Regional Sales Leader (East Coast)

About Us

The first baby boomers turn 80 this year. Over the next decade, the population most likely to need daily care will grow faster than the buildings, the staff, or the systems available to serve it.

Sage is the care intelligence platform for senior living and skilled nursing. We connect the hardware senior care runs on, including nurse call, fall management, and wander management, with software caregivers actually use. That consistent use is what produces reliable data, and reliable data is what gives operators a true picture of how their communities are running.

Sage is a collaborative team of ambitious, multi-disciplinary entrepreneurs on a mission to reinvent senior care with a modern operating system for caregivers. Millions of people depend on this care getting better, and we move with the urgency that deserves.

About This Role

Sage has raised $124M, including a $65M Series C led by Goldman Sachs Alternatives, and is rapidly scaling its new business sales organization. We're looking for a Regional Sales Director to lead our East region, 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 sales leadership role focused on coaching and talent development, enterprise deal execution, and operational excellence. You'll help sellers navigate complex, multi-stakeholder sales cycles, drive MEDDPICC adoption, and build the structure and accountability needed to deliver predictable revenue growth.

You'll have direct access to the CSO and founders and play a key role in shaping how Sage scales its sales organization, from recruiting and developing top talent to strengthening our sales methodology, forecasting discipline, and regional GTM strategy.

This role is preferably based in New York City, but we are open to candidates located elsewhere along the East Coast. The position requires approximately 40–50% travel across the region.

Responsibilities

Own new business performance across the East region, driving Signed ARR, Live ARR, win rates, and consistent quota attainment
Lead, coach, and develop a growing team of 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 and establish a 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, while managing performance with clear expectations
Partner cross-functionally with Implementation, Client Success, Revenue Operations, Finance, and Product to improve sales execution, customer handoffs, and scalable GTM processes

Minimum Qualifications

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

Experience developing sales playbooks, enablement programs, or training initiatives that improve team performance
Hands-on experience with HubSpot, Gong, and modern AI-assisted sales tools
Based in the East region with flexibility to travel 40–50% for customer and team engagements