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CNO Financial Group Sales Director, Midwest or West Region- Remote in Chicago, Illinois

CNO’s Worksite unit, Optavise, is hiring a Sales Director to generate revenue for the Midwest region. The Sales Director is comfortable in all facets of the benefits industry, health care and large group sales. The individual is responsible for further developing the broker channels in their market and for developing new business through those channels with the Optavise comprehensive suite of services.

The Director will report to the VP, Large Market Sales and be responsible for effectively and regularly communicating with the VP on ongoing bookings, pipeline development, team & resource dynamics, market developments, best practices, and any challenges. The Director will ensure that sales and Salesforce best practices and requirements are continually adhered to.

This is your opportunity to directly contribute to the success of our company. You’ll grow along with company revenue.

As a Sales Director your responsibilities include:

  • Establish and leverage relationships with Brokers who have clients with 1,000 to 25,000 employees.

  • Sell Optavise year-round solution(s) through brokers to their self-insured clients.

  • Leverage voluntary (worksite) benefits commissions generated through our enrollment services to fund or partially offset the cost of Optavise services.

  • Manage all aspects of the Sales process including prospect generation & qualification, coordinate and lead meetings with prospects and brokers, presentation, proposal generation, negotiation & contracting.

  • Maintain account & opportunity status in Salesforce and ensure accurate opportunity forecasting.

  • Keep current weekly pipeline activity and results.

  • Work professionally and collaboratively with all Optavise team members; including Account Management, Implementation, Operations, Marketing, and Management.

The Sales Director is well suited for you if you have:

  • Proven track record of selling health care related benefits or solutions.

  • Strong broker/consulting relationships within your geographic area.

  • Proven ability of selling to/through brokers and consultants.

  • Ability to follow and direct a prospect through a sales process.

  • Consultative selling approach.

  • Ability to understand objectives of and sell to various personalities, roles, and committee members involved in a sale; C-suite, VP, Director, Manager, Strategy, Operations, and Broker.

  • Ability to plan, organize, and prioritize the actions required to accomplish day to day goals and objectives.

  • Excellent conceptual, writing, oral and presentation skills with the ability to construct stories and content.

  • 50-75% travel within your geographic territory.

Qualified candidates will have:

  • Bachelor’s degree in Sales, Marketing, Business Administration or 8 years of equivalent work experience.

  • Experience in a healthcare, health insurance, benefits field.

  • 5+ years in employee benefit / voluntary benefits sales experience with proven results.

What will set you apart:

  • You’ll have strong relationships with brokers already in place.

  • You’ll have a track record of success selling employee benefits solutions.

  • Understanding of the VB commission offset model.

This role is full time work from home (WFH), also known as Remote. This role can be performed from any US based location within the central or eastern time zone. Associates who live within a 60-mile radius of a corporate office (Birmingham, Carmel, Chicago, Philadelphia, Orlando and Milwaukee) will have access to come into that Office up to 2 days/week, and work from home at least 3 days/week. Work cannot be performed from outside of the United States.

CNO provides life and health insurance, annuities, financial services, and workforce benefits solutions through our family of brands and supported by our associates and agents. Our customers work hard to save for the future, and we help protect their health, income and retirement needs with 3.2 million policies and more than $35 billion in total assets. Our 3,400 associates, 8,600 exclusive agents and independent partner agents guide individuals, families and businesses through a lifetime of financial decisions.

We are financially strong and well positioned for continued growth, and we are grounded in our core values of Diversity, Equity & Inclusion (DE&I); Integrity, Customer Focus, Excellence, and Teamwork. We have offices in more than 260 communities in the U.S., including our headquarters in Carmel, Indiana, and corporate offices in Birmingham, Chicago, Philadelphia, Orlando and Milwaukee.

At CNO Financial Group, we’re always looking forward—to the security and stability we help create for our insurance brands’ customers, and the growth we create within our own company. We're looking for ambitious people who want to do more. We'll provide you with opportunities to grow your skills through challenging professional experiences.

If you're looking for a culture that encourages development, helps you reach your potential, and rewards you for your contribution, then CNO Financial Group is right for you. For more information, visit


ReqID: JR166733

Category: Sales/Telesales

Job Type: Full-Time

Additional Locations: Ann Arbor, MI; Chicago, IL; Columbus, OH; Omaha, NE; Saint Cloud, MN; St. Joseph, MO; Milwaukee, WI; Denver, CO; Phoenix, AZ; Salt Lake City, UT; Albuquerque, NM