Sentry earned an A+ rating for the 34th consecutive year.
What You'll Do
As an Associate Director Leads & Monetization, you will:
Track lead performance, nurture leads through the sales funnel, and determine the ideal price for buying and selling leads to the right buyers
Develop, execute, and continuously improve the strategy to maximize contribution to achievement of company goals
Lead the team in developing the annual plan for programs within area of responsibility
Monitor forecasts throughout the year to ensure delivery of expected results
Maintain an active test and learn culture with internal and external partners, collaborate with analytical resources to ensure statistical reliability of conclusions and recommendations
Create a collaborative performance driven work environment by facilitating and fostering trust, transparency and inclusion both within and outside of our department. Work with team members to set clear goals, provide feedback, performance assessment, and support on-going development.
What it Takes
Bachelors Degree or equivalent work experience
5+ years of related work experience
Demonstrated effective leadership skills
Demonstrated knowledge of insurance industry concepts, practices, and procedures
Demonstrated communication, organization, and planning skills both orally and in writing
Demonstrated interpersonal skills and have the ability to represent the company effectively in public forums and when interacting with potential partners
Demonstrated ability to perform data and financial analysis
Demonstrated creative skills
Demonstrated PC and Windows skills (intermediate level of Microsoft Excel required)
What You'll Receive
At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you’ll receive.
Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work from home if you choose to, Tuesday through Thursday you’ll work in office.
As a Sentry associate, you will have an in-office workspace and materials for your home office. In addition to the laptop, you will receive prior to your start, Sentry will provide equipment for your home office.
Meal Subsidy available for associates who report to an office.
401(K) plan with a dollar-for-dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future.
Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program
Generous Paid-Time Off plan for you to enjoy time out of the office as well as Volunteer-Time off
Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits to encourage a healthy lifestyle.
Well-being and Employee Assistance programs
Sentry Foundation gift matching program to encourage charitable giving.
About Sentry
We take great pride in making Forbes’ list of America’s Best Midsize Employers. A lot of different factors go into that honor, many of which contribute to your job satisfaction.
Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we’re one of the largest and financially strongest mutual insurance companies in the United States. We’re rated A+ by A.M. Best, the industry's leading rating authority.
Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth.
Get ready to own your future at Sentry. Opportunities await!
Casey Van Der Geest
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.
Our commitment to creating a positive, people-first culture hasn’t gone unnoticed. We’re proud to be recognized for our outstanding workplace culture.
Sentry earned an A+ rating for the 34th consecutive year.

Recognized as one of America’s Greatest Workplaces for Diversity by Newsweek.

Ranked 13th among Wisconsin’s largest private companies by revenue and impact by Deloitte.
Sentry is one of America’s Best Midsize Employers, according to Forbes.

For the second year in a row, Newsweek named Sentry one of America’s Greatest Workplaces for Women.
Forbes names Sentry as one of the Best Employers for new Grads.