Mid-Market Account Executive
Most salespeople have sold either benefits or payroll. I've done both — and that intersection is rarer than it sounds. Five years. Commission-only from day one. Zero salary net to learn on. Just pipeline, grit, and outcomes.
HCM, payroll, and individual health benefits are converging. ICHRA is rewriting the economics of employer-sponsored benefits. I've already sold both sides of the stack.
Sold USHealth, Medicare Supplement, and small-business health plans commission-only, direct to employers. I know how CFOs think about benefits cost exposure — because I was competing against their broker for the same budget.
Full-cycle outbound at Paychex targeting 100–500 employee companies. No SDR. No inbound. No playbook — selected to build a new market segment from scratch inside a Fortune 500 machine against ADP, Gusto, and Rippling.
My buyers are CFOs and HR Directors making decisions that affect every person on payroll. Trained in MEDDICC methodology, multi-stakeholder deal management, and compliance-driven discovery conversations.
Helped scale a Medicare startup from fewer than 10 reps to 40+ while simultaneously developing the foundational sales processes and team culture. Operates at startup speed with enterprise discipline.
Every role commission-only or performance-based. No salary to hide behind — just results.
No salary. No inbound leads. No safety net. I entered sales at 18 on a fully commission basis while my peers were adjusting to college. I learned what it actually takes to close when no deal means no paycheck.
My parents built careers in enterprise technology sales — I grew up watching what it takes to sell at scale, manage a territory, and win enterprise deals. That context got compressed into every cold call, discovery conversation, and closed deal I made in my early career.
What drives me now is the inflection point where benefits and payroll are converging. ICHRA and individual health markets are rewriting the economics of employer-sponsored benefits in a way that hasn't happened in decades. I want to be at that inflection point — selling the solution that bridges the gap.
Competed through the Okemo Mountain School Student Athlete Program — high-performance mindset built on the mountain long before the sales floor.
Analytical rigor that translates directly to complex deal discovery and multi-variable ROI conversations with CFOs.
Parents built careers in enterprise tech sales. I absorbed the deal mechanics, the long-cycle discipline, and the executive conversation skills before my first job.
Based in Phoenix. Open to remote, hybrid, or relocation for the right opportunity in the HCM and benefits convergence space.
If you're building in HCM, benefits, or the ICHRA/individual health space and need someone who has sold both sides of the stack — I'd like to talk.