Director of Sales Enablement

Authentic is a tech-enabled MGA (managing general agent). We design and run insurance programs for specific kinds of businesses, like restaurants, gyms, and power producers. Brokers bring us the businesses that need coverage, and carriers back our policies. Every program runs on a platform we built ourselves, and we own every line of code behind it. Engineers and insurance experts build it side by side in New York and Dayton, Ohio. Since our founding in 2022, we’ve grown to 80+ people and been named to the 2026 CB Insights Insurtech 50.

The Role This role is built for someone who knows insurance and loves making sellers great at selling it. As our first Director of Sales Enablement, you'll make sure every seller knows who to call, what to say and where we win, and can sell every program we offer, including the ones we launch next. You'll build and implement our onboarding, messaging and launch playbooks from the ground up. You'll report to the VP of Revenue. What You'll Do

• Build and run onboarding for new Directors and Associates, so they ramp faster and with confidence
• Create product certifications for each program, so sellers know our coverage, appetite and policy forms before they pitch them
• Own sales messaging: talk tracks, objection handling, standard answers and a clear view of where we win, by program and segment
• Build and maintain competitive intelligence on the markets we sell against
• Lead launch readiness for new programs and changes, with training, positioning and materials for sellers and brokers
• Build a coaching program with sales leaders, including call reviews against a shared standard
• Measure what works, from ramp time to certification results to win rates, and improve it
• Partner with programs, underwriting, marketing and revenue operations to keep sellers current as our products evolve

Who You Are

• 6+ years in commercial insurance, with 3+ years in sales enablement, sales training or product marketing at a carrier, MGA, wholesaler, brokerage or insurtech
• Strong P&C knowledge, and the credibility to teach experienced producers
• You've built an onboarding or training program from scratch, and can show how it changed results
• An excellent writer and presenter who turns complex coverage into simple, usable guidance
• Comfortable with a CRM, call recordings and data to see where sellers need help
• Organized, self-directed and energized by building in a fast-growing startup

Why This Role

• Build the playbook. You'll create how Authentic onboards, trains and equips every seller.
• Visible impact. Every hour you save sellers, and every deal they win because they're better prepared, shows up in our results.
• Ground-floor timing. We're adding new programs and practices quickly, and you'll shape how each one reaches the market.

Compensation Base salary of $150,000 - $185,000 with potential for 15% performance-based incentives. Our (FTE) benefits

• Competitive salary, equity, and role trajectory
• Comprehensive health benefits for you and your family
• 401(k) plan with company match
• Unlimited PTO
• Paid parental leave

About Authentic Authentic builds the infrastructure that program insurance runs on. We partner with leading brokerages to design and manage custom insurance programs, backed by A and A- rated carriers operating nationwide. Brokers bring the data and distribution. We bring everything else: the technology, the capacity, and the underwriting expertise to stand up specialized programs at speed and build them to last. We’re a Series A company backed by top investors, including FirstMark Capital, Zigg Capital, Slow Ventures, Clocktower, Commerce Ventures, and Altai. We’ve grown over 15x in the past year with a massive market opportunity ahead.

Authentic is committed to building an inclusive working environment regardless of gender, sexual orientation, religion, ethnicity, race, education, age, or other personal characteristics. We believe that people do their best work when they can be themselves, and different perspectives and experiences make us stronger as a team. We’re proud of the supportive and inclusive workplace we're building together and are always working to make it even better.