Work With Us

We're always direct. In a good way.



(Superior) rated insurance by A.M. Best1


of our clients renew year-after-year


insured locations across the U.S.


of our new business comes by way of referral 


Our Story

Every day, Intrepid Direct Insurance helps franchise and business owners simplify and save on their business insurance needs. Our direct-to-consumer model means franchisees work with us, the insurance provider, versus an agent or a broker. The result? A streamlined experience with faster quotes, easier applications, a smoother claims process, and lower prices.

From our beginnings in 2015 and into the future, we continue to be obsessed with being better. We're a partner who's always thinking about ways to help business owners minimize risk and maximize their bottom line. From coverage to convenience, our minds are always on the move for our clients.

Think you have what it takes to be a part of this movement of reimagining a better insurance industry? Keep scrolling and see if our values align with yours!


Our Core Values

It's not just what we expect from ourselves; it's what we love about our clients. Yes, we know insurance is only a part of a business' operations and expenses, but everything counts and everyone matters. And guess what, we actually care about our customers and their employees and want them to succeed, which is why we always put them first and try to "walk in their shoes".


Walk in their Shoes

We do everything we can to learn our clients’ businesses and understand the needs of our insureds, allowing us to offer the best insurance experience possible. Regardless of our individual role within Intrepid Direct, each of us is responsible for ensuring that our role brings Intrepid’s vision to life – a smile and a referral from every insured!

But our empathy doesn’t stop there! A huge part of our success stems from the fact that “wearing the hat” of other departments is almost second nature to us. This ability to view our own work and decisions from other departments’ points of view enables us to collaborate seamlessly and work efficiently.


Bring the Hammer Every Day

We’re a passionate bunch, which is evidenced by the quality of our effort and output. We come to work inspired and ready to tackle any challenges the day may bring. We feed off of each other’s drive, working with urgency to deliver results quickly and accurately for our clients – whether they’re insureds or internal end-users. We know the power in “delivering better”. 


We Rock!

We’re a positive team that loves working together! We’re competitive, but only in the best ways – as we lift each other up, collaborate to find the best solutions, and challenge each other to be our best selves. We demand a psychologically-safe work environment where teammates across all levels of the organization feel comfortable expressing their ideas and opinions. We’re fully present for each other – always willing to listen with an open-mind and encouraging the best idea to win.

Speaking of wins – we love to celebrate them! Big and small, we’re always finding ways to recognize hard work. We know that ‘life is a state of mind’ and we choose positivity. Who doesn't want to have fun at work?!


Dare Greatly

We have the courage to challenge the status quo. We speak up and bring ideas to the table even when it feels intimidating to do so. We push ourselves beyond our comfort zones, knowing that the ability to grow requires the courage to fail. When we pick up the pieces, we will have learned important lessons and put ourselves in a better place to move forward. We know vulnerability is strength. 


Whiz-Bang Minds

Whiz-Bang minds lead innovation in an industry that hasn’t changed much in the past 200 years! At Intrepid Direct, we value curiosity and are always asking “why?” ...and we don’t accept “because it’s always been done that way” as an answer either.

We cut through unnecessary bureaucracy to bring a better product and easier experience to our insureds. We’re experts in what we do, while also knowing that learning is never done. We’re constantly striving to increase our knowledge. We let data drive our decisions and seek out disconfirming views to stress test ideas. Always driven to improve, Whiz-Bang Minds stay sharp, because they know it’s #AlwaysDay1


Working at Intrepid Direct


Work-Life Balance

We know the difference (and the importance) between work life and personal life. That's why we offer:

  • flexible work schedules
  • early closure before holidays
  • generous paid time off


We offer a competitive compensation and benefits package for full-time employees starting the date of hire. This includes:

  • medical, dental, vision
  • short- and long-term disability
  • life insurance
  • AD&D
  • HSA, FSA
  • 401(k) and profit sharing

Professional Development

We recognize that the skills and knowledge of employees are critical to our organization’s success.

To encourage professional development, we offer:

  • tuition reimbursement
  • accreditation and certification opportunities


Our Digs

We recently moved into a brand new 27,000 square foot office space with all the things you love -- ping-pong, free snacks, and Friday happy hours.

We have the latest technology for everyone to successfully do their work, and our meeting rooms are outfitted with interactive technology to enable collaboration among teams. Our office also has numerous breakout rooms to work independently away from your regular work space.

Join our diverse and talented team who are reimagining what a 200-year old industry could look like.


Our Current Openings

Explore the positions below and start the process of joining the Intrepid Direct team!

Account Executive

The Account Executive will provide superior customer service to our clients for their Property and Casualty insurance needs.  This role will be part of the Client Success team, a cornerstone of how we will grow and service our clients in the future.  This position requires a broad skill set and a curious mindset with a desire to learn about our franchise customers, as well as the courage to challenge the old industry standard ways of working. Apply Today!

AVP, Finance

As the AVP - Finance, you'll be responsible for building and leading a team of financial professionals to support financial reporting, planning, and analysis functions for Intrepid Direct Insurance. You will work closely with senior leadership to support the achievement of financial objectives. Apply Today!

Business Analyst

This position collaborates with internal business units to gather business requirements, perform project management duties, coordinate user acceptance testing, project prioritization, and be the liaison between our internal customers and our engineering team while working in an Agile development environment.  This includes partnering with clients to clearly understand and articulate their organizational needs, system and operational requirements, downstream system impacts, and compliance obligations. Apply Today!

Claims Manager

As our Claims Manager, you'll be responsible for providing leadership and expertise to a team of adjusters. Along with, monitoring adjusters’ files to meet company standards. This position will also help answer coverage questions, develop technical training plans, work with our customers to solve problems, participate in projects to help the department evolve, and most importantly, make us better.  Apply Today!

Claims Trainee

If you have little to no background in insurance, but are willing to learn- this job is for you. Intrepid will provide "on the job" training that will prepare you for a career in Claims. While this particular position is mostly administrative in nature, we’re looking for a rock star who wants to grow their skillset, responsibilities, and claims careerApply Today!

Client Success Operations Manager

The Client Success Operations Manager is a key new position on our Client Success Team. You’d be responsible for leading our talented team of Client Success Administrators (a pivotal group, who keep our team cruising along), and training all of our Client Success Advisors. In this role it’s everything from customer service to file audits. If you like variety in your work; everything from people to processes, then this is the role for you. Apply Today!

Commercial Underwriter – Large Accounts

In addition to underwriting accounts, you'll contribute to our underwriting direction, evaluate profitability with underwriting leaders, collaborate with our technology teams on product enhancements and analyze data with actuaries. You will also have the opportunity to contribute and explore new insurance products and new business segments as Intrepid continues to grow and evolve. Apply Today!

Digital Marketing Manager

You'll be responsible for coordinating, executing, maintaining, and optimizing all aspects of Intrepid Direct’s digital marketing, including our website, landing pages, email campaigns, social media, online advertising, webinars, surveys, and partner websites. Apply Today!

Underwriting Director – Key Accounts

You will be responsible for the company’s large account team.  This critical role will lead all-lines property and casualty production which is the majority of Intrepid’s overall business.  The accounts range from $100,000 to well over $1mm.   The position requires an in-depth knowledge and understanding of Intrepid underwriting goals, guidelines, targeted verticals, processes & data as well as understanding how these items interact with other departments. Apply Today!

HubSpot Video

We Are Intrepidacious

What does it mean to be "intrepidacious"? It means being fearless, adventurous, bold, and brave. It adds an additional depth to our values:

  • Walk in their Shoes = Managing Self + Reflective Listening
  • Bring the Hammer = Resilience + Urgency
  • We Rock! = Positivity + Teamwork
  • Dare Greatly = Courage + Challenging the Status Quo
  • Whiz-Bang Minds = Evidence-Based Decision Making + Curiosity