Regional Sales Representative

At Optimyl Benefits, we're transforming the healthcare landscape for small and mid-sized employers by delivering accessible, high-quality, and easy-to-use self-funded and level-funded health plans. Built by industry experts, Optimyl offers innovative solutions that empower brokers to help businesses provide competitive benefits packages that truly improve the lives of their employees and families.OverviewThe Regional Sales Representative is responsible for generating profitable growth by building strong partnerships within the Northeast in the 2-50 employee range. This role reports to the Regional Vice President of Sales and is central to our broker-first distribution model.ResponsibilitiesMake 40+ outbound calls daily to targeted brokers in the market spaceCreate awareness of Optimyl's offerings, including plan design, cost-containment strategies, and network flexibilityTrain brokers on Optimyl's positioning, quoting tools, and sales processProvide ongoing, white-glove support through quoting, underwriting, and implementationCollaborate with brokers to develop effective selling strategies for their employer clientsCommunicate updates on product offerings, rate changes, and network configurationsBuild strong working relationships with Account Management for seamless implementationTrack group-level data and activities in the CRM for accurate forecasting and reportingMeet daily activity metrics and provide market feedback to the RVPTravel within the region (15-20%) to deepen broker relationships and close key dealsCompensationBase Salary: $50,000Total Compensation: Salary + Commission + BonusTarget Annual Compensation: $125,000 - $250,000First-Year Expected Income: $70,000 - $85,000Incentives: All-inclusive sales trips for top performersIdeal Profile2+ years of B2B sales or broker distribution experienceActive Life & Health license in your state or ability to obtain once onboardedSelf-motivated, proactive, and ability to operate independently with strong follow-throughExcellent verbal and written communication skills, with confidence in phone and in-person sellingHighly organized with the ability to manage multiple priorities and shifting timelinesTrack record of executing sales strategies and influencing client decision-makingCore CompetenciesHolds self and others to high performance standardsThinks critically and takes decisive action based on market insightsBuilds trust and rapport with brokers, teammates, and internal partnersCommunicates clearly and confidently in writing, on the phone, and in meetingsWhy Work at Optimyl?Competitive Pay & Benefits: Medical, dental, vision, life insurance, short- and long-term disability, 401(k) with matchCareer Growth: Ongoing training and opportunity to grow with a scaling companySupportive Culture: Open, collaborative, and entrepreneurial team environmentGenerous Time Off: 15 vacation days, 8 sick days, and 11 paid holidays annuallyAnnual Sales Retreat: Trip to Florida to recharge and collaborate with company employees in other regionsMake a Difference: Help reshape how healthcare is delivered to the employers who need it mostOptimyl Benefits is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.IndustryInsuranceEmployment TypeFull-Time; On-Site