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Head of Sales

Kastle· Sales
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Hybrid (San Francisco)Full-timePosted 1mo ago

About the role

Head of Sales role at Kastle, an AI employee platform for consumer lending, responsible for building and leading the GTM and revenue engine as the company scales from founder-led sales to a full enterprise sales organization.

Responsibilities

  • Own Kastle’s revenue number and the key sales components of reaching it, including hands-on deal management and coaching, buildout of the sales and sales management team, and revenue forecasting.
  • Work with the CEO and AEs to develop and execute strategic sales plans to penetrate key accounts in mortgage lending, servicing, and consumer banking.
  • Act as a recruiter, quality bar and coach across AEs, with a focus on building an enterprise SWAT team of EAEs and SAEs closing $1m+ ACV deals with banks and enterprise lenders.
  • Hire and coach reps that can navigate challenging, multi-stakeholder sales processes (C-suite, InfoSec, legal, and procurement) within large enterprise organizations.
  • Build and maintain a strategic, hunter-first culture where reps are aggressive outbound, creative in storytelling, and strategic in how they use their champions to close 7 and 8 figure deals.

Qualifications

  • 15+ years of formal sales experience, with a minimum of 7 years building or scaling teams focused on selling to large mid-market or enterprise organizations
  • Proven track record of consistently meeting or exceeding quota in a B2B SaaS environment as an individual contributor
  • Minimum 5 years of experience selling in a startup or high-growth technology company
  • Demonstrated success building teams in selling "net new" products or services that require market education
  • Willingness and ability to build an independent pipeline
  • Experience with modern sales tools and methodologies (e.g. Outreach, MEDDIC)
  • History of building strong relationships and referenceable network with C-level executives
  • Strong consultative selling skills with the ability to communicate challenging technical concepts to both technical and non-technical audiences
  • Proficiency in navigating complex, multi-stakeholder sales processes

Skills

Required:Revenue ownershipStrategic account planningPeople leadership / coachingEnterprise sales

Benefits

  • Competitive base salary with uncapped commission potential
  • Executive equity options to share in the company's success
  • Comprehensive health, dental, and vision insurance
  • 401(k) with company match
Last updated Oct 21, 2026. Interested? Apply on the company site.
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About Kastle

AI agents for mortgage servicing

Kastle is an AI voice agent for mortgage servicing. We help servicers collect payments, verify new borrowers, and qualify new loan inquiries over the phone. Rishi and Nitish met at UIUC where they graduated with degrees in systems engineering and computer science. Rishi was the founding Product Manager for Redfin’s Mortgage Marketplace at 22 and grew the business from $3M to $6M in revenue in 9 months. Nitish patented Verkada’s motion search system and was the youngest tech lead at the company at 23. While building Redfin's Mortgage Marketplace Rishi realized traditional lenders didn't have the infrastructure to service online inquiries and were losing customers. Nitish and Rishi are building Kastle to help traditional financial services companies better interface with their customers.

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