Director, Strategic Sales – Cardiology

Ascertain is building AI agents to automate administrative work for care teams, deployed in major health systems and large specialty groups, saving hundreds of staff hours weekly. Backed by Northwell Health and Deerfield Management, Ascertain aims to restore time, trust, and focus to healthcare professionals.

About the Role

Ascertain is seeking a Director, Strategic Sales – Cardiology to build and grow their cardiology business. You’ll be responsible for winning new business with cardiology practices, MSOs, regional groups, and affiliated health system practices, establishing Ascertain as a key commercial partner in the cardiovascular market.

This is a true hunter role. You’ll own the sales cycle from prospecting through close, building your own pipeline, opening doors, and carrying a multimillion-dollar revenue target. You’ll work directly with senior healthcare leaders to identify administrative complexity challenges and build a compelling case for Ascertain.

You won’t work alone, but you’ll own the outcome. You’ll have access to leaders and experts across Ascertain—from Product and Partner Solutions to Implementation and clinical/operational SMEs—and will be responsible for bringing the right people into the sales process at the right time to advance complex opportunities.

This opportunity is for someone who wants to do more than sell an established product. You’ll help define how Ascertain wins in cardiology, turning relationships into revenue, bringing market insights back into the business, and building the commercial playbook and team as the company grows.

What You’ll Do

• Own the full enterprise sales cycle for Ascertain’s cardiology business, from prospecting and pipeline development through negotiation and close, working with MSOs, regional groups, and affiliated hospital cardiology practices to deliver against a multimillion-dollar revenue target.

• Lead sophisticated, consultative sales conversations with executives, operators, clinicians, and financial stakeholders, building consensus across complex buying groups.

• Orchestrate the right Ascertain resources to advance opportunities, bringing in Partner Solutions, Implementation, Product, and clinical/operational SMEs at the right points in the sales process.

• Maintain strong commercial and forecasting discipline, keeping CRM and pipeline data current and partnering with Product, Finance, and other internal teams to provide reliable visibility into the business.

• Help build Ascertain’s cardiology commercial function, using customer insights, market feedback, and competitive intelligence to shape go-to-market strategy and develop additional commercial teammates as the business grows.

What We’re Looking For

• 8–12+ years of B2B enterprise healthcare sales experience, ideally selling software, digital health, medical devices, revenue cycle solutions, or other complex solutions into healthcare organizations.

• Demonstrated success building pipeline and winning new business in the cardiovascular market, rather than primarily managing or expanding an existing book of accounts.

• Strong consultative enterprise selling skills and commercial judgment, with the ability to understand a customer’s business model, build a compelling economic case for change, and navigate complex sales cycles; experience with Challenger, MEDDICC, or similar methodologies is a plus.

• Entrepreneurial, relationship-driven approach to sales, with the ability to earn credibility with senior healthcare leaders and effectively orchestrate technical, operational, implementation, and subject matter experts throughout the sales process.

• Bachelor’s degree and a track record of performing against ambitious commercial goals, with motivation to succeed in a performance-driven environment where exceptional results are meaningfully rewarded.

Bonus Points

• Experience selling into vascular, ambulatory surgery, or ambulatory imaging organizations.

• Experience with healthcare revenue cycle management, prior authorization, practice management, or other administrative workflows.

• Experience at a healthcare technology, medical device/imaging, or enterprise technology organization known for rigorous sales training, with existing relationships with leaders across cardiology practices, cardiology groups, or adjacent ambulatory healthcare organizations.

• Experience helping establish a new market, service line, or commercial motion rather than inheriting a mature territory.