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Jobs at Optimyl Benefits (Now Hiring) — 3 open

Optimyl Benefits logoOptimyl Benefits

Copy of Regional Sales Representative

Columbus, Ohio, United States · On-site

$125k–$250k/yr

Mid level

About the role The Regional Sales Representative is responsible for generating targeted, profitable sales volume through the regional broker community and reports to the Regional Vice President of Sales. The role focuses…

Skills: B2B Sales, Broker Distribution, Prospecting, Outbound Calling, CRM Management

Optimyl Benefits logoOptimyl Benefits

Senior Medical Underwriter

United States · Remote Solely

$85k–$90k/yr

Mid level

About the role The Senior Medical Underwriter is a highly experienced, results-driven professional responsible for evaluating, pricing, and managing a book of business. The Senior Medical Underwriter serves as a subject …

Skills: Medical Underwriting, Risk Evaluation, Clinical Risk Management, Financial Analysis, Medical Diagnosis Knowledge

Optimyl Benefits logoOptimyl Benefits

Regional Sales Representative

Norcross, Georgia, United States · On-site

$125k–$250k/yr

Mid level

About the role The Regional Sales Representative is responsible for generating targeted, profitable sales volume through the regional broker community and reports to the Regional Vice President of Sales. The role focuses…

Skills: B2B Sales, Broker Distribution, Prospecting, Sales Training, CRM Management

Optimyl Benefits logo

Copy of Regional Sales Representative

Optimyl Benefits

Columbus, Ohio, United States • On-site

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Mid level

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  • $125k–$250k/yr
  • Full-time
  • Competitive compensation, Medical insurance, Dental insurance, Vision insurance, Employer-paid life insurance, Disability coverage
  • Posted 4d ago
  • ~40 hrs/week

Responsibilities

The Regional Sales Representative is responsible for generating profitable sales volume by prospecting, training, and supporting a network of independent health brokers. Key duties include making 40+ daily outbound calls, managing CRM data, and traveling within the region to deepen broker relationships.

Requirements

Candidates need 2+ years of B2B sales or broker distribution experience and an active Life & Health license or the ability to obtain one. Strong communication skills and a proven track record of executing sales strategies are required.

Full job description

About the role

The Regional Sales Representative is responsible for generating targeted, profitable sales volume through the regional broker community and reports to the Regional Vice President of Sales. The role focuses on prospecting, training, and supporting a network of independent health brokers selling Optimyl's products.

This is a full-time, in-office role based in Columbus, OH.

What you'll do

  • Make 40+ outbound calls daily to targeted brokers in the market space.
  • Introduce brokers to Optimyl's offerings, including plan design, cost-containment strategies, and network flexibility.
  • Train brokers on Optimyl's positioning, quoting tools, and sales process.
  • Provide ongoing, white-glove support through quoting, underwriting, and implementation.
  • Collaborate with brokers to develop effective selling strategies for their employer clients.
  • Communicate updates on product offerings, rate changes, and network configurations.
  • Build strong working relationships with Account Management for seamless implementation.
  • Track group-level data and activities in the CRM for accurate forecasting and reporting.
  • Meet daily activity metrics and provide market feedback to the RVP.
  • Travel within the region (15-20%) to deepen broker relationships and support key opportunities.

Ideal Profile

  • 2+ years of B2B sales or broker distribution experience.
  • Active Life & Health license in your state or the ability to obtain once onboarded.
  • Self-motivated and proactive, with the ability to operate independently with strong follow-through.
  • Excellent verbal and written communication skills, with confidence in phone and in-person selling.
  • Highly organized with the ability to manage multiple priorities and shifting timelines.
  • Track record of executing sales strategies and influencing client decision-making.

Compensation

  • Total Compensation: Salary + Commission + Bonus
  • Target Annual Compensation: $125,000 - $250,000
  • First-Year Expected Income: $70,000 - $85,000
  • Incentives: All-inclusive sales trips for top performers

Why Work at Optimyl?

At Optimyl Benefits, we’re focused on simplifying healthcare for small employers and building a workplace where people can do meaningful work and continue to grow.

Benefits include:

  • Competitive compensation
  • Comprehensive health coverage (medical, dental, vision)
  • Employer-paid life insurance and disability coverage
  • 401(k) retirement plan with employer match
  • Generous paid time off and company holidays

We support growth through hands-on learning, exposure to new challenges, and opportunities to expand responsibilities as the company evolves.

Related keywords

Life & Health LicenseB2B SalesBroker DistributionCRMPlan DesignCost-containment StrategiesNetwork FlexibilityUnderwritingHealthcareEmployer ClientsSales ForecastingOutbound Sales

About Optimyl Benefits

LinkedInVisit site

Drawing from deep experience working with small employers, Optimyl has found the “optimal” balance.

Industry
Insurance
Company size
51-200 employees
Headquarters
Milwaukee, Wisconsin
LinkedIn followers
1,573

Optimyl Benefits is changing the way small businesses experience their health insurance by using bold ideas, data-driven technology, and a laser focus on customer service.

Offices: Milwaukee, Wisconsin 53202, US · Columbus, Ohio 43204, US · Des Moines, Iowa 50325, US · Oklahoma City, Oklahoma 73102, US · Phoenix, Arizona 85027, US

Employee BenefitsInsuranceFinancial ServicesHealth Insurance
View all jobs at Optimyl Benefits

About Optimyl Benefits

LinkedInVisit site

Drawing from deep experience working with small employers, Optimyl has found the “optimal” balance.

Industry
Insurance
Company size
51-200 employees
Headquarters
Milwaukee, Wisconsin
LinkedIn followers
1,573

Optimyl Benefits is changing the way small businesses experience their health insurance by using bold ideas, data-driven technology, and a laser focus on customer service.

Offices: Milwaukee, Wisconsin 53202, US · Columbus, Ohio 43204, US · Des Moines, Iowa 50325, US · Oklahoma City, Oklahoma 73102, US · Phoenix, Arizona 85027, US

Employee BenefitsInsuranceFinancial ServicesHealth Insurance
View all jobs at Optimyl Benefits

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