What the role involves
About Collectly
Collectly is a fast-growing healthcare technology company transforming revenue cycle management (RCM) through AI-driven automation. Millions of patients navigate inefficient billing systems every day, while providers face delayed payments, rising administrative burden, and operational complexity.
Collectly applies artificial intelligence to automate workflows, accelerate cash flow, and modernize the patient financial experience; enabling healthcare organizations to operate more efficiently and focus on delivering care.
There could not be a hotter space to play in. Healthcare is a $4.9T industry and is adopting AI technology at 2.2x the rate of the rest of the economy. RCM is at the heart of this transformation as it has a clear and demonstrable ROI to our customers.
The Opportunity
We are hiring a Director of Enterprise Sales to lead and elevate our enterprise revenue motion during a critical phase of growth.
This leader will manage a team of experienced Enterprise Account Executives and be responsible for driving predictable revenue performance through stronger pipeline discipline, sharper enterprise deal strategy, and rigorous execution.
This is a hands-on leadership role for an operator who can step into complex deals, elevate diagnostic depth, strengthen outbound accountability, and build the operating cadence required to win consistently.
We are not seeking a passive forecast manager. We are looking for a leader who improves how enterprise sales is executed.
Please note: This role is hybrid - candidates located in the San Francisco Bay Area only will be considered.
Key Responsibilities
Lead Enterprise Revenue Performance
Manage and coach 6 Enterprise Account Executives selling into healthcare organizations.
Improve discovery depth, workflow diagnosis, and economic value articulation.
Standardize deal strategy reviews and win-plan development.
Increase qualified-to-close conversion rates and reduce performance variance.
Strengthen Pipeline Health and Discipline
Establish clear expectations for pipeline coverage and opportunity creation.
Reinforce AE ownership of prospecting and outbound consistency.
Inspect leading indicators across pipeline stages to identify gaps early.
Partner with Sales Development and Marketing to improve meeting quality and early-stage conversion.
Lean into key partnerships to help drive top of funnel and increase win rates.
Elevate Strategic Execution
Join strategic calls and materially improve outcomes.
Diagnose stalled opportunities and define actionable paths to close or disqualify.
Help your team connect pain to value and quantify impact to strengthen the business case in key deals.
Coach reps in real time and in Gong on executive engagement, urgency creation, and multi-threading.
Run plays to compete and win when there is an identified project, and slow down and educate when we’re creating the project.
Identify opportunities to improve the overall motion and partner with the VP of Sales and Executive team to drive change across the GTM organization.
Build Operating Cadence
Implement disciplined weekly inspection rhythms (pipeline, deal reviews, forecasting).
Use conversion data to inform coaching priorities and performance management.
Drive accountability while fostering a culture of ownership and continuous improvement.
What Success Looks Like
Within the first 90 days, this leader will
- Establish consistent and effective deal review cadence.
- Improve strategic clarity across active enterprise opportunities.
- Increase diagnostic rigor in discovery conversations.
- Strengthen pipeline coverage visibility and inspection.
- Bring structure and accountability to the enterprise sales motion.
Over two quarters, success includes
- Measurable improvement in conversion rates.
- Improved pipeline quality and coverage consistency.
- Reduced performance variance across reps.
- Greater predictability in forecasting.
- Hit the number
- Qualifications
- Required
7+ years of B2B SaaS sales experien
About Collectly
About 50% of all out-of-pocket payments get never collected in U.S. healthcare. Collectly helps medical groups and practices accelerate and increase patient cash flow, decrease costs to collect, and increase patient satisfaction.
Full Collectly profile