Director PMO Portfolio Management (Hybrid Work Model)

The Director PMO Portfolio Management coordinates the delivery of projects and initiatives within their portfolio while ensuring the accountability and growth of their team.

What You'll Do 

• Build and maintain partnership with Portfolio leaders and stakeholders to understand delivery needs and priorities within the Portfolio.

• Ensure delivery of enterprise level projects within assigned portfolio to forward strategic objectives.

• Facilitate communication, problem-solving and negotiation within the portfolio and across departments to ensure alignment.

• Establish and foster a project management team environment promoting mutual accountability and growth to improve services and provide associate growth.

• Validate and monitor frameworks and mechanisms for core project delivery activities such as planning, schedule management and project risk management to align services with culture and business drivers.

• Validate and monitor financial tracking and cost management for all projects within assigned portfolio to ensure appropriate financial control.

• Promote collaborative partnerships across the core project team, vendors, and impacted business areas to ensure cooperative delivery.

• Coach and mentor project team members successfully operating in a project environment in support of associate growth.

• Administer human resource-related activities including timely performance and salary reviews and ensure all subordinates adhere to human resources policies and practices. Select, develop, motivate, and recognize staff.

What it Takes 

• Bachelors Degree or equivalent work experience.

• Minimum of 10 years project management experience.

• Agile and/or project management professional certification preferred.

• Demonstrated experience in a fast paced, information technology environment preferred.

• Excellent analytical and problem-solving skills with a strong operational focus preferred.

• Vendor management experience preferred.

• Previous experience in the Insurance industry preferred.

Here is what you can look forward to as part of our team:

At Sentry, your total rewards go beyond competitive compensation. We’re committed to supporting the whole you, which is why we offer a comprehensive package designed to help you thrive both professionally and personally.

• Hybrid Flexibility: Enjoy the best of both worlds. With optional work from home on Mondays and Fridays and join your team in the office Tuesday through Thursday to collaborate and learn. We provide the technology and tools you need for both your office and home workspace from day one.

• Dining on Us: Depending on your location, we may provide a stipend that can be used at our on-site cafeteria or a meal allowance to keep you fueled.

• Continuous Learning: Unlock your potential through Sentry University and take advantage of our tuition reimbursement program.

• Comprehensive Benefits: We support your whole self with group medical, dental, and vision insurance along with parental leave, pet insurance, caregiver leave, and wellness resources. Options for HSA, FSA, and Dependent Care FSA are available.

• Work-Life Balance: Enjoy your generous Paid Time Off allowance to rest and take advantage of paid Volunteer Time Off to support your community.

• Investing in Your Future: We’re committed to your long-term financial well-being. We offer a 100% company match on the first 8% you contribute to your 401(k) each pay period, and those funds vest immediately.

• Giving Back: Through the Sentry Foundation, we’re proud to support the United Way and make a difference in our communities.

Why Join Sentry?

At Sentry, we believe our people are the heart of our success. We’re proud to be recognized for the culture we’ve built, earning spots on Forbes’ lists for America’s Best Midsize Employers and Best Employers for New Grads, as well as Newsweek’s America’s Greatest Workplaces for Women and Diversity. These honors reflect our commitment to your professional satisfaction and growth.

Building on a Legacy

Our future is bright, but it’s anchored in a long history of stability. Since our founding in 1904, we’ve dedicated ourselves to helping businesses protect their futures. That trust has made us one of the largest and most financially stable mutual insurance companies in the U.S. We’re proud to have maintained an A+ rating from A.M. Best, the industry’s leading authority, for over 30 years.

Your Career, Our Community

Whether you’re working at our headquarters in Stevens Point, Wisconsin, or one of our many offices across the country, you’ll find a challenging and rewarding environment. Explore the Our Teams tab on our Career Page to see the diverse career paths we offer, with a focus on ongoing development and professional growth.

Ready to own your future? Join us at Sentry, opportunities await!

Talent Acquisition Specialist

Thank you for your interest in Sentry!

Katelynne Rivera

Katelynne.Rivera@Sentry.com

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.