At Sentry, we’re more than just insurance—and we can offer you more than just a job. We want you to enjoy a career with us, where you’re in the driver’s seat of your career path with access to resources to help you succeed personally and professionally.

We’re looking for a strategic leader to guide a team of IT business analysts, who serve as the critical connection point between business partners and technical delivery teams. In this role, you’ll manage a diverse portfolio of work, align project priorities with broader IT strategies, and ensure the delivery of exceptional products. If you excel at seeing the big picture, fostering cross-functional teamwork, and coaching analysts to reach their full potential, this may be the opportunity for you.

What You’ll Do

You’ll be a valuable contributor to our team. As a Sentry associate, we believe in your skills and knowledge. Your input and participation matters. You’ll have the opportunity to:

• Innovate: Through our agile development process, you’ll have the opportunity to apply your creativity and innovation to drive new solutions.
• Learn: Sentry provides several resources to help you further your career and continue your personal development, including Sentry University, LinkedIn Learning, and peer-led educational sessions and communities.

• Grow: Sentry provides many opportunities to grow in your career. Through meaningful, ongoing conversations around growth and development, we encourage all associates to take ownership in their career path.
• Contribute: As an IT Product Analyst Manager, you will:
  • • Lead and manage a team of IT Product Analysts, improving and adhering to product management best practices.
    • Oversee product prioritization, requirement documentation, and change management to ensure alignment with the IT product strategy.
    • Navigate organizational boundaries, foster a culture of innovation, and utilize a deep understanding of the organization’s capabilities and technology to facilitate effective product changes that align with customer needs while efficiently leveraging IT resources.
    • Assess the effectiveness of the evolving product in meeting customer and business needs through ongoing measurement and evaluation and facilitates appropriate adjustments to achieve the desired outcomes.
    • Promote planning, execution, and delivery of new product features to ensure implementation within defined scope, budget, and timeline.
• What it Takes:
  • • Bachelors Degree or equivalent work experience. Degree in Information Systems, Business Analysis or related discipline preferred.
    • Minimum of 5 years of related work experience.
    • Strong understanding of IT systems, software development lifecycle, and product management principles.
    • Strong communication skills and ability to articulate vision, goals, and expectations to team members and stakeholders.
    • Ability to mentor, coach, and develop team members to meet their full potential.
    • Strategic thinking and problem-solving abilities, with a focus on driving innovation and continuous improvement.
    • Strong interpersonal skills and personally projects energy and drive with a positive attitude.

If you have experience in the skills listed above, please consider joining our Sentry team!

What You’ll Receive

You can enjoy a complete benefits package, including generous paid time off, 8% 401(k) match, matching charitable gift program, bonus plan based on company performance, meal stipends, associate discounts, volunteer time off and more!

You want a positive work/life balance. Our hybrid work model allows you to enjoy the benefits of working from home on Monday and Friday, but also provides the opportunity for team building and collaboration when working in the office on Tuesday, Wednesday, and Thursday. To help you work effectively and comfortably in both locations, we provide you with equipment to work at home and in the office.

About Sentry

Our Background: We’re part of one of the largest and most financially secure mutual insurance groups in the nation. We’ve earned an A+ rating from AM Best every year since 1992. Our associates bring together diverse backgrounds, experiences, and skillsets to make Sentry who we are. We’re honored to earn a spot on Forbes list of America's Best Midsize Employers, joining a select group of 400 companies. We’re in the business of helping others, and that includes the communities where we live and work. Our annual United Way campaign has raised more than $1 million for the past several years.  

How You’ll Apply

We’d love for you to join us. Please complete your online application and upload your resume on our Careers site. If you have applied with us before, you only need to provide your email address and password. If this is your first time applying with Sentry, please create an account.

If you have specific questions regarding the position, application process, or are interested in learning more about Sentry, please reach out to Katelynne Rivera, Talent Acquisition Specialist Sr.

For this position, Sentry does not offer employment to holders of F-1, J-1, and H-1 Visas.

Get ready to own your future at Sentry. Your opportunity awaits.

Talent Acquisition Specialist

Thank you for your interest in Sentry!

Katelynne Rivera

[email protected]

Equal Employment Opportunity

Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.