Choose the role that fits best — then apply below. All positions are open now.
Present the Health First Benefits program to business owners, run the sales process end-to-end, and build lasting client relationships in your market.
Ideal for experienced sales professionals who want to add a proven, high-commission product to their existing book of business on a flexible schedule.
Own the full marketing function — strategy, content, paid, and brand. You'll shape how employers across the country discover Health First Benefits.
Refer businesses to Health First Benefits and earn recurring commissions on every active plan. Ideal for brokers, CPAs, payroll consultants, and HR professionals.
Our product only works when employers trust us. We operate with complete transparency — no smoke, no surprises, fully IRS-compliant.
You won't be lost in a large org. Every person here has real impact on product, growth, and outcomes. Your work shows up fast.
Agent and affiliate roles are commission-based with strong residual income. The better you perform, the more you earn — period.
Millions of U.S. employers are overpaying payroll taxes due to an overlooked IRS provision. We're fixing that — one business at a time.
Select a role above or choose from the dropdown below. We review every application personally.
We'd love to connect with you directly. Pick a time that works for you — or skip this step and we'll reach out when we've reviewed your application.
Join Jesse's team as a Producer for $149.99/mo. Pay securely, set your password, and you're in — the hub and the community — in about a minute.
Join as a Producer — $149.99/moWe've sent a confirmation to . Our team reviews every application personally and will be in touch within 2–3 business days.
Join Jesse's team as a Producer for $149.99/mo. Pay securely, set your password, and you're in — the hub and the community — in about a minute.
Join as a Producer — $149.99/mo