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Supplemental Benefits Counseling Associate

Would you like to take ownership in a dynamic, high-growth business that truly walks the talk?

Oswald Companies seeks goal-driven professionals ready to take their career to the next level.

Job Summary Responsible to assist a client's employees to understand the content and appreciate the value of their employer's comprehensive package of benefits by; Developing education materials in various mediums; Educating employees on their benefit programs; and supporting the enrollment process for those benefits selected.  Provides initial and ongoing support to employers and employees regarding all facets of supplemental benefits.  Provides internal support to account management team as needed; interfaces with clients and carriers, maintains records, and performs other general administrative duties.

A Day in The Life:

  • Works with client team and producer to understand relationship and goals, completes client-specific training
  • Achieves a working knowledge of the employer's benefit plan coverage and services offered which may include medical, prescription, wellness, dental, vision, disability, life, accident, critical illness and other supplemental lines of coverage.
  • Develops and reviews member education materials in various forms of media including member mailings, enrollment forms, PowerPoint presentations, video recordings (BrainShark) and any applicable decision support tools relating to supplemental benefits
  • Completes implementation paperwork and build case specifics in enrollment platforms, seek approval from carriers’ underwriting departments and Oswald HRIS team
  • Conducts a personalized, one-on-one counseling meeting, in-person or virtual, with each assigned employee as applicable based on group size/need.  Provides support to employers and employees as it relates to all facets of supplemental benefits using various modes of communication.  Actively engages and educates the employee on the specifics of each benefit offered and all options available; assists the employee in the evaluation and comparison of plan levels offered and enrolls the employee in the selected plans.
  • Communicates the features, options and rates for each benefit; utilizes an electronic enrollment system or paper applications to record the employee's choice of plan and level of coverage accurately; provides each employee with confirmation of their enrollment and deductions.
  • Displays a genuine concern for the employee's wellbeing; demonstrates a caring attitude with a passion to help the individual answer their benefit questions and resolve their concerns.
  • Monitors the progress of meeting action items, initiates response from vendors or internal staff, secure all enrollment documents; also builds files in the internal, shared computer systems and catalogues documents appropriately.
  • Performs data entry of current and historical enrollment, account, and commission information in the system of record on a timely basis.
  • Serves as an ongoing client contact and identifies and assesses customer’s needs quickly and accurately; solves problems systematically, using sound business judgment.
  • Supports client retention and confers with the team on opportunities to up-sell and/or cross-sell additional Oswald products and services.
  • Tracks existing worksite benefit programs in designated market accounts and work with client teams to identify new opportunities and room for improvement.
  • Strives to understand the details of Healthcare Reform, HIPAA, COBRA and other legislation, which affects the business unit.
  • Attains further education, coursework and skills development opportunities to obtain professional designations in their field of expertise.
  • Must have dependable vehicle to travel to client locations as needed.

What You’ll Need:

  • A college degree is an advantage but not a requirement
  • Strong Microsoft Excel abilities required
  • Energetic with a positive attitude and desire to learn new skills and lead by example
  • Warm and engaging personality
  • Strong customer service skills with customer-centered focus
  • Detail oriented and highly accurate
  • Strong interpersonal skills with a collaborative approach
  • Exceptional verbal and written communication skills
  • Highly flexible, adaptable, embraces change
  • Works well under pressure and meets established deadlines

Who You Are:

  • Strong presentation skills – ability to adapt
  • Strategic thinker – able to connect solutions with data
  • Accountability – overall accountability for anything with a client – wrong, right, indifferent
  • Strong communication skills – ability to know how and when to communicate
  • Relationship builder – build relationships with clients and internal partners
  • Strong leadership skills – ability to coordinate all aspects of a project and make sure folks deliver on timelines

Who is Oswald?

Oswald is a 129-year-old company that creates a world of protection around the lives and businesses of our clients.

We are an independent, employee-owned company. So, essentially, you own your own success in a personally and financially rewarding opportunity.

Inclusivity is a priority. We foster an environment of collaboration and belonging where our Employee-Owners thrive on their unique path. Our diverse talent reflects the communities and clients we serve, while driving unmatched risk and insurance innovations.  

Our people-first culture and client service excellence have built our reputation of integrity, resourcefulness, and a relentless care for our clients and employees. Don’t believe us? Ask your friends, colleagues, and mentors about Oswald. There’s a reason Oswald has been named a Top Workplace for nine consecutive years.

What you’ll get...

At Oswald, you will have the opportunity to build a long-term career with unlimited growth potential. Aim high, work hard and we’ll help you achieve your goals. 

At Oswald, you will experience our caring work environment. We care about our Employee-Owners, we care about our customers, and we care about the world around us. Our caring personality comes to life in the form of volunteering in the community. We even give employees paid time off to volunteer with an organization of their choice.

At Oswald, you will achieve a work-life balance. We care about your physical and emotional well-being, so work-life balance is encouraged and practiced. We understand you have a life outside of work, and we want you to live it.

At Oswald, you will have access to a world-class Total Rewards package. We truly value our people, which shows in our compensation, benefits, and perks.

  • In addition to competitive pay, we have designed a performance-based annual incentive program. All employees are eligible to earn a bonus by meeting performance objectives. 

  • Comprehensive medical, dental and vision plans and numerous supplemental benefit offerings.

  • Paid time off annually and a sabbatical at every 10-year service anniversary.

  • Ownership in the company in the form of company stock (discretionary profit-sharing and 401(k) match contribution)

  • Assistance with parking expenses, discount programs for area services/experiences, and financial support for professional development and licensure/designations

  • Access to specialized leadership development programming designed to take your career to the next level.

  • And so much more!

To learn more about Oswald, our culture and everything we have to offer, visit us on LinkedIn.

Oswald, a Unison Risk Advisors company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic.

Average salary estimate

$60000 / YEARLY (est.)
min
max
$50000K
$70000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

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EMPLOYMENT TYPE
Full-time, on-site
DATE POSTED
April 18, 2025

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