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1100 Superior Avenue E.
Cleveland, OH 44114


Company Type: Private

How would you describe your culture?

Our people-first culture and client service excellence have built our reputation of integrity, resourcefulness, and a relentless care for our clients and employees. We are consistently recognized as an employer of choice in the markets we serve.

What are your key values?

Oswald is a 129-year-old company that creates a world of protection around the lives and businesses of our clients. We help clients across the globe find the right insurance to help protect the health and welfare of their employees and families.

We are an independent, employee-owned company. Inclusivity is a priority. We foster an environment of collaboration and belonging where our Employee-Owners thrive on their unique path. Our diverse talent reflects the communities and clients we serve, while driving unmatched risk and insurance innovations.

  • Health insurance
  • Dental insurance
  • Vision insurance
  • Flexible schedule
  • Paid family leave
  • Office closed for holidays
  • Mother’s room
  • Educational Assistance
  • Corporate discounts
  • Retirement plan

  • Health & wellness stipend
  • Bonuses/raises

  • Sponsorship & mentoring

  • Paid time off

  • Employee resource groups (ERGs)

  • Diversity & inclusion resources and/or training

  • Fully stocked kitchen
  • Company events
  • Employee stock programs 
    What types of positions do you typically hire young professionals for?

    We hire full-time entry-level corporate roles as well as entry-level insurance service and sales roles.

    What qualities do you look for in a candidate?

    We look for individuals who are passionate for excellence, show up to work with integrity, are resourceful, and committed to the community. 

    Do you have an internship programs or similar opportunities? If yes, please describe it.

    Oswald Companies offers an annual 12-week summer internship program open to college juniors enrolled in a two- or four-year college or university. From meaningful work experiences, career conversations, professional development and networking opportunities, our internship program prepares you for the real world of work in the insurance industry.

    Interns will be immersed in many aspects of a brokerage firm including marketing, PR, administration, client services, management and sales. Interns will also develop a clear understanding of all significant components of insurance, risk management, and Oswald Companies’ specific business model.

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