Careers with Cheep Insurance

Careers with Cheep Insurance

Join our flock and soar to new heights with Cheep Insurance.

We started out a little different than the typical insurance broker, and we’re looking for passionate and innovative people to join our Sales & Service teams. If you’re looking for a work from home opportunity to make life a little simpler while being more productive, you’re in the right place!

Current Job Postings.

We do not currently have any openings, however, feel free to send us your resume at anytime at .

Cheep’s Core Values.

You’re great at your job, and you want a great opportunity – why should you join “the nest”?

We asked our team to create core values for Cheep based on what they see everyday – and here’s what they have to say:

  • People First – We believe in teamwork, empowerment, empathy, & open communication.
  • Innovation & Simplicity – We work smarter, not harder.
  • Professionalism – We take pride in our work, act with integrity, and lead with accountability.
  • Good Vibes Only! – We bring fun and positive energy to the world of insurance.
  • Growth-Focused – We take initiative to #GSD (if you know, you know) and make our vision a reality.


What sets Cheep apart?

  • 100% Work from Home
  • Home Internet Allowance
  • Formal Employee Recognition Program
  • Employer paid education & personal development
  • Opportunities to participate in industry events
  • Paid flex days

Who is Cheep Insurance?

What Cheep employees have to say.

  • My favorite thing about working for Cheep Insurance is the people. I am so blessed to have so many amazing, smart and caring people working with me each and every day! They care not only about me as an employee but as a person. This team is magical and I am so fortunate to be a part of it and help it grow and flourish.

    Megan - Compliance, Operations, and Processing Manager |

  • Cheep is an amazing place to work – I’ve never felt so empowered and respected. If you want a supportive, collaborative environment that makes you appreciate your job every day – this is the place to be. If you’re looking for a job in insurance – look no further, because you won’t get any better!

    Stephanie - Insurance Advisor & Business Development Representative |

  • I’ve been at Cheep Insurance for almost 8 years. If you’re going to work in insurance, Cheep is the place to be. We’ve created a culture that empowers our employees to do their best work while having fun at the same time

    Laura - Sales Manager |

  • What initially drew me to work at Cheep was the opportunity to work from home. What keeps me here is the great team I get to work with everyday. We are encouraged to contribute our ideas & solutions. The vibe at work is energetic and professional.

    Glenda - Service Manager |