We are Sentinel

As an independent organization, our mission is to engage the most talented individuals in a team-based environment that consistently provides an exceptional client experience.

We Invest in You

At Sentinel, we recognize that our people are the reason for our success.
We offer a comprehensive employee benefits package designed to protect our team and their aspirations.

Competitive Compensation

401K Program

Unlimited PTO

Annual Bonus Earning Potential

Tuition Reimbursement & Education Bonus

40 Hours/Year of Community Service Leave 

Benefits: Health, Dental, Vision, Life Insurance, FSA/HSA

Work From Home & Flexible Schedule Opportunities

Paid Parental Leave for New Parents

Leandrea Johnson

Account Specialist

"What I’ve enjoyed most about being with Sentinel is the focus on growth. I am challenged on a regular basis to think outside the box and beyond my experience to create a new, interesting, and dynamic approach to insurance. The challenges and opportunities to learn and grow within the company are abundant. My goals are my team’s goals and I feel supported and engaged by my team the whole way."

Max Gagnon, CISR

Account Advisor

“Benefits including health, 401K, and unlimited PTO are on a whole different level with other companies I have previously been employed. It is extremely rare in the current times to find an organization like Sentinel that heavily invests in you and shows that they truly care about the well-being of their employees.”

Maggie Baugh

Digital Marketing Specialist

"The flexible schedule and work-from-home options increase productivity and are immensely beneficial to the work-life balance. Not to mention, the tuition reimbursement and continuing education benefits are greatly sought after and just goes to show that Sentinel is truly dedicated to aiding in the success of their employees."

The Sentinel Spirit

Our culture is defined by the character and personality of our people. The collaboration of our values, traditions, beliefs, behaviors, and attitudes is what makes us unique.

  • Growing, but true to our independent roots
  • Built on teamwork and core values
  • Strategic and tactical operational approach
  • We have fun!

Diversity, Equity, and Inclusion

We are committed to fostering, cultivating, and preserving a culture of diversity, equity, and inclusion. Our human capital is our most valuable asset. The collective sum of the individual cultures, backgrounds, life experiences, knowledge, innovation, self-expression, capabilities, and skills of our associates represents a significant part of not only our dynamic culture but our reputation and company’s overall achievement. 

We embrace and encourage our employees’ differences in age, color, disability, ethnicity, family or marital status, gender identity or expression, language, national origin, physical and mental ability, political affiliation, race, religion, sexual orientation, socio-economic status, veteran status, and other characteristics that make our associates unique. 

Diversity, equity, and inclusion fuel our firm. Our unwavering commitment to authenticity, excellence, impartiality, integrity, and respect propels us daily and encourages: 

  • Mutual respect & acceptance of others without biases.
  • Commitment to efforts to build dignity, fairness, & self-esteem.
  • Empowerment, teamwork, & participation permit the representation of all groups & perspectives.
  • Work/life balance through flexible work schedules to accommodate associates’ varying needs.
  • Contributions to the communities we serve to promote a greater understanding & respect for diversity.

Together we strive to create a welcoming environment where our employees’ perspectives and identities are honored.

Safeguarding Our Community

Above all, we aim to be good stewards in the communities where we work and live.
Our team is dedicated to giving back and making the world a better place.

Our Recruiting Process

1. Take The Culture Index Survey
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We utilize a Culture Index survey to assess potential candidates. This assessment is a psychometric test, measuring psychological attributes, not cognitive abilities. Candidates are assessed on how they communicate, interact, and problem-solve, to foster a culture of teamwork.
2. Resume Review
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Our team will review your resume and completed Culture Index assessment to see if you are a good match for an open position.
3. Initial Screening
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This screening, normally conducted by a video conference, allows an opportunity for you to learn more about Sentinel and Sentinel to learn more about you.
4. Team Interview
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At this stage, you will have an opportunity to meet with a number of potential colleagues. Depending on the position, you may meet in person or over a virtual meeting. Additional testing may be included at this stage including logic and insurance knowledge assessments.
5. Decision & Offer
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After the team debriefs, hiring decisions are made and you will receive feedback and/or an offer for employment at Sentinel.
6. Onboarding & Training
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Once you’ve accepted the offer, you will receive information about Sentinel’s structured Onboarding and Training process. As part of our onboarding process, you will go through background and MVR checks.
7. Formal 90-Day Reviews
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After your first 90 days of employment, you will have formal feedback from your manager or supervisor and goals set for the upcoming year.
8. Formal Semi-Annual & Annual Reviews
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Once you are past your 90-day probationary period, you will participate in Sentinel’s six-month and annual review processes to assess your individual performance and contribution as well as set long and short term goals, create accountability, and clarify roles and responsibilities.
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Open Career Opportunities

We are constantly searching for exceptional talent. Our proven team-based approach and talent-laden colleagues work tirelessly to provide a supportive and collaborative culture to ensure success. Whether currently in the insurance industry or not, we want you to join our team.
Our current open positions are listed below.

Risk Management Account Advisors and Account Specialists aide Client Executives and our valued clients in servicing of commercial accounts including marketing and insurance program design, technical knowledge, expertise, support, and daily service needs. If you are a proactive individual driven to be accurate who thrives in detail and excels in insurance knowledge, either of these roles could be for you.


Key characteristics of Account Advisors and Account Specialists include:

  • Strong ability to troubleshoot and problem solve.
  • Capable of setting priorities, working in a fast-paced environment, and coordinating with a team to achieve goals.
  • Remain educated and informed on ever-changing industry information, new product information, legislation, coverages, and technology.
  • Efficient and effective communicator with clients, co-workers, and other business contacts.

If you are happiest showcasing your expertise, click here to start the process.

Account Advisors and Account Specialists perform the essential functions of the position, which include aiding Client Executives with service support needs for assigned accounts. Specific service, marketing and technology responsibilities are learned in this position. May be assigned special projects as needed from time to time.


Key characteristics of the Account Advisor and Account Specialist, Employee Benefits include:

  • Prepare Request for Proposals (RFPs) which may include direct communication with client administrators, as needed, to obtain necessary information for group submissions.
  • Submit and track RFPs, which includes direct communication with carrier representatives
  • Perform quoting in carrier quoting modules
  • Prepare quote comparisons in Sentinel format
  • Build and maintain Benefit Point application with essential account information pertaining to client policy information within the Benefit Point application.
  • Complete administrative data entry for financial reports and other back-office functions (i.e. Commissions).
  • Build and support benefit enrollment initiatives through Employee Navigator
  • Manage submission of open enrollment change census(es) to carrier on client’s behalf and ensure carrier has processed changes
  • Manage manual carrier enrollment changes once submitted through Employee Navigator throughout the client’s plan year
  • Maintain a cordial and effective relationship with clients, co-workers, carriers, vendors, and other business contacts
  • Keep informed regarding industry information, new product information, legislation, coverages, and technology to continuously improve knowledge and performance
  • Interacts with others effectively by utilizing good communications skills, cooperating purposefully, and providing information and guidance, as needed, to achieve the business goals of the agency.

If you are a proactive individual who is driven to be accurate and thrives in detail, click here to start the process.

Client Executives are responsible for developing new and existing business relationships. If you are a proactive, confident self-starter that thrives in competitive situations and positively influences others through poised, charismatic communication, this role is for you. Client Executives are dynamic multitaskers with the ability to focus on several tasks at once and work comfortably in a fast-paced environment.


Key characteristics of a Client Executive include:

  • Prior experience in a client-facing environment that provided exposure to “C” level decision makers.
  • An engaged, autonomous personality with a drive to succeed in a team-based environment.
  • Desire to convey an acute value proposition and vision.
  • Adept at building rapport and maintaining relationships.

If you are interested in blazing new trails, click here to start the process.

An Account Executive is  responsible for assistance in prospecting and retaining significant accounts. Primarily responsible for managing the client’s overall service needs by aiding Client Executives

Key characteristics of an Account Executive include:

  • Train, mentor, and further develop Client Executives
  • Manage and participate in client meetings such as a Stewardship or Pre-Renewal presentations.
  • Manage underwriting and carrier relationships
  • Manage/direct account marketing, generally utilizing established markets but may be responsible for providing additional market options
  • Research market trends, develop strategies, and negotiate with carriers
  • Advise on the sufficiency of coverage and make specific program recommendations
  • Provide technical support to Client Executives, specifically in analyzing client needs, coverage forms, and quotations

If you are interested, click here to start the process.