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Collectly is an AI-driven RCM software platform that increases revenue, cuts support calls and keeps patients happy.
The Role
The Director of Enterprise Sales will lead a team, drive revenue strategies, enhance pipeline health, and improve sales execution in a complex environment.
Summary Generated by Built In
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 Operations 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.
Required Qualifications
- 7+ years of B2B SaaS sales experience, including significant enterprise selling exposure into 6 and ideally 7 figure deals.
- 3+ years managing Enterprise Account Executives in complex, multi-stakeholder environments.
- Proven ability to coach enterprise deal strategy and executive engagement.
- Experience building operating cadence in high-growth environments.
- Consistency in meeting and exceeding revenue and pipeline generation targets.
- Demonstrated ability to “figure it out”
- Located in the San Francisco Bay Area.
- We are owners - we have high ownership and take action.
- We is greater than me - we have humility and put the team first.
- We know our numbers - we are data-driven and understand how to impact our business internally and our customers’ business externally.
- We are AI powered - we automate easy repetitive tasks and research so we can solve harder problems and have a greater impact.
- We are one with the Buffalo - we expect that there will be challenges along the way and, like the Buffalo, we confront these challenges head on by running INTO the storm.
Alignment with Collectly’s GTM Values:
Core Competencies
- Strong enterprise qualification and deal strategy expertise (MEDDPICC, Challenger, GAP Selling, Selling through Curiosity).
- Ability to improve diagnostic quality in complex sales conversations.
- Data-driven mindset with strong pipeline and conversion analysis skills.
- High standards and comfort holding senior sellers accountable.
- Action-oriented leadership style with a focus on measurable outcomes.
- Ability to thrive in a dynamic start-up environment
- Deep curiosity and a strong Growth Mindset
- Experience with a modern sales tech stack
Preferred Qualifications
- Experience selling into healthcare providers or revenue cycle environments.
- Background in early stage venture-backed SaaS companies.
- Familiarity with AI-driven or workflow automation solutions.
Why You'll Love It Here
- Unlimited PTO: We believe in work-life balance and encourage you to recharge when you need it.
- Comprehensive Health Coverage: Fully paid medical, dental, and vision insurance for you and your dependents, because your well-being matters to us.
- Equity Opportunities: Share in our success with stock options - your hard work will drive our growth.
- Retirement Planning Made Easy: Enjoy a 401(k) with a generous company match to secure your future.
- Student Loan Support: We help lighten the load with contributions toward your student loans.
- Competitive Compensation: $330,000 - $390,000 per year on target earnings, plus equity.
If you think you’re a “Buffalo” who has what it takes to have a meaningful impact within our rapidly growing organization and to the broader healthcare industry - apply to come join our team today!
Skills Required
- 7+ years of B2B SaaS sales experience
- 3+ years managing Enterprise Account Executives
- Proven ability to coach enterprise deal strategy
- Experience building operating cadence in high-growth environments
- Consistency in meeting and exceeding revenue targets
Collectly Compensation & Benefits Highlights
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Healthcare Strength — Health coverage is described as 100% employer-paid for medical, dental, and vision, often extending to dependents or the whole family. This materially reduces out-of-pocket costs and is positioned as a standout differentiator for attraction and retention.
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Leave & Time Off Breadth — Unlimited PTO and paid holidays are highlighted alongside an outcomes-focused culture. This structure supports work-life balance and encourages real time off usage.
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Retirement Support — A 401(k) plan with company match is available and sometimes characterized as generous. This bolsters long-term savings as part of the total rewards mix.
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The Company
What We Do
Collectly is a fast-growing healthcare tech startup leading the charge in transforming the U.S. healthcare market through AI-driven innovation. In the U.S., millions of patients interact with healthcare providers daily, navigating a system that often struggles with inefficiencies, administrative burdens, and suboptimal financial experiences. At the forefront of the AI boom, Collectly is redefining revenue cycle management (RCM) by applying cutting-edge artificial intelligence to automate workflows, streamline billing processes, and create seamless financial experiences. Our solutions are designed to tackle some of the biggest challenges in healthcare: accelerating cash flow, reducing administrative overhead, and elevating the patient experience during critical non-clinical touchpoints. By simplifying billing for providers and elevating the patient financial experience, Collectly empowers healthcare organizations to thrive in a rapidly evolving healthcare landscap We empower healthcare providers to focus on what matters most - delivering care.
Why Work With Us
We’re building something big and having a great time doing it. At Collectly, you’ll tackle meaningful work, grow fast, and collaborate with smart people who actually enjoy working together. We’re here to solve healthcare’s toughest challenges and we’re looking for the best of the best to join us.
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Collectly Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
Typical time on-site:
3 days a week
