Enrollment Services

Is your HR team overwhelmed by open enrollment?

Many HR professionals say that that open enrollment is their biggest administrative challenge. Outsourcing can take out much of the pain of this process, allowing your HR team to deliver superior service at a lower cost than doing the work in house.

Education through Engagement

Our Click, Call, Connect enrollment services will empower your employees to make Better Benefit Decisions and your HR Department reduce the administrative burden and costs associated with enrollment events.

Click call connect

Using our proprietary BenefitInsite platform, your employees will be able to can review plan details, compare benefit choices, and enroll in their choices for core and voluntary benefits.

Even more powerful is what the employee doesn’t see. Your benefits team will be able to tap into a robust administrator functionality that includes more than 25 standard reports for open enrollment, transaction history, billing, life events and changes made throughout the plan year. BenefitInsite can be configured to accommodate any type of benefit plan using employer-group specific rules relating to coverage options, eligibility and cost.

The BenefitInsite comes with a fully customizable user interface, giving you the flexibility incorporate your color scheme, logo and unique benefits plan content.

Winston’s Benefits-On-Demand call center provides the personal, expert support needed to navigate today’s complex benefit plan decisions.

Our on-shore, licensed staff of benefits counselors can answer employees’ questions about their benefits, make changes to their plan over the phone or by co-browsing on the web and  resolve claim issues.

Your organization will be assigned a team of benefit counselors specifically trained to manage your employee benefits plan, as well as a unique 800 number to reach them.


Winston’s staff of licensed Benefit Enrollment Representatives can conduct on-site group or one-on-one enrollment meetings, enabling your employees to connect with a knowledgeable benefits expert. Our Enrollment Representatives can explain plan details, individual benefit options -- and even enroll employees in their benefit selections on the spot using our web-based enrollment technology.

Contact us for a complimentary analysis of your enrollment process.