Head of Sales
The founding Head of Sales will own revenue growth, sell large enterprise deals with banks and lenders, and build a high-performing GTM organization beyond founder-led sales. The role requires extensive B2B SaaS experience, enterprise sales leadership, startup experience, and strong executive relationships.
About the job
Responsibilities
- Own Kastle’s revenue number and key sales components, including hands-on deal management, coaching, sales-team buildout, and revenue forecasting.
- Partner with the CEO and account executives on strategic sales plans for mortgage lending, servicing, and consumer banking accounts.
- Recruit, evaluate, hire, and coach account executives and sales account executives.
- Build an enterprise sales team capable of closing $1M+ ACV deals with banks and enterprise lenders.
- Coach representatives through complex, multi-stakeholder sales processes involving C-suite leaders, InfoSec, legal, and procurement.
- Build a strategic, hunter-first culture focused on outbound selling, creative storytelling, champion development, and large enterprise deals.
Requirements
- 15+ years of formal sales experience.
- 7+ years building or scaling teams selling to large mid-market or enterprise organizations.
- Proven quota attainment in a B2B SaaS environment as an individual contributor.
- 5+ years selling in a startup or high-growth technology company.
- Demonstrated success building teams that sell net-new products or services requiring market education.
- Ability to build an independent pipeline.
- Experience with modern sales tools and methodologies.
- Strong relationships and a referenceable network with C-level executives.
- Strong consultative selling skills and ability to communicate technical concepts to technical and non-technical audiences.
- Experience navigating complex, multi-stakeholder sales processes.
Preferred Qualifications
- Experience as an early executive, early sales hire, or first non-founder executive at a startup.
- Experience selling to large banks and lenders.
- Extensive professional network within large banks and lenders.
Compensation & Benefits
- Competitive base salary with uncapped commission potential.
- Executive equity options.
- Comprehensive health, dental, and vision insurance.
- 401(k) with company match.
Skills
B2B SaaS, Enterprise Sales, Sales Leadership, Revenue Forecasting, Sales Recruiting, Sales Coaching, Pipeline Development, Strategic Account Planning, Outbound Sales, MEDDIC, Outreach, Consultative Selling, Executive Selling, Sales Methodologies, Complex Sales Processes
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