Employer Benefits Sales Associate

Location: Hybrid, Marietta, GA office (2-3 days/week in-office), reports to CCO

Employment Type: Full-time

Company: Off Plan

Off Plan is a direct care platform launching in Florida and Virginia, built in partnership with independent, physician-owned primary care practices. Our thesis is simple: insurance is for emergencies, healthcare is for everyday life. Roughly 80% of what people actually need from the healthcare system, annual exams, sick visits, chronic disease management, care coordination, doesn't belong in an insurance claims process Plan removes that 80% from the insurance system entirely through a straightforward membership: no claims, no prior authorizations, no deductibles, and same-day or next-day access to a physician who isn't managing a 2,500-patient panel.

Insurance and stop-loss coverage stay in place for the true 10-20% that is genuinely catastrophic. We work with employers (self-funded, level-funded, and fully insured), benefits advisors and brokers, and physicians who want to practice medicine without an insurance company standing between them and their patients. We're an early-stage, founder-led company moving fast toward our Florida and Virginia launch, which means this role will have outsized visibility into how Off Plan wins its earliest employer groups, with a direct line to the CCO and founding team.

The Role

Off Plan is looking for an Employer Benefits Sales Associate to drive new business with small to mid-size self-funded and level-funded employers, working closely with the Chief Commercial Officer. This is a full-cycle sales role: you'll build and run your own pipeline of employer prospects, partner with the benefits advisors and brokers who represent them, and translate a genuinely different healthcare model into a pitch that HR leaders and benefits decision-makers can act on.

You'll be one of Off Plan's first sales hires, which means outsized ownership over how we approach this segment as we launch in Florida and Virginia.

Key Responsibilities

• Prospect and build a pipeline of small to mid-size self-funded and level-funded employers (roughly 10-250 employees) through outbound outreach, referrals, and broker introductions
• Run the full-cycle sales process, discovery calls, needs assessment, proposal development, and closing, for employer groups in this segment
• Partner with the benefits advisors and brokers who represent self-funded and level-funded employers, positioning Off Plan as a complement to their existing stop-loss and TPA relationships
• Translate Off Plan's direct-care model into a clear, credible pitch for HR leaders and benefits decision-makers who are used to traditional insurance-based plans
• Maintain accurate pipeline, activity, and forecasting data in the CRM, and report regularly on progress to the CCO
• Support proposal and RFP responses, working with the CCO on pricing and plan design for prospective employer groups
• Represent Off Plan at broker events, employer benefits fairs, and industry conferences to build relationships and awareness in the self-funded/level-funded market
• Coordinate a clean handoff to the Customer Care/Onboarding team once an employer group signs, making sure nothing is lost between sale and implementation
• Stay current on trends in self-funded and level-funded benefits, stop-loss, and direct primary care so you can speak credibly to prospects and brokers

What You Bring

• 2-4 years of B2B sales experience selling to HR, benefits, or employee health/wellness buyers, ideally your second role out of college. Backgrounds we're specifically excited about include payroll, HCM, or PEO sales, companies like ADP, Paychex, Paylocity, Netchex, Insperity, or Tri Net, as well as experience selling stop-loss, TPA services, or self-funded/level-funded benefits
• A track record of hitting or exceeding targets in a quota-carrying sales role
• Comfort running a consultative, full-cycle sales process, from first outreach through close, rather than working off a hand-off model
• Ability to explain a genuinely different, structural healthcare model in plain language that resonates with HR leaders and brokers
• Strong organizational discipline, you keep a clean pipeline and follow up reliably without being told to
• Comfortable with regular travel to prospect and broker meetings within Florida and Virginia as Off Plan launches
• CRM fluency (Hub Spot, Salesforce, or similar) and comfort using sales tools for prospecting and outreach
• Self-starter mentality and comfort operating with limited structure in an early-stage environment
• Bilingual (English/Spanish) is a strong plus, especially valuable given our South Florida launch markets

Compensation

$55,000 to $65,000 base salary, plus uncapped commission (On-Target Earnings of $100,000 to $130,000), and options eligibility.

What Off Plan Offers

• A ground-floor seat at a founder-led company with a clear, differentiated model and a committed leadership team
• Direct exposure to the CCO and CEO, your pipeline and your deals will be visible from day one
• Real ownership…