Strategic Financial Solutions

Benefits Specialist (Remote)

Job Locations US
Human Resources
Job ID


Do you enjoy working with people and numbers at a fast pace?


Do you love finding structure in a sea of chaos?


Do you love helping someone find an ah-ha moment?


Are you excited to be a part of an inclusive culture where everyone brings their whole selves to work?


If you answered yes to these questions, then Strategic has a great role for you!


Strategic Financial Solutions is looking for a service-first, detail-orientated Benefits Specialist to join the team! You will play an essential role in supporting the growing and evolving administrative and operational needs of the business. The Benefits Specialist reports to our Chief People Officer.


  • Support and improve the benefit administrative process for our expanding population
  • Help to bring resolution to benefits matters in a timely manner and ensure all employees feel well supported.
  • Maintain integrity and accuracy of personnel database, including data entry into the HRIS system.
  • Responsible for the overall administration of company leave requests including FMLA, DBL, Parental leaves and PFL.
  • Effectively educate each new hire class on the company’s benefit offerings and ensure a smooth enrollment experience
  • Prepare, audit, and ensure payment of all benefit vendor invoices.
  • Manage terminations as it relates to benefits and ensure timely and accurate COBRA administration
  • Assist in compliance related matters with external vendors including but not limited to 5500, ACA filings, and audits.
  • Support the annual Open Enrollment process and ensure all employees questions are answered and enrollments are processed timely and accurately
  • Gather employee feedback on benefit programs and proactively assist with seeking out new benefit options for employees as needed.
  • Assist with the development, implementation and administration of benefit communication and educational initiatives.
  • Create and update plan documentation and establish best practices for benefits delivery.
  • Assist payroll with any benefit related deduction inquiries
  • Perform other Benefits/HR ad hoc projects as needed


  • 2+ years of experience working in Benefits Administration
  • Experience with ADP Workforce strongly preferred.
  • Leave of Absence experience (FMLA, DBL, PFL) required
  • General knowledge of federal and state regulations, filing and compliance requirements affecting employee benefits programs, including ERISA, COBRA, ACA, etc.
  • High personal integrity with a demonstrated ability to exercise confidentiality
  • Excellent Excel skills (V-lookups and pivot tables a must)
  • Excellent communication skills for collaborating with other teams, internal and external.
  • Passionate about creating the best possible employee experience
  • Strong organizational skills and a high level of attention to detail and accuracy
  • Strong problem-solving and analytic skills with an ability to multi-task and prioritize
  • Technical proficiency with/or the ability to quickly learn the organizations HRIS.


A Little About Strategic:
Strategic Financial Solutions is an award-winning financial services firm dedicated to helping people live a financially healthy life through the products and services we offer.


We were recently named as one of the Best Companies to Work for in New York State for the 7th time. Additional honors include being named, two times, as one of the 50 fastest growing companies in New York City and to the prestigious Inc. 500 list as one of the 500 fastest growing companies in the United States. Strategic has offices in Manhattan and Buffalo, to house our rapidly growing family of over 800 associates. We are proud to be a 100% employee-owned company.  With a common goal in mind, our team shares in the financial rewards of Strategic’s success through long-term stock ownership. In June 2023 we proudly celebrated our 16th anniversary. 


Strategic is committed to hiring, training, cultivating, promoting, and celebrating an environment where we have a welcoming and fulfilling place for all people to call home. Diversity of race, thought, sexual orientation, age, veteran status, religion, and disability will empower us to thrive as individuals, as teams, and as a company. 


***NOTE: further correspondence on your candidacy will come via email. Please be aware that emails may go to spam/promotions folders depending upon your account settings.


Please mark as a safe sender to ensure recruiter emails don't go to spam​



Sorry the Share function is not working properly at this moment. Please refresh the page and try again later.
Share on your newsfeed