Role Description We're looking for an experienced enterprise sales leader to help shape Sage's commercial strategy and accelerate growth. Working closely with our sales and executive team, you'll drive complex enterprise sales, help refine our go-to-market motion, and contribute to building a scalable commercial organization. This is an ideal opportunity for someone who enjoys balancing strategic thinking with hands-on execution. You'll develop executive relationships, navigate complex buying cycles, and help define how Sage wins and expands enterprise customers as we scale. This role requires travel to our New York headquarters, customer sites, and industry events up to 50% of the time. Responsibilities - Own the full enterprise sales cycle, from strategic prospecting through executive-level negotiations and close, while driving new customer acquisition and expansion within existing accounts. - Partner cross-functionally with Product, Marketing, Customer Success, and Leadership to refine Sage's go-to-market strategy, sales motion, and commercial processes as the company scales. - Build and maintain a healthy pipeline through outbound prospecting, strategic partnerships, executive networking, and industry events while developing trusted relationships with key stakeholders. - Deliver accurate forecasting, pipeline management, and data-driven insights to support strategic planning and revenue growth. - Help shape the future of Sage's commercial organization by contributing to sales enablement, sales methodology, account strategy, and operational excellence. Qualifications - 10+ years of progressive enterprise SaaS sales experience with a consistent track record of exceeding quota. - Demonstrated success selling complex, multi-stakeholder software solutions to executive buyers with long sales cycles. - Strong commercial judgment, communication, and relationship-building skills, with the ability to influence both customers and internal stakeholders. - Comfortable operating in a fast-paced, high-growth startup environment with ambiguity and evolving priorities. - Passion for Sage's mission to improve care for older adults and the caregivers who support them. Preferred Qualifications - Experience selling technology into senior living, healthcare, or other highly regulated industries. - Experience building or scaling an enterprise sales function within an early-stage or high-growth SaaS company. - Understanding of enterprise buying processes, land-and-expand sales strategies, and value-based selling. Benefits - Our headquarters are located in New York City’s Union Square, and we value cross-team collaboration and in-person connection. - We encourage participation from all team members—great ideas can come from anywhere. - We host offsites, outings, and team meals to stay connected as people. - We offer office lunch, a fully stocked snack bar, and an in-office culture with flexibility for remote work. - The expected annual compensation for this role includes a base salary of $150,000–$175,000 USD, depending on experience and interview performance, with total on-target earnings (OTE) of $250,000–$300,000 USD. - We offer fully paid health and dental coverage, plus vision insurance, premium primary and urgent care memberships, online health providers, unlimited PTO (“take what you need”), seven paid holidays, and a company-wide winter break.