Join the Team at Penny Insurance
Protecting what matters most – together.
Penny Insurance Agency has been a trusted name in Western North Carolina and Upstate South Carolina since 1931. As a family-operated, independent agency, we’re proud to serve our clients with the same values we were founded on: personalized service, hard work, and a commitment to community.
With offices in Hendersonville, NC and Columbus, NC (in the Tryon area), our team works with clients across Tryon, Hendersonville, Asheville, Landrum, Campobello, Spartanburg—and now Georgia and Florida.
We specialize in custom insurance coverage for families, farms, and businesses, offering everything from homeowners’ and auto policies to business, equine, and farm insurance. Our agents go the extra mile to understand each client’s unique needs and build long-term relationships rooted in trust.
Now Hiring
Personal Insurance Client Service Representative
Are you looking for a fulfilling career that offers both professional growth and a balanced lifestyle in beautiful Western North Carolina? Penny Insurance Agency is seeking a Personal Insurance Client Service Representative to join our dedicated team.
This role is ideal for someone who genuinely enjoys helping others, thrives on building relationships, and approaches problem-solving with creativity and care. While computer proficiency is helpful, a positive attitude, willingness to learn, and a passion for service are the qualities we value most.
What’s great about this opportunity:
- Full licensing and training provided (NC Property & Casualty)
- Supportive, team-oriented work environment
- Long-term career growth in a stable, reputable agency
- A chance to truly make a difference in people’s lives
Location: Penny Insurance Agency, 225 6th Ave W, Hendersonville, NC 28739
Want to Join Our Team?
Even if we’re not currently hiring for your ideal role, we’re always open to connecting with great people. If you’re interested in working with a locally respected, client-first insurance agency, we’d love to hear from you.
Why work at Penny Insurance?
Legacy & Stability
We’ve served the community for nearly a century—and we’re still growing.
Family Values
As a family-operated business, we care deeply about our team. Around here, it really does feel like family. We celebrate each other’s wins, support one another through challenges, and work together with shared purpose. Whether you’re just starting out or stepping into your next chapter, we’re committed to helping you grow and thrive—both personally and professionally.
Real Impact
Our work helps protect homes, businesses, farms, and futures—every day.
Room to Grow
Whether you’re just getting licensed or bringing years of experience, we offer a path forward.
What we offer:
Training & Development
Ongoing support and mentorship throughout your career.
Work-Life Balance
Office hours are Monday–Friday, 9:00 a.m. to 4:00 p.m., with a lunch
break from 12:30 to 1:30 p.m.
Compensation
Competitive salary based on a 40-hour work week, plus performance-based bonuses.
Benefits
○ 100% employer-paid health, dental, and life insurance
○ Generous 401(k) plan: dollar-for-dollar match up to 4%, plus an additional 3%
employer contribution