The Challenge
Join a fast-growing AI startup building domain-specific automation for insurance agencies as their founding marketer. You'll own the entire marketing function from day one and help establish this category-defining platform as the leader in enterprise insurance tech.
Your Mission
Define and launch GTM strategy for initial product launch, including positioning, messaging framework, and competitive differentiation in the insurance market
Build foundational marketing collateral: case studies, one-pagers, product demos, and sales enablement decks that close enterprise deals
Establish marketing ops: set up CRM integration, lead tracking, attribution model, and reporting dashboard to measure pipeline impact
Plan and secure sponsorship/speaking slots at 2-3 key insurance industry conferences to build early brand presence and pipeline
Execute full GTM for 2-3 major product releases with integrated campaigns across LinkedIn, email, and direct sales outreach
Generate first 50+ qualified leads through product marketing and event activation; measure conversion to pipeline and revenue impact
Scale sales enablement: create battle cards, objection handlers, and ROI calculators that improve win rates by 15%+
Establish Crossing Hurdles' positioning as domain leader; achieve 80%+ brand awareness among target insurance agency buyers via earned and owned media
KPIs You'll Own
Pipeline Generated
Total qualified pipeline (in dollars) sourced from marketing campaigns, events, and sales enablement initiatives
Cost per Lead
Total marketing spend divided by qualified leads generated; track by channel (conferences, LinkedIn, email, content)
Sales Enablement Adoption
Percentage of sales team actively using marketing collateral; measured via CRM usage and sales feedback
Win Rate Lift
Month-over-month improvement in enterprise deal close rates attributed to new marketing collateral and positioning
Brand Mentions & Authority
Earned media placements, LinkedIn engagement rate, and third-party insurance industry mentions tracking category positioning
Tools & Stack
Your Team
Your Manager
Founder/CEO (high-autonomy setup)
Current Team
You'll be the first dedicated marketer; will interface with sales, product, and leadership
New founding role-0→1 build
The Package
Salary
$120K-$170K base
Equity
Equity included (details to discuss)
Remote
On-site, NYC (Bryant Park)
Benefits & Perks
Company Intelligence
Fast-growing AI startup building a domain-specific platform for the insurance industry. The platform automates agency operations and enables 24/7 digital workforce capabilities. Backed by Crossing Hurdles, a global recruitment firm focused on helping organizations hire better.
Culture
Founder-driven, fast-paced, high-autonomy environment with direct leadership access
Is This Role For You?
- You've run end-to-end marketing campaigns (LinkedIn, newsletters, events, sales collateral) and can prove pipeline impact
- You thrive owning entire functions solo and building systems/processes from 0→1
- You understand B2B SaaS GTM, enterprise sales cycles, and how to position category-defining products
- You have domain expertise or genuine curiosity about insurance/financial services verticals
- You want founder-level exposure, equity upside, and the ability to shape company narrative from day one
- You need a large, structured team immediately or prefer hands-off strategic-only roles
- You're not comfortable with ambiguity, rapid pivots, or wearing multiple hats (product marketing + sales enablement + events)
- You want a fully remote setup-this is on-site in NYC
- You lack B2B SaaS or enterprise marketing experience; you'll sink without GTM fundamentals
Interview Process
Initial Conversation
Meet with founder to discuss vision, your marketing philosophy, and alignment on category positioning
Case Study/Work Sample
Walk through a past campaign you owned (messaging, collateral, results); discuss how you'd approach insurance market GTM
Stakeholder Interview
Chat with sales/product lead to assess cross-functional collaboration and GTM thinking
Final Offer
Negotiate salary, equity package, and 90-day OKRs
Ready when you are
Interested in this role?
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About Product Marketing roles
Product marketers are the bridge between product and market. They own positioning, messaging, go-to-market launches, competitive intelligence, and sales enablement. The best PMMs make complex products feel simple.