on novel and thoughtful approaches to generate new opportunities and expand Kalepa’s revenue from your set of named accounts
• Partner closely with Kalepa’s Client Success team to ensure engagements are set up to deliver significant commercial impact and ROI for our clients and to evangelize Copilot within client organizations

Benefits

• Competitive salary (based on experience level)
• Very aggressive bonus structure, designed to reward exceptional performance
• Significant equity options package
• 401(k) plan with employer contribution (regardless of employee contribution)
• Work with an ambitious, smart, global, and fun team to transform a $1T global industry
• Ground floor opportunity – very early member of Kalepa’s sales team
• Excellent benefits: 100% covered medical, 100% covered vision and dental, very generous PTO, and others
• Global team off-sites (2021 - Playa del Carmen, 2022 - Rome, 2023 - Buenos Aires, October 2024 - Lisbon)