Sr. Business Development Manager - Cigna Healthcare, 0500(Hybrid; Chicago, IL)
Posted Sep 30, 2026 · We last checked this listing on Oct 6, 2026
Likely interview questions for this role
Written from this job description, not a generic list. Each one notes what the interviewer is really checking.
About your past
Tell me about a new employer group you won. What made them leave their current carrier?
What they are checking: Whether they understand why employers switch and can show a repeatable path from prospect to close.
Tell me about a deal you lost. What did you learn and change afterward?
What they are checking: Whether they reflect honestly on losses and adjust, rather than blaming price every time.
Describe how you've kept a consultative relationship going with a prospect who wasn't ready to buy for two years.
What they are checking: Whether they play the long game that employer benefits sales usually requires.
What would you do
Walk me through how you'd build a territory plan to win new employer groups in the Chicago market in your first year.
What they are checking: Whether they can prioritize prospects and channels with a real plan instead of relying on activity alone.
How do you build a relationship with a broker who already places most of their business with a competitor?
What they are checking: Whether they know brokers drive most group sales and can earn a seat at the table over time.
How would you position bundling medical with pharmacy and behavioral health to an employer who only wants to price medical?
What they are checking: Whether they can sell the value of an integrated portfolio without pushing a client past their real needs.
Your target for new membership is behind at midyear. What do you do differently in the second half?
What they are checking: Whether they diagnose pipeline problems specifically instead of just promising to work harder.
How do you work with underwriting when the rate they produce won't win the case?
What they are checking: Whether they can advocate for a deal while respecting profitability and underwriting discipline.
About the work
When you're managing an RFP, how do you make the proposal answer what this employer actually cares about rather than sending a standard response?
What they are checking: Whether they tailor responses to the client's cost, network and member needs, which separates winning proposals.
What would you look at in an employer's claims or renewal history to shape your pitch?
What they are checking: Whether they understand group benefits economics like trend, utilization and stop-loss exposure.
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Practice this out loudThe full job description
As published by Cigna.