TRECQ

Founding Sales Development Representative

SalesSenioronsiteNew York City
FullTimePosted Sep 24, 2026

About this role

Fernstone is building a new kind of insurance company: we combine AI with expert advisors to place insurance faster and at better terms.

Insurance is a $1T category that still runs on pen and paper. We believe AI will fundamentally reshape how insurance is bought, sold, and serviced.

We’ve raised $3M from YCombinator and other notable investors.

Fernstone was founded by James (BCG, Traba, UChicago) and Bryant (Google, SentiLink, Vanderbilt). We work in-person in our NYC office.

Since the start of the year we’ve grown from 0 to 500+ customers – we’ve built a compelling product with an average sales cycle of 15 days, and now we are scaling it up to reach thousands more.

As Founding SDR and our first dedicated sales hire, you will own demand generation across growth and sales:

  • Outbound: create and own our outbound channel - reach prospects through phone calls, convert interest into booked meetings

  • Inbound: meet with a healthy pipeline of interested customers, qualify them, close them

  • Growth: transmit sales execution work into scalable systems – generate and enrich leads, create sequences, and stand up new verticals to expand top of funnel

You are:

  • Competitive

  • Ambitious

  • Gritty

  • Intelligent

  • A team player

We’ll be most excited if you:

  • Have 0 - 2+ years of experience working on a team that requires outcome ownership (sales, high-growth startup, consulting/finance)

  • Have accomplished impressive things in a competitive environment – whether professional, academic, athletic, or otherwise

  • Have built something before and are excited about ownership, ambiguity, and fast execution

This is a founding role, and that is reflected in scope, compensation, and upside.

About Fernstone

AI-native insurance brokerage.

5 employeesYC Fall 2025
FintechInsurance

Interested?

Find the right person, then reach out. Trying more than one channel only helps your odds.

1
Find who to reach
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2
Reach out
Pick someone above, then draft an email or a LinkedIn note to them.
3
Or apply on their site
The front-door route, plus TRECQ drafts your application answers to paste.
Apply on Fernstone ↗
TRECQ writes your "why this company / why you" to paste into the form.