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Founding Advisory Lead

Corridor

New York City, NYJobPosted 1mo agoStill listed today

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At a glance

Compensation
No compensation found
Location
New York City, NY
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

Corridor is an AI-native employee benefits brokerage serving small employers. The Founding Advisory Lead will initially carry a sales book and quota, running the client process from discovery through enrollment and ongoing service while working with AI agents and documenting lessons. After the first one to two quarters, the role shifts toward hiring, ramping, and coaching small-group account executives and shaping the sales organization.

Skills & qualifications

RequiredNice to have

Skills

Artificial IntelligenceServiceAdvisorHospitalityHealth InsuranceEmployee BenefitsPayrollQuota-Carrying SalesConsultative SellingSales LeadershipCoachingPlaybook DevelopmentAdaptability

Qualifications

Quota-Carrying ExperienceSales Management ExperienceMentoring ExperienceHospitality or Client Services

Full job description

About Corridor Corridor is an AI-native employee benefits brokerage built for small employers. The 2 to 500 employee market is the most underserved segment in benefits - the national brokers won't service it profitably, so those employers get handed to payroll companies and PEOs or get nothing at all. We're changing that by rebuilding the entire brokerage stack on AI agents, which lets one advisor serve a book that would traditionally take a team of ten. We were founded in early 2026, are backed by Bain Capital Ventures, and have raised $25M. Our first advisor went from zero to a seven-figure book in under a year. We're now scaling distribution across California, New York, and beyond.

Why this role exists Small group health insurance is the bedrock of our business, and it's about to get much bigger. The motion works. A new advisor at a traditional brokerage takes three years to build a $400K book. Our first advisor built a seven-figure book in under a year. If that holds, every advisor we hire compounds faster than traditional brokerages ever could. The question for 2027 is how we can turn it into a machine. That means hiring, onboarding, and mentoring AEs in batches through 2027. So we're hiring the person who will lead them. But we're hiring them to sell first. You cannot teach this motion without having run it. Our advisors close and serve - they run the sales process, then own the client relationship through enrollment and renewal, with AI agents doing the work that used to take a team of ten. So you'll carry your own book through your first 1-2 quarters, then build and scale the team behind you.

What you'll own Your first 1-2 quarters - you're a player

  • Carry a full book against a real quota. Inbound demand is handed to you; you're a closer, not a hunter.

  • Run the complete motion end to end: discovery, quoting through our GA and carrier network, plan design, proposal, close, enrollment, and ongoing service.

  • Work alongside our AI agents and tell us where they break. Every advisor here is also the quality bar on the system doing most of the work, and your feedback goes straight to the product team.

  • Write down what you're learning as you learn it. The ramp playbook for the January cohort is the artifact you build while you sell.

From Q1 2027 onward - you're a coach

  • Hire and ramp the small group AE cohorts, and help us size each batch off how the last one performed.

  • Own ramp time as a number. How fast a new AE reaches first close, and then $500K, is your metric.

  • Run the coaching cadence - pipeline reviews, call reviews, deal strategy - the weekly ritual that makes a team better rather than just measured.

  • Be a thought partner to the CEO and our business operations lead on org design: territories, commission structures, cohort sizing, and what a career path looks like for a Corridor advisor. These questions are genuinely unanswered and you'll have real authorship over them.

What we're looking for

  • A great player coach. You've carried a number and beaten it, and you've managed or mentored people who then beat theirs.

  • Strategic, consultative selling. Our buyers are owners and HR leaders making a decision that affects every employee they have. The motion looks like a consultative closing approach.

  • Strong pattern-matches. A sales leader who built the enterprise motion on top of a product-led one; a consultant with managerial experience and some carried-quota exposure who wants to own a number rather than advise on one; someone from hospitality or high-touch client services who learned the trade by apprenticeship and knows what going beyond what was asked actually costs.

  • You teach by writing things down. You can build artifacts: playbooks, call libraries, objection docs, scorecards.

  • You move at startup speed and change direction without friction. Priorities here shift monthly. People who need a stable mandate to be effective struggle at this stage, and we'd rather be honest about that up front.

No benefits or insurance background required.

How this job compares

Set against the 2,074 open Sales Leadership jobs on Olive Jobs, counted October 29, 2026.

Pay
  • This postingNot listed
  • New York median$198–270K/yr133 salary ranges
  • US median$21–24/hr20 hourly ranges
Openings
Olive Jobs lists 219 open Sales Leadership jobs in New York and 2,074 across the US. 20% of them nationwide are listed as remote or flexible.
Hiring the most in New York
Experience
Sales Leadership postings that state a minimum ask for 8 years of experience at the median; the middle half ask for 5 to 10 years (1,705 postings).
Education
462 of the 2,074 open Sales Leadership jobs (22%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on October 29, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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