Grow With Us

We are looking for a Founder in Residence, GTM Innovation at Workstream, who will own the vision, strategy, and execution of AI-powered workflows that reinvent how we generate pipeline, close deals, and support customers. You’ll operate as the CEO of a high-impact GTM Innovation squad, driving one of Workstream’s most forward-looking initiatives.

This is designed as a bootcamp for potential founders — ideal for operators, builders, or aspiring startup leaders who want hands-on exposure to modern GTM systems inside a high-growth company. You’ll have the opportunity to identify bottlenecks, evaluate emerging AI platforms, test bold hypotheses, and deploy solutions at scale. Our goal is for you to leave this role more prepared to launch your next venture — though we’re equally open to you continuing on with us beyond the initial term.

Workstream is on a mission to transform how companies scale frontline teams and serve hourly workers — and we believe the future of go-to-market is AI-first. Our team is building a new revenue engine powered by automation, agentic workflows, and intelligent tooling. As the Founder in Residence, you’ll act as the CEO of this transformation — owning strategy and execution of AI-first workflows that drive pipeline, accelerate sales, and elevate customer experience.

What You’ll Own

• AI-First GTM Strategy: Lead the vision and roadmap for embedding automation into the sales and customer journey — from lead gen to onboarding and retention.
  
  
• Opportunity Identification: Surface high-impact use cases for AI and automation across Sales, Marketing, Customer Success, and RevOps.
  
  
• Rapid Prototyping: Build and test AI-driven workflows using modern agentic platforms, low/no-code tools, and custom integrations.
  
  
• Cross-Functional Execution: Partner with GTM stakeholders to launch solutions that directly impact revenue, conversion, and team productivity.
  
  
• Performance & Iteration: Define KPIs, track outcomes, and continuously optimize workflows based on data and feedback.
  
  
• Culture & Enablement: Champion an AI-first mindset, helping teams adopt automation and rethink how work gets done at scale.

How to be successful in this role

• Founder Mentality: You own the problem end-to-end, navigate ambiguity with confidence, and bias toward action and impact.
  
  
• AI-First Thinking: You instinctively look for scalable, automated solutions and understand how to apply modern AI to real business problems.
  
  
• Execution at Speed: You’re comfortable iterating in the wild, testing assumptions, and shipping fast to learn what works.
  
  
• Influential Collaborator: You bring people along by solving their problems, showing value early, and building trust across functions.
  
  
• Creative Builder: Whether through no-code tools, APIs, or clever workflows, you know how to get from zero to one — and beyond.
  This role is ideal for a high-agency operator, ex-founder, or technical GTM strategist eager to define the next frontier of AI-enabled growth. At Workstream, you'll have the backing of a fast-growing company and the runway to build what’s next.

What We Offer

• A mission-driven and value-based company dedicated to empower deskless workers and local businesses
• An early employee opportunity at a Series B hyper-growth startup; work with the founding team and industry veterans to accelerate your career
• Competitive salary and equity
• Comprehensive health coverage: medical, dental, and vision. We pay 95% of your premiums for our employees and 75% for dependents.
• In-office amenities and stocked kitchen
• 401K Plan
• Pre-tax commuter benefits
• Learning/development stipend
• Unlimited PTO

Salary Range: In compliance with the California Pay Transparency Law, the salary for this role is $68640 - $ 999999 in San Francisco. This range is not inclusive of our discretionary bonus or equity package. When determining a candidate’s compensation, we consider a number of factors including skillset, experience, job scope, and current market data.