---
title: 'GTM Engineer at WorkWhile'
canonical: 'https://feeny.ai/job/gtm-engineer-workwhile-san-francisco-ej7txpfjrxxk'
type: 'job'
last_seen: '2026-09-13'
---

# GTM Engineer at WorkWhile

- **Company:** WorkWhile
- **Location:** San Francisco, CA
- **Employment:** full-time
- **Work type:** hybrid
- **Posted:** 2026-07-31
- **Last confirmed live:** 2026-09-13
- **Apply:** https://jobs.ashbyhq.com/workwhilejobs/89dbd203-6c2a-4952-b16b-fd86cffbc8ce

## Job description

## About WorkWhile

WorkWhile is on a mission to help workers earn a better living and live better lives. More than 80 million Americans work hourly jobs, often with unpredictable schedules that pay close to minimum wage and offer limited benefits, leading to financial instability. WorkWhile is the AI-native labor platform modernizing the frontline economy. Our digital marketplace connects vetted, reliable hourly workers with on-demand shifts across major verticals like logistics, light industrial, warehousing, hospitality, and retail. Businesses get access to a quality workforce, while workers get stable income and unmatched benefits, including next day pay, free telehealth services, and financial services.

We have the audacious goal to align incentives and solve inefficiencies in the labor market, disrupting the $650 billion staffing and recruiting market. Backed by Khosla Ventures and recognized by the Inc. 5000 for 10x growth, WorkWhile is reshaping the future of work.

## About the Role

We are seeking a strategic, AI-fluent, and results-oriented GTM Engineer to serve as a force multiplier for our go-to-market engine. Sitting at the intersection of GTM strategy, AI automation, and revenue architecture, you will lead the operational execution that powers our Sales, Account Management, and Sales Development teams. In this role, you won't just maintain systems; you will build and scale an automated revenue operating system. You will deploy AI tools and modern tech stacks to optimize pipeline generation, automate account enrichment, refine forecasting models, and eliminate operational friction across the full GTM funnel. Reporting directly to the President, you will act as a senior thought partner and tactical leader working cross-functionally with Sales, Marketing, Account Management, Finance, Data Science, and Product & Engineering.

## What You’ll Do / Key Responsibilities

1. AI Integration & GTM Automation

- AI-Native GTM Motions: Architect and scale AI-driven workflows across top-of-funnel and full lifecycle motions. Implement automated account scoring, dynamic buyer intent signal monitoring, and AI-assisted account enrichment (e.g., via Clay) to accelerate outbound execution.
- Next-Gen Tech Stack Architecture: Own, optimize, and connect our best-in-class GTM tech stack, including Salesforce, Clay, Nooks, Gong, HighTouch, Outreach, and ZoomInfo, ensuring seamless data syncs and pipeline automation.
- Prompt Engineering & Agentic Workflows: Leverage LLMs and generative AI tools to streamline operational workflows, auto-generate competitive and account intelligence briefs for field reps, and automate routine GTM administrative tasks.

1. Strategic Planning, Capacity & Territory Design

- Planning & Modeling: Partner with leadership to drive annual/quarterly planning, capacity modeling, quota allocation, and territory design using predictive inputs.
- Funnel Optimization: Analyze the end-to-end GTM funnel to identify conversion bottlenecks, sales cycle velocity levers, and ACV expansion opportunities.
- Deal Desk & Compensation Strategy: Oversee deal structuring, custom quoting mechanics, and rules of engagement. Collaborate with Finance to administer, model, and optimize motivational incentive commission structures.

1. Advanced Analytics & Revenue Intelligence

- Revenue Operating Cadence: Help run the end-to-end GTM business rhythm, delivering accurate weekly revenue forecasting, pipeline inspection, and performance diagnostics for executive leadership.
- Dashboards & Data Infrastructure: Build advanced dashboards across Salesforce, Metabase, and BigQuery to provide real-time visibility into quota attainment, SDR pacing, account penetration, and win/loss diagnostics.
- Data Hygiene & Pipelines: Maintain pristine GTM data hygiene by building automated validation pipelines and governance frameworks across all connected systems.

1. Enablement, Execution & Cross-Functional Leadership

- Field Execution Support: Serve as the key operational partner and advisor for field-facing reps and managers regarding process execution, system navigation, and commission tracking.
- Process Redesign: Continuously audit sales processes to eliminate manual steps and friction, replacing legacy workflows with automated, AI-assisted solutions.

## What We’re Looking For / Qualifications

- Experience: 5–8+ years of progressive experience in Revenue Operations, GTM Strategy, or Sales Operations at a fast-growing B2B SaaS or tech marketplace environment.
- AI Fluency & Tool Mastery: Deep hands-on experience leveraging modern AI/automation tools in a RevOps environment. Expert proficiency with Clay (waterfall enrichment, AI research agents, intent signaling), Nooks / Outreach, Gong (conversation intelligence), HighTouch (reverse ETL), and generative AI tools (ChatGPT/Claude/Custom GPTs) for operational workflows.
- Core RevOps Stack Expertise: Advanced Salesforce (SFDC) administration/architecture skills and expert Excel / Google Sheets financial and capacity modeling capabilities.
- Data & Analytics Capabilities: Proficiency in SQL, BigQuery, or Metabase/BI platforms for complex multi-data-source analysis.
- Strategic & Systems Thinking: Proven track record of taking messy, manual GTM processes and turning them into scalable, highly automated operating frameworks.
- Cross-Functional Leadership: Excellent communication and stakeholder management skills; comfortable challenging senior leadership with data-backed insights.
- Bias for Action & Ownership: High agency, entrepreneurial mindset, and comfort navigating ambiguity in a high-velocity, high-growth environment.

## Benefits & Perks

- Hybrid work culture with office hubs in SF, NY, Seattle & Toronto
- In-person company offsites
- Medical, dental, & vision coverage
- Unlimited time off
- 401(k) with employer match
- WFH stipend to support your desk setup needs

WorkWhile has a diverse, mission-driven, and supportive culture—we look for people who want to take ownership, are energized by ambiguity, and strive to make a lasting impact. If this resonates with you, we’d love to chat! WorkWhile is an Equal Opportunity Employer. Women, minorities, individuals with disabilities and protected veterans are encouraged to apply.

## About WorkWhile

## Company Overview
- **One-liner**: WorkWhile is an AI-powered flexible labor marketplace that connects businesses with reliable, on-demand hourly workers while providing workers with flexibility, fast pay, and benefits.
- **Entity Type**: Private (Series B, $23M raised in July 2025 led by Rethink Impact)
- **Headquarters**: San Francisco, California, United States
- **Founded**: 2020
- **Founders**: Jarah Euston (Co-Founder, President & COO)

## Core Business
- **Primary industry**: Hourly labor marketplace / contingent staffing technology
- **Target customers**: B2B; serves businesses in warehousing & logistics, manufacturing & production, hospitality & events, facilities & food services, and retail & merchandising; also serves workers (B2C) seeking flexible hourly shifts.
- **Mission or purpose**: “We are on a mission to help workers earn a better living and live better lives” – building a labor market where workers thrive and businesses succeed together.

## Products & Services
- **WorkWhile Platform (AI-Powered Marketplace)**: A full-stack, machine-learning-driven platform that matches workers to shifts based on skills, schedule, and location. Features real-time scheduling, behavioral analysis, feedback loops, and predictive AI to improve reliability and reduce churn. Available as a mobile app for workers (shift browsing, clock-in, earnings management) and a dashboard for businesses (scalable staffing, simple pricing, no upfront costs).
- **WorkWhile Visa® Prepaid Card**: Next-day pay option for workers.
- **Virtual Healthcare Services (Curai Health partnership)**: Free telehealth services for workers in all 50 states (announced 2025).
- **Newday (Self-Service Workforce Management Tool)**: Launched to empower companies to manage their own workforce in real time.

## Market Standing
- **Valuation/Market Cap**: Not disclosed.
- **Key Metric**: Annual Revenue of $3.0M (LinkedIn estimate); Total Funding of $39.5M across four rounds (Seed, Grant, Series A, Series B).
- **Notable Investors/Partners**: Khosla Ventures (lead investor in Seed), Reach Capital (lead investor in Series A), Rethink Impact (lead investor in Series B), F7 Ventures; recognized as a World Economic Forum Tech Pioneer.
- **Growth Signals**: +57.7% headcount growth YoY (112 employees as of 2026); presence in the United States, Canada, and India; recent Series B ($23M) closed July 2025; appointed AI and infrastructure leader James Everingham to the Board of Directors.

## Competitive Advantages
- **Worker-First Approach**: Offers perks typically absent in hourly work (next-day pay, virtual healthcare, bonuses) to improve retention and reliability.
- **AI-Powered Matching & Predictive Analytics**: Uses machine learning to identify the most reliable workers, reducing churn and absenteeism for businesses.
- **Full-Stack Solution**: Covers screening, background checks, certifications (e.g., forklift), scheduling, payments, and workforce management in a single platform.
- **Scalable Flexibility**: Supports on-demand shifts, long-term assignments, and temp-to-hire without long-term contracts or hidden fees.

## Strategic Focus
- **Expanding AI Capabilities**: Deploying predictive AI to enhance worker financial planning and reliability (e.g., Wage-to-Wallet Index).
- **Scaling Across Industries**: Broadening into new verticals (manufacturing, hospitality, retail) beyond initial warehousing and logistics focus.
- **Self-Service Tools**: Growing the Newday platform to give businesses more control over their own workforce.
- **Worker Well-Being**: Continuously adding benefits like virtual healthcare and fast pay to differentiate in a competitive labor market.

## Why Work Here
- **Remote-Flexible Team**: The company describes itself as “remote-flexible” – most roles can be done from anywhere, with a strong emphasis on autonomy and trust.
- **Comprehensive Benefits**: Full health coverage (100% of employee health, vision, dental premiums; generous family coverage), unlimited time off, WFH expense allowance, referral bonuses.
- **Culture & Values**: Mission-driven with a “worker-first” ethos. Values include respect, operating with urgency and care, embracing adventure, being an owner (founder’s mindset), and setting audacious goals.
- **Growth Environment**: High headcount growth (+57.7% YoY) signals a scaling organization; team members from companies like Instawork, Wonolo, Lyft, Meta, and Grubhub indicate a strong talent pool.
- **Impact**: Opportunity to directly reshape the $1+ trillion contingent labor market for 83 million hourly workers in the U.S.

## Sources
1. [workwhile.ai/about-us](https://www.workwhile.ai/about-us)
2. [workwhile.ai/teams](https://www.workwhile.ai/teams)
3. [workwhile.ai](https://www.workwhile.ai/)
4. [linkedin.com/company/workwhilejobs](https://www.linkedin.com/company/workwhilejobs)

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