# Head of Sales at Kastle

- Company: Kastle
- What the company does: One platform that keeps originations, fulfillment, and servicing moving 24/7, built for regulated work and connected to the systems you already use. Backed by Y Combinator.
- Company website: https://kastle.ai/
- Type: Startups (AI role)
- Level: Principal and up
- Location: San Francisco
- Work setup: On-site
- Posted: 2026-08-24
- Apply by: 2026-10-08
- Apply: https://jobs.ashbyhq.com/kastle/735bed91-3179-4511-88a8-d87b7e0804db
- Page: https://www.1752.vc/careers/jobs/kastle-head-of-sales/

## About the role

We’re looking for our founding Head of Sales hire who can take a product with large ACVs, fast sales cycles and early PMF, and build out the team and systems to hyperscale as we move past founder-led sales. This role requires an ability to: work directly with founders selling large deals, recruit, hire, evaluate and coach EAE and SAE talent, and act as a player coach when needed alongside reps as the business scales.

## What they're looking for

- 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)

Tags: Revenue