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Salary: USD 200,000 - 225,000 / annual
Sage is a care intelligence platform for senior living and skilled nursing facilities, connecting hardware (nurse call, fall management, wander management) with software caregivers actually use. The company has raised $124M including a $65M Series C led by Goldman Sachs Alternatives and is rapidly scaling its enterprise sales organization.
You will lead the East region sales team as Regional Sales Director, managing a growing team of enterprise Business Development Executives selling complex, multi-site solutions into senior living and post-acute operators. This is a hands-on leadership role combining coaching and talent development with direct deal execution and operational excellence.
Key responsibilities include:
- Own new business performance across the East region, driving Signed ARR, Live ARR, win rates, and quota attainment
- Lead, coach, and develop enterprise Business Development Executives through structured 1:1s, deal reviews, call coaching, and individualized development plans
- Drive execution across complex enterprise sales cycles, partnering with sellers on deal strategy, executive engagement, negotiations, and closing
- Champion MEDDPICC methodology and establish structured sales operating rhythm across pipeline reviews, territory planning, forecasting, and performance accountability
- Build relationships with senior executives and key decision-makers across communities, management groups, and ownership organizations
- Recruit, assess, hire, and ramp top sales talent through structured hiring and onboarding processes
- Partner cross-functionally with Implementation, Client Success, Revenue Operations, Finance, and Product to improve sales execution and scalable GTM processes
You'll have direct access to the Chief Sales Officer and founders, playing a key role in shaping how Sage scales its sales organization. The role is preferably based in New York City but open to East Coast candidates, requiring approximately 40–50% travel across the region.
Requirements:
- 8+ years of enterprise B2B SaaS sales experience, including 3+ years leading quota-carrying enterprise sales teams
- Proven experience leading complex, multi-stakeholder, long-cycle enterprise sales motions involving $500K+ ACVs or multi-site agreements
- Demonstrated ability to coach and develop sellers, improve team performance, and consistently deliver against revenue targets
- Strong command of MEDDPICC or MEDDIC, with experience building or operating within a structured sales operating system including pipeline management, forecasting, territory planning, and performance accountability
- Proven ability to recruit, assess, and hire top sales talent, with experience scaling teams or regions in high-growth, venture-backed companies
- Vertical SaaS experience selling into operationally complex, regulated environments
Preferred qualifications include experience developing sales playbooks, enablement programs, or training initiatives; hands-on experience with HubSpot, Gong, and modern AI-assisted sales tools; and East region location with travel flexibility.
