GTM & Deployment Lead (NYC)

Felicity

$90K — $130K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3-6 years in consulting (operations, implementation, or digital transformation) or in a customer-facing role at a SaaS company
  • Experience with business processes and systems, such as CRMs and ERPs
  • Structured thinker capable of translating messy workflows into actionable solutions
  • Ownership mindset to drive deals and deployments independently
  • Strong communication skills for engaging with product users and executives

Responsibilities

  • Lead outreach and early customer discussions to drive sales
  • Run pilot scoping and establish clear success criteria
  • Design and execute pilots with defined goals and timelines
  • Translate complex workflows into structured automations for fast deployment
  • Convert successful pilots into long-term enterprise contracts
  • Identify expansion opportunities within existing accounts
  • Provide insights for product development based on customer feedback

Benefits

  • Equity ownership through ESOP, sharing in the company’s success
  • Full coverage of health insurance for employees and dependents
  • Unlimited PTO, allowing for flexible time management
  • Generous paid parental leave to support family growth
  • Complimentary team lunch and dinner
Full Job Description
The Role

We're hiring a GTM & Deployment Lead to own the full lifecycle of customer engagement, from initial outreach and sales through converting pilots into enterprise contracts.

This is not a traditional marketing or RevOps role. You will work directly with customers to close deals, run pilots, and use the Felicity platform to solve their hardest problems.

This role sits at the intersection of sales, implementation, and product. You'll win deals start-to-finish, prove value quickly, and turn early customers into repeatable success stories.

You'll work directly with the founders, engineering team, and our customers to define how Felicity is built and deployed.

What You'll Do
Drive early sales and customer conversations
  • Lead outreach and early customer conversations
  • Understand customer workflows and identify high-impact opportunities
  • Run pilot scoping and define clear success criteria
  • Articulate Felicity's value in concrete, operational terms
Own pilots end-to-end
  • Design and run pilots with clear goals and timelines
  • Translate messy workflows into structured automations
  • Configure and launch solutions quickly
  • Work hands-on with customers to ensure rapid time-to-value
Convert and expand accounts
  • Turn successful pilots into production deployments
  • Help customers quantify impact (time saved, workflows improved)
  • Identify opportunities for expansion within accounts
Build repeatable GTM motion
  • Identify patterns across customers and use cases
  • Turn successful deployments into playbooks and case studies
  • Partner with founders on messaging, positioning, and sales strategy
Feed product development
  • Surface gaps, edge cases, and opportunities from real usage
  • Help prioritize what gets built based on customer needs


What We're Looking For
Background
  • 3-6 years in:
    • Consulting (operations, implementation, or digital transformation), or
    • A customer-facing role at a SaaS company (solutions, onboarding, or similar)
  • Experience working with business processes and systems
    • CRMs, ERPs, internal operations tools, automation platforms, etc.
Skills & Traits
  • Structured thinker: you can take messy workflows and make them actionable
  • High ownership: you drive deals and deployments forward without waiting for direction
  • Execution-oriented: you're comfortable getting into the details and making things work
  • Strong communicator: you can build trust and communicate clearly with product users and executives
  • Basic technical fluency: you're comfortable working with tools and systems (no coding required)
Recommended, but not required:
  • Experience working with low-code / no-code editors and automation tools
  • Experience running pilots, POCs, or early-stage customer deployments
  • Experience in a fast-paced startup or 1-to-N environment


What Success Looks Like
  • You help close deals by clearly translating product capabilities 12 customer value
  • You run fast, high-quality pilots that convert to long-term customers
  • You reduce time-to-value for new customers
  • You identify repeatable use cases that shape our GTM strategy


Perks & Benefits
  • ESOP
    Every team member receives ESOP (equity ownership) in the company. We want everyone to share in the upside of what we're building together.
  • Health benefits
    Felicity covers 100% of health insurance for employees and dependents, wherever you are.
  • Unlimited PTO
    We trust you to manage your own time. You know what needs to be done and when.
  • Paid parental leave
    We offer generous paid parental leave to support you during this important time with your growing family.
  • Free team lunch and dinner

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