Jobs at Workstream

Own and grow corporate partnerships with national franchise brands. Prospect C-suite executives, run multi-stakeholder enterprise sales cycles, present business cases, negotiate MSAs and preferred-vendor agreements, and close deals. Manage post-signature relationships, QBRs, rollouts, expansion, and ROI storytelling. Collaborate with sales, marketing, customer success, and product teams while using AI tools for research, prospecting, and proposals.

Lead Workstream’s brand and product marketing strategy as it expands into an AI-native platform for frontline workers. Own positioning, messaging, product launches, pricing and packaging input, content, design, sales enablement, competitive analysis, and customer proof. Manage and develop a high-performing marketing team while contributing as a hands-on writer and operator. Measure marketing impact through pipeline and revenue, collaborate closely with sales and leadership, and support rapid growth in a fast-paced startup environment.

Lead product marketing for Workstream’s HR, payroll, hiring, and AI products. Own positioning, messaging, go-to-market launches, pricing and packaging input, sales enablement, competitive analysis, customer proof, and content. Manage a team of three, collaborate with revenue, sales, content, and design teams, and use AI tools to accelerate research and execution. The role is based in San Francisco with at least four in-office days weekly and occasional travel.

Lead end-to-end onboarding and implementation for small and medium-sized US payroll clients during their first 60–90 days. Responsibilities include project planning, stakeholder coordination, process design, software setup, client training, expectation management, issue escalation, documentation, account tracking, and continuous improvement of onboarding programs. The role requires customer-facing SaaS implementation experience, US payroll expertise, strong communication, analytical skills, and basic spreadsheet or database proficiency.

Lead and coach a team of Account Executives selling HR, payroll, and hiring technology to restaurant franchise organizations. Responsibilities include pipeline management, forecasting, deal coaching, sales-playbook development, onboarding and ramping new hires, recruiting, cross-functional collaboration, and participation in complex six-figure deals. The role is fully onsite five days per week and requires approximately quarterly travel to franchise conferences and industry events.

Partner with the CEO to scale Workstream by unifying product, GTM, finance, and people operations; build operating models, OKRs, governance, and organizational structure; remove bottlenecks; lead strategic and financial planning, board and investor relations; mentor executive team; and drive special initiatives and global expansion.

Record approved first-person videos of authentic physical workplace tasks using Workstream-provided camera equipment. Contributors must obtain workplace permission, follow safety, privacy, and quality guidelines, upload footage through the platform, maintain equipment, and respond to feedback. Eligible activities include inventory handling, cleaning, assembly, maintenance, construction, warehouse work, retail backroom tasks, and commercial kitchen operations. Payment is $3.50 per hour of approved footage submitted, as a project-based independent contractor.

Provide customer support and managed payroll services, including preparing payrolls, reviewing data, resolving discrepancies, maintaining confidentiality, and meeting accuracy and service goals. Use AI-enabled tools responsibly, validate automated outputs, identify process-improvement opportunities, document workflows, and collaborate with Engineering, Product, and Design teams on automation and customer experience improvements.

Build and operate production AI agents and agentic workflows for design customers. Map real-world workflows, integrate live data, create evaluation harnesses and human-review tooling, run shadow-mode testing, monitor and resolve incidents, and productize customer-specific solutions into reusable services. The role requires close customer collaboration, strong engineering judgment, auditable systems, and disciplined controls to prevent incorrect AI outputs from reaching users.

Lead and develop an Enterprise Customer Success team to drive retention, expansion, and 130%+ NRR. Own forecasting, executive relationships, escalation management, cross-functional prioritization, OKRs, and scaling best practices across onboarding through long-term success.

Serve as primary post-implementation contact for clients using Workstream Benefits and ACA systems. Drive adoption, support open enrollment, ensure ACA compliance, administer benefits setup and insurance deductions, troubleshoot issues, and maintain accurate HRIS/benefits data.

Sell Workstreams HR/payroll/hiring SaaS to SMBs and franchisees: prospect, demo, negotiate contracts, close deals, manage pipeline, track KPIs, and collaborate across teams.

Prospect and set demo appointments for Account Executives with franchise and corporate accounts via cold calling, email, and LinkedIn. Use Outreach, Salesforce, ZoomInfo, and LinkedIn Sales Navigator to research and manage accounts, develop strategic prospecting plans with AEs, and coach newer outbound ADR team members. Collaborate daily with Sales, Marketing, and leadership in a fast-paced, fully onsite environment.

Owner of partner strategy and execution: prospect, negotiate, and close revenue-generating partnerships; manage partner lifecycle and co-sell motions; enable partner sales through training and GTM alignment; measure partnership performance and coordinate cross-functional teams to drive partner-influenced revenue and joint customer success.

Design and implement full-stack, high-performance web applications. Collaborate with product and cross-functional teams to deliver scoped features, practice TDD and CI/CD, build scalable distributed systems, and maintain high-quality code. Communicate technical ideas clearly to stakeholders.

Own and optimize end-to-end revenue processes across Marketing, Sales, and Customer Success. Build dashboards, analytics, and AI-assisted automation (Claude Code) to reduce admin work, prevent revenue leakage, and enable GTM leaders with data and scalable workflows. Serve as a project manager for cross-functional initiatives and champion an AI-first operating model while supporting enablement and documentation.

Own and optimize end-to-end revenue processes across Marketing, Sales, and Customer Success. Build dashboards, automation, and internal tools (using AI and Claude Code). Drive data governance, enable GTM teams with metrics and AI-driven workflows, standardize workflows, and partner with leadership to increase ARR and reduce revenue leakage.

Lead revenue operations to optimize lead-to-cash processes, build AI-assisted dashboards and automations, partner with GTM and Data teams on governance, and drive scalable workflows that increase ARR and reduce revenue leakage. Act as project manager for cross-functional initiatives, enable GTM teams on AI tools, and standardize operational playbooks.

Design, build, and deploy API and CSV integrations between Workstream and customer payroll/scheduling systems. Lead discovery calls, translate requirements into technical specs, ship production-ready integrations, optimize for self-service, provide technical support, and create custom tools, reporting, and career sites for enterprise accounts.

Provide bilingual (English/Mandarin) technical customer support via chat, phone, and email for a SaaS HR/payroll platform. Troubleshoot issues, escalate product defects to Engineering, guide customers through features and workflows, meet service metrics (response time, resolution time, CSAT), contribute to product testing and documentation, and assist Success team with client setup and knowledge base creation.