Director, Health Plans (Account Executive)

As a Director, Health Plans, this professional will own the full account relationship, serving as both the account executive and the day-to-day success owner for their clients. They will be responsible for a deep understanding of customer needs, fostering enduring relationships, and driving both growth and retention without a dedicated support layer as an Account Executive.

This is a hands-on role: the person in this seat is expected to run their own accounts, build their own analyses, and operate independently in a fast-moving, startup-paced environment. They will possess proven communication, negotiation, and interpersonal skills, along with an analytical, results-driven approach focused on customer satisfaction and retention.

The role is eligible to anyone working remote within the U.S.

What your impact will be

Serve as the primary point of contact for an assigned book of health plan accounts, developing and nurturing proven relationships with clients.

Become experienced in each client's strategic business targets, book of business, and operations.

Increase customer engagement through a proactive cadence of check-ins; understand clients' evolving needs and identify opportunities for additional services.

Independently build the account-level analysis behind recommendations — including enrollment and portfolio data, opportunity sizing, and client-ready materials.

• Facilitate or host webinars with experts to enhance customers' product knowledge.
• Monitor contract renewals and proactively engage with clients to secure renewals.

Travel Requirements

5 - 10 % travel throughout the year

What we look for

Bachelor's degree in Business, Marketing, Computer Science, Data/Analytics, or a related field.

An analyst-caliber background, with the ability to work directly with data (e.g., Excel, SQL, BI tools) to build account insights independently. (1-3 years)

Prior experience in a startup or lean, high-ownership environment. (1-3 years)

Proven experience as an Account Executive, Customer Success Manager, or in a similar client-facing role carrying both relationship and commercial outcomes. (2-4 years)

Proven communication, negotiation, and interpersonal skills.

Ability to understand technical concepts and translate them into client-friendly terms.

Results-driven with a focus on customer satisfaction and retention.

Salary Range

$120 - 135K

What we offer

• Plenty of opportunities to grow your career
• Comprehensive medical, dental, and vision benefits
• 3 weeks of vacation plus 5 personal days to recharge
• Employee stock ownership, RRSP program, 401k + matching
• A chance to give back through community involvement
• Flexible work arrangements to suit your lifestyle

About us

For nearly two decades, ConnectureDRX’s vast network of health plan data has brought carriers, FMOs and brokers together to simplify selling health plans in order to help millions of consumers find and enroll in their best fit Medicare plans every year.

About Harris Computer

Harris provides mission critical software solutions for the Public Sector, Healthcare, Utilities and Private Sector verticals throughout North America, Europe, Asia and Australia.

Working for Harris is the perfect opportunity to fulfill your professional goals as well as achieve your personal dreams!

Our employees enjoy a casual work environment that offers comfort while providing superior service to our customers. We offer a comprehensive benefit package as well as other additional “Perks”!

We empower our employees to make a difference

We have an award-winning culture

We offer opportunity to learn

• We are financially strong and we are owned by the largest software company in Canada (CSI)
• We have fun!
• Follow us on social media to learn more about our company values, culture and initiatives!
• Instagram: ⁠@weareharris
• LinkedIn: ⁠Harris Computer

#LI-remote