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Senior Administrative Assistant - Group

Job in Cleveland, Cuyahoga County, Ohio, 44101, USA
Listing for: Oswald Financial, Inc.
Full Time position
Listed on 2026-02-03
Job specializations:
  • Administrative/Clerical
    Office Administrator/ Coordinator, Business Administration
  • Business
    Office Administrator/ Coordinator, Business Administration
Job Description & How to Apply Below
Position: Senior Administrative Assistant - Group Benefit
** Job Summary**:
The Administrative Assistant is responsible to provide general administrative and clerical support for the Co-Managing Directors; performs a wide variety of advanced clerical duties; relieves unit leaders of selected administrative work and minor business detail. (Example) IT, Human Resources (benefits plan, 401K integration, employee-ownership), marketing (website & sales enablement) carrier contracts (benefits, P&C), licensing, accounting/finance, and facilities. May provide direct assistance to clients of Oswald Companies or carriers/service providers seeking information or adjustments in support of account needs.

All other duties as assigned.
** Other

Duties and Responsibilities:

** Participates in proactive team efforts to achieve departmental and company goals. Complies with all safety policies, practices and procedures; reports all unsafe activities to supervisor and the Human Resource Department. Performs other duties as may be assigned.

Associate degree in business from a four-year college or university and one to five years or more of related experience or the equivalent combination of education and experience. Prior Experience Specifically Required Demonstrated experience supporting a business manager or team required. Demonstrated experience holding a multi-tasking position required.
** Who You Are:
** Exhibits executive presence and has strong rapport-building/interpersonal skills for positive interaction with customers and co-workers. Possess strong knowledge of Oswald’s company culture, strategic alignments, and organizational awareness across departments. Possesses critical thinking skills to review project information. Able to work collaboratively with internal stakeholders, be a team player and exhibit a positive attitude Possesses strong oral and written skills and communicates effectively.

Exhibits solid time management skills; able to work under pressure and meet deadlines and deliverables and is highly responsive to internal and external stakeholders’ needs and requests. Proficiency with Microsoft Office Suite. This role involves typical duties performed in an office environment. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions of the job.

To request a disability-related reasonable accommodation to assist you in your job search, application, or interview process, please us at  to discuss your specific need.

Physical Requirements:

Primarily sedentary work involving sitting, typing, and handling office equipment. Occasional walking, standing, and lifting up to 10 pounds may be required. Drive Your Career With Oswald! Oswald is ranked among the top independent insurance advisory firms in the United States. Our specialized teams provide strategic solutions and consulting for risk management, insurance and employee benefits. Oswald ranks among the top five largest independently owned firms in the country.

Oswald is consistently recognized as an employer of choice in our communities.
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Position Requirements
10+ Years work experience
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