Jessica MacDonald

Vice President, Sales
Student Insurance | CA License 0386216
Boston, MA •

Jessica MacDonald is Vice President, Sales of Student Insurance. Jessica helps identify new business opportunities and present the company's value proposition to schools across the country at both the community college and university level.

About Jessica

Experience & Expertise

Jessica is a solutions-driven sales professional with a proven ability to create, implement and manage strategic business initiatives that drive sales growth and profitability. She has over 20 years of experience in the health insurance industry, with an emphasis in student health, sales, business development, process optimization, sales operations, product implementation, account management and business strategy. Jessica is a result-oriented team leader who excels at collaborating with clients, brokers, sales team and internal constituents to clearly define and communicate strategy. Jessica has the ability to think holistically and build consensus at both the front-line and executive levels, resulting in opportunities that align strategic goals with measurable results.

Besides her role at Wellfleet, MacDonald has held other leadership roles at Anthem/Elevance as Director of Sales and Strategic Accounts, and at Aetna Student Health and Christie Student Health, where she successfully managed sales and customer service strategies to attract new clients.

In the news

Students Home for Summer Break? Don’t Let Their Insurance Take a Vacation

Summer break is here, but student health needs don’t take a vacation. Our Venbrook Student Insurance team, Michael Conway and Jessica MacDonald, shared a great article with tips for how colleges and universities can help students stay connected to health care over the summer.

How your student insurance program can strengthen international student enrollment

International student enrollment is at an all-time high—but as policies shift in 2025, colleges and universities must be proactive in supporting student well-being.

Insuring international students: Protecting learning and reducing liability

Jessica MacDonald, VP, and Michael Conway, SVP, from our Student Insurance division, break down the must-have coverages for international and study-abroad students—plus five key ways universities can help them make sense of their policies.

Contact

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Student Insurance | CA License 0386216

6320 Canoga Ave, 12th Floor
Woodland Hills, CA 91367