Natalie O’Brien

Natalie O'BrienAccount Manager

ChatGPT Image Aug 7, 2026, 12_21_45 PM
Areas of Expertise
  • Employee Benefits
  • Account Management
  • HR Technology
  • Implementation
Qualifications
  • Health and Life Licenses
  • License 19068223

Natalie brings 10 years of experience in the health insurance industry, including 7 years specializing in employee benefits. As an Employee Benefits Account Manager, she partners with employers to navigate the complexities of group health insurance, guiding them through plan selection, renewals, and compliance requirements. Beyond open enrollment, Natalie serves as a year-round resource for her clients, resolving claims issues, answering employee questions, and helping businesses adapt their benefits strategy as their needs evolve.

Recent Blog Posts

  • July 2026: Supporting Employees’ Financial Wellbeing Without Becoming Their Financial Advisor

    Dear HR Manager, How can we support employee’s financial wellbeing without becoming thier financial advisor? — Supporting, Not Advising    Dear Supporting, This is a concern many employers share, and the distinction is an important one. HR should focus on providing education, access, and awareness, not individualized financial advice. Consider offering educational webinars, budgeting resources,

    July 22, 2026
  • The Business Case for Optimism

    Optimism is often mistaken for simply “thinking positively.” In reality, workplace optimism is something much more practical—and much more valuable. Rather than ignoring challenges, realistic optimism is the ability to believe that obstacles can be navigated, goals are achievable, and better outcomes are possible through thoughtful action. This perspective is gaining traction in organizational psychology.

    July 22, 2026
  • July 2026: Q&A Roundup — HRA PCORI Fees, Qualifying Events for Dependent Coverage, and COBRA for Holding Companies

    7.2.26  |  COBRA FOR HOLDING COMPANY Q. Our client, a holding company with 12 employees, owns a subsidiary with more than 50 employees. They operate under different tax IDs. The holding company does not offer COBRA, but the subsidiary does offer COBRA. The holding company is looking for a compliant solution that they can offer to

    July 22, 2026
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Aston Sharp is hands down the best vendor I work with! Every team member is knowledgeable, helpful, and always available to answer questions. They are incredibly responsive, and I wholeheartedly recommend them for any business seeking top-notch insurance services.

Entertainment Company
25+ Employees,