Skip to main content
Authentic logo

Senior Director of Sales

Authentic

New York, NYFull-time$125–150K/yrPosted todayStill listed today

See where you stand before you apply. No sign-up to start.

You apply on the posting's application page, with no Olive account needed.

Watch jobs like this.

Don't just apply. Show up ready.

Olive works from this exact posting.

At a glance

Compensation
$125–150K/yr
Location
New York, NY
Schedule
Full-time
Work Authorization
Not specified

Olive focuses on jobs in the United States, including remote roles you can work from there.

Job overview

Authentic is seeking a Senior Director of Sales to build and lead a team of Directors of Brokerage Partnerships. The role owns team premium targets, coaches sellers, and helps shape the company’s sales approach as it scales. The Senior Director reports to the VP of Revenue and partners across underwriting, programs, enablement, and revenue operations.

Skills & qualifications

RequiredNice to have

Skills

Sales Management, nice to haveLife Coaching, nice to haveTeam Management, nice to havePipeline Planning, nice to haveForecasting, nice to haveRelationship Building, nice to haveData Analysis, nice to haveCustomer Relationship Management, nice to haveSales Team Leadership, requiredTeam Building, requiredSales Coaching, requiredCommercial Insurance Sales, requiredSales Forecasting, requiredCRM Data Management, requiredProperty and Casualty Insurance, requiredBrokerage Relationships, requiredData-Driven Decision Making, requiredProgram Business, nice to haveMGA Experience, nice to have

Qualifications

8+ Years Commercial Insurance Sales, required3+ Years Leading Sales Teams, required

Benefits

Medical Insurance
401(k) Match
Paid Time Off
Parental Leave

Full job description

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 a sales leader who wants to build the team, not just manage it. As Senior Director of Sales, you'll lead a group of Directors of Brokerage Partnerships, each responsible for growing a book of business at our most important logos. You'll own your team's number, coach every seller to hit theirs, and help shape how Authentic sells as we scale. You'll report to the VP of Revenue. What You'll Do

  • Lead, coach and develop a team of Directors of Brokerage Partnerships and own your team's premium targets
  • Run the weekly rhythm: pipeline reviews, forecasting, deal strategy and call reviews
  • Coach sellers through the full cycle, from breaking into a new brokerage to growing a relationship across offices and programs
  • Join key broker meetings and build executive relationships at our largest brokerage partners
  • Hire and onboard new sellers, and help define what great looks like in each role
  • Hold the team to clear standards on activity, pipeline quality and CRM hygiene
  • Partner with underwriting, programs, enablement and revenue operations to provide the tools and support necessary for your team to thrive
  • Shape our go-to-market strategy, including targeting, sales plays and and messaging

Who You Are

  • 8+ years in commercial insurance sales or distribution, with 3+ years leading sales teams at a brokerage, MGA, wholesaler or carrier
  • A track record of building teams that consistently hit their targets
  • Strong P&C knowledge; program business or MGA experience is a plus
  • Relationships across national and regional brokerages
  • A hands-on coach who is energized to sell alongside their team
  • Data-driven and comfortable running a forecast and maintaining data discipline within a CRM
  • Energized by the pace and ambiguity of a fast-growing startup

Why This Role

  • Real leverage. You'll shape how a fast-growing sales team prospects, sells and grows its relationships.
  • A differentiated product. Your team gives brokerages a way to launch their own programs and a differentiated product to win in the market, a conversation most of them haven't had before.
  • Ground-floor timing. The people who build our sales organization now will define what it becomes.

Compensation Base salary of $125,000 - $150,000 with performance-based incentives tied to team results. $250,000 - $300,000 OTE. 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.

How this job compares

Set against the 2,911 open Sales Leadership jobs on Olive Jobs, counted November 13, 2026.

Pay
  • This posting$125–150K/yr
  • New York median$175–260K/yr176 salary ranges
  • US median$155–244K/yr2,200 salary ranges

This range's midpoint, $138K, is 39% below the New York median midpoint ($225K) — in the lowest quarter of Sales Leadership salary ranges in New York.

Openings
Olive Jobs lists 274 open Sales Leadership jobs in New York and 2,911 across the US. 20% of them nationwide are listed as remote or flexible.
Hiring the most in New York
Experience
This posting asks for at least 3 years of experience — less than three in four Sales Leadership postings that state a minimum ask for (median 8 years, across 2,387 postings).
Education
602 of the 2,911 open Sales Leadership jobs (21%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 13, 2026. Figures based on too few postings are left out.

Prepare for this role

You've read the whole posting — now see how you match it.