Summer 2026 – Internship Program

Would you like to take ownership in a dynamic, high-growth business that truly walks the talk?

Oswald Companies seeks goal-driven professionals ready to take their career to the next level.

Job Summary

Are you a college student hungry for hands-on experience or a career transitioner looking to explore new horizons?

Our Internship Program offers a thrilling opportunity to immerse yourself in the dynamic world of insurance across multiple business units. At Oswald Companies, we're not just offering internships; we're providing a launchpad for your career, packed with excitement, mentorship, and real-world impact.

If you're ready to embark on a journey that will transform your career trajectory, keep reading!

The Internship Program

Our Internship Program is designed to provide aspiring professionals like you with an enriching experience in one of two specialized tracks:

• Retirement Plan Services (RPS): Gain expertise in creating financial security plans for individuals and families, business succession strategies, and retirement solutions for organizations.
• Property & Casualty & Group Benefits: Dive into assessing risks, protecting client interests, and designing benefits packages that enhance employee well-being.

During the application and interview process, you’ll choose your preferred track, allowing you to focus on the area that excites you most. Once selected, you’ll spend the 10-week internship immersed in meaningful work within your chosen path. From day one, you’ll contribute to real projects, collaborate with professionals, and build the skills needed for success in the insurance industry.

What You’ll Experience

• Hands-On Learning: Your internship won't be about fetching coffee; it'll be about hands-on learning. Contribute to projects that matter, where your work will have a tangible impact on our business and clients.
  • The Capstone Project: Culminate your internship experience by working on a challenging and meaningful capstone project that allows you to apply your newfound knowledge and skills to real-world business challenges, making a lasting impact on our organization.
• Mentorship: Benefit from guidance provided by experienced mentors who are passionate about your growth and eager to share their knowledge.
  • Job Shadowing: Immerse yourself in a unique mentorship experience through job shadowing, where you'll have the opportunity to learn from accomplished professionals, gain firsthand insights into their roles, and develop valuable career guidance.
• Networking: Expand your professional network by connecting with professionals from various business units. Build relationships that will open doors to endless possibilities in your career.
  • Day of Caring: Connect with professionals, colleagues, and community leaders during our Day of Caring event, fostering meaningful relationships, and expanding your professional network while contributing to important community initiatives.
  • Company Picnic: Enjoy a relaxed and fun atmosphere at our annual company picnic, where you can mingle with coworkers and leadership fostering camaraderie and building valuable professional relationships outside the office environment.
  • Lunch with Executives: Gain unique insights and mentorship opportunities as you join our executive team for an informal lunch, where you can engage in candid discussions, seek career advice, and expand your professional horizons.
• Training and Development: Access ongoing training and development tailored to your needs. We invest in your growth because your success is our success.
  • Lunch & Learns: Elevate your professional skills and knowledge during our weekly Lunch and Learns, where you'll engage in insightful training sessions, industry trend discussions, and skill-enhancing workshops facilitated by seasoned experts in their fields.

What You’ll Need

• Currently enrolled in a college program or undergoing a career transition
• Strong analytical and problem-solving skills
• Excellent communication and interpersonal skills
• Adaptability and a passion for learning
• Demonstrated leadership abilities
• A desire to make a difference in the insurance industry

Who is Oswald?

Oswald is a 129-year-old company that creates a world of protection around the lives and businesses of our clients.

We are an independent, employee-owned company. So, essentially, you own your own success in a personally and financially rewarding opportunity.

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.  

Our people-first culture and client service excellence have built our reputation of integrity, resourcefulness, and a relentless care for our clients and employees. Don’t believe us? Ask your friends, colleagues, and mentors about Oswald. There’s a reason Oswald has been named a Top Workplace for nine consecutive years.

What you’ll get...

At Oswald, you will have the opportunity to build a long-term career with unlimited growth potential. Aim high, work hard and we’ll help you achieve your goals. 

At Oswald, you will experience our caring work environment. We care about our Employee-Owners, we care about our customers, and we care about the world around us. Our caring personality comes to life in the form of volunteering in the community. We even give employees paid time off to volunteer with an organization of their choice.

At Oswald, you will achieve a work-life balance. We care about your physical and emotional well-being, so work-life balance is encouraged and practiced. We understand you have a life outside of work, and we want you to live it.

At Oswald, you will have access to a world-class Total Rewards package. We truly value our people, which shows in our compensation, benefits, and perks.

• In addition to competitive pay, we have designed a performance-based annual incentive program. All employees are eligible to earn a bonus by meeting performance objectives. 

• Comprehensive medical, dental and vision plans and numerous supplemental benefit offerings.

• Paid time off annually and a sabbatical at every 10-year service anniversary.

• Ownership in the company in the form of company stock (discretionary profit-sharing and 401(k) match contribution)

• Assistance with parking expenses, discount programs for area services/experiences, and financial support for professional development and licensure/designations

• Access to specialized leadership development programming designed to take your career to the next level.

• And so much more!

To learn more about Oswald, our culture and everything we have to offer, visit us on LinkedIn.

Oswald, a Unison Risk Advisors company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic.