Strategic Accounts Director

Summary

Join Kalepa, a revolutionary AI-powered commercial insurance platform, as a Strategic Accounts Director. This role demands 10+ years of enterprise SaaS sales experience, focusing on securing new relationships with leading US insurers. You will spearhead commercial growth, managing high-value accounts, identifying key stakeholders, and closing large commercial agreements. The position requires significant travel (up to 80%) for in-person client meetings, preferably in the Tri-state area or Chicago. Kalepa offers a competitive salary ($160K-$190K base, $320K-$380K OTE), aggressive bonuses, equity options, and excellent benefits. This is a ground-floor opportunity to join a rapidly growing, VC-backed startup transforming a trillion-dollar industry.

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)
• Have 10+ years of enterprise SaaS Sales experience - driving new logo sales with top tier enterprise organizations and expanding existing relationships
• 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
• Serve as a trusted thought partner and always look for ways to enable clients further with our Copilot solution
• 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
• Focus on a set of named, high-value, tier 1 enterprise accounts
• Own a mix of prospects (primary focus) and cross-sell opportunities at existing accounts
• Identify key influencers and stakeholders within these accounts
• Develop new relationships and nurture existing ones, turning them into sales opportunities
• Deliver large commercial agreements
• Work closely with company leadership and serve as a trusted thought partner to the prospects/clients they serve
• 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)