Which would be a better career choice: an Account Executive (group) position at a Fortune 500 insurance company or a Senior Manager of Operations role at a private equity-backed, large healthcare services roll-up?

Choosing between these two roles depends on various factors, including your career goals, interests, and the specific opportunities each position offers. Here are some considerations:
Company Type and Stability: A Fortune 500 insurer is likely to offer greater stability, a more established organizational structure, and potentially more comprehensive benefits. The role of an Account Executive here could provide a solid career path in a well-regarded industry with the opportunity to build a strong professional network.
Growth and Impact: On the other hand, a PE-backed healthcare services roll-up may offer a dynamic and fast-paced environment with opportunities for significant impact and growth. A Senior Manager of Operations role in such a setting could be ideal if you’re looking to take on broader responsibilities and have a direct influence on business strategies during its expansion phase.
Industry: Consider your interest in insurance versus healthcare. The insurance industry might offer more traditional work processes, whereas healthcare services could present opportunities to be involved in innovative approaches to healthcare delivery.
Role and Responsibilities: The Account Executive position could be more client-focused, dealing with sales and relationship management. The Senior Manager of Operations role may require more strategic thinking and operational oversight, which could be appealing if you prefer working on improving processes and efficiencies.
Long-term Career Goals: Reflect on where you see your career in the future. If you aspire to rise through the ranks in a large, stable company or switch to different roles within the same industry, the Fortune 500 insurer might be preferable. If you’re interested in rapid career advancement and being part of a transformative business environment, the healthcare services roll-up could be more suitable.

Ultimately, the decision should align with your personal values, career aspirations, and the kind of work environment where you thrive. Consider the potential for growth, professional development, and job satisfaction that each position could offer.