Lead Workplace Experience Jobs

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. We’re looking for a seasoned full-stack software engineer to join Gusto’s Growth team and lead the next generation of AI-powered customer acquisition, onboarding, and lifecycle engagement experiences. This role is best suited for an engineer who enjoys operating across the full product lifecycle, from shaping early concepts and technical direction through launch, evaluation, iteration, and long-term ownership in production. On this team, you’ll help define and build customer-facing AI systems that make Growth experiences more effective, more personalized, and easier to scale. In particular, this role will focus on two strategic areas: building an AI Voice Agent that supports onboarding of new customers, and building and scaling AI-driven email experiences across the funnel powered by ACE, our LLM-powered content generation engine. The expectation is not just experimentation, but clear ownership of production workflows and measurable customer impact within Growth. If you're drawn to work that combines technical craft with real-world impact — helpi

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role We're hiring a Senior Staff Engineer to serve as a Technical Lead across multiple pods in the Money Group – Gusto's fastest-growing organization and a cornerstone of the company's transformation into the Small Business Finance Platform. You'll leverage deep domain expertise to help shape the technical vision for systems that power consumer and business financial health including financial accounts, money movement, lending, expense controls, etc. – ensuring the architecture scales as we grow. This role spans strategy and execution: guiding architectural direction across a group of 15-20 engineers, vetting external partners, prototyping new product lines to unblock product decisions, extracting services from our monolith, and mentoring the engineers around you. You'll be the person who fills whatever role the group needs to hit its goals – from hands-on coding to strategic planning to unblocking other teams. If you're excited about building financial infrastructure with real impact on the people and businesses that power the mo

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Treasury Team: The Treasury Team at Gusto is responsible for cash/liquidity management and banking initiatives that support business partner imperatives towards operational effectiveness and performance towards Gusto’s payment operations, accounting and risk/credit infrastructures. About the Role: As a Senior Treasury professional you will help lead the Treasury team in managing financial resources and the day-to-day functions to meet cash and financial obligations of the company. You will liaise with internal teams including Payments, Risk, Product, and Accounting as well as external banking partners, solution providers and portfolio managers. You’ll need to be proactive, intellectually curious and a self starter who is excited to build a first class Treasury department. Critical thinking and the ability to roll up your sleeves will help determine your success. Some of the efforts you’ll have an opportunity to participate in or lead include: Provide treasury industry knowledge, experience, and best practices to help t

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: The Pricing & Packaging team is looking for a Senior Staff Software Engineer and Tech Lead to drive the technical direction of Gusto’s internal Commerce Platform. You’ll own the architecture and delivery of systems that power how Gusto packages, prices, and delivers its products to over 500,000 small businesses nationwide. In this role, you’ll partner closely with product, data science, and cross-functional engineering teams to build reliable, scalable platform infrastructure that enables Gusto’s growth. If you’re energized by high-stakes platform work at the intersection of engineering excellence and real business impact, this role is for you. About the Team: The Pricing & Packaging team sits at the heart of Gusto’s Commerce infrastructure, serving as the single source of truth for all products, bundles, add-ons, subscriptions, pricing, promotions, and discounts across Gusto’s first-party customer experience. The team owns and operates Gusto’s internal Commerce Platform including the product catalog, promotion engin

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. Mid-Level Retirement Account Executive (401k Sales) As a Mid-Level Retirement Account Executive at Gusto, you will support small and mid-sized businesses by helping them adopt, expand, and convert 401(k) and retirement plans. In this role, you’ll act as a consultative retirement advisor, engaging customers through a blend of inbound opportunities and targeted outbound outreach into high-propensity accounts within Gusto’s existing customer base. You’ll lead structured, compliant sales conversations, guide customers through decision steps, and move opportunities toward closure using defined workflows and AI-enabled tools. This role focuses on high-volume SMB deal cycles, while also supporting slightly more complex mid-sized customers that require deeper discovery and coordination. You’ll guide business owners through retirement decisions by educating them on plan options, compliance basics, tax advantages, and employee benefits—driving meaningful ARR growth while building strong sales fundamentals. Key Responsibilities Inbound & Targeted Outbou

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: Recently launched Gusto 401(k) powered by Guideline is the next evolution of how we help small businesses take care of their teams. By bringing payroll and retirement together under one roof, we’re removing complexity, ensuring compliance, and making it easier for every business to offer meaningful benefits. As an Account Executive for Gusto’s 401(k) business, you’ll lead a team of driven sales professionals who introduce existing Gusto customers to our retirement benefits solution. You’ll focus on coaching, strategy, and execution — empowering your team to educate customers on the value of adding 401(k) to their Gusto platform. This role combines leadership, collaboration, and a passion for growth, helping small businesses build stronger financial futures for their teams while scaling one of Gusto’s most exciting products. Here’s what you’ll do day-to-day: Close Inbound Deals : Take responsibility for converting qualified inbound leads into closed sales by understanding client needs, presenting tailored solutions, and nego

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: We're looking for a Security Engineer to lead Gusto's edge and network security strategy, owning the design and operation of our Cloudflare WAF, DDoS protection, Zero Trust, and broader perimeter controls. The ideal candidate brings deep, hands-on Cloudflare expertise and a proven track record of hardening edge and network architectures at scale, including tuning WAF rulesets, defending through live DDoS events, and shipping Zero Trust rollouts engineers actually adopt. You think in terms of layered defense, measurable risk reduction, and automation over manual toil. In this role, you'll serve as a force multiplier across the security org, partnering with infrastructure and product teams to make high-impact architectural decisions that compound over time. About the Team: The Gusto's Enterprise Security Engineering team, a small but high-leverage group responsible for cloud security posture, edge and network defense, container security, secrets management, and endpoint protection across the company. The team runs a modern stack inc

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: We're hiring engineers to join our Risk Engineering team, which works on core platform capabilities, improves our existing systems for extensibility and scalability, and builds the future of Gusto's Risk system. As a Senior Software Engineer, you'll lead well-scoped — and sometimes technically or organizationally complex projects end-to-end: driving technical design, partnering with product, design, and data teams to plan and deliver, and writing the code that powers core experiences. You'll be a domain expert other engineers turn to, and you'll set the technical example for your team. If you're interested in building elegant software with far-reaching effects in our modern economy, join us! About the Team: In order to enable growth for Gusto and our customers, the Risk org is responsible for defining best-in-class user experiences in order to mitigate financial and reputation risk. This team within our Risk Org is responsible for building the infrastructure for a.) bad actor platform capabilities to prevent fraudsters from abusin

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the role Gusto is hiring a Social Media Manager to own organic social strategy and execution across our brand channels. This role leads day-to-day content strategy, agency collaboration, and executive amplification, and is the operational backbone of the internal social team, working closely with the Head of Social, an Influencer Lead, and our social media agency of record. What you'll do Own organic social strategy and content across LinkedIn, X, Instagram, TikTok, Threads, YouTube Shorts, and Facebook, aligned to brand voice and content pillars. Run the executive and founder social amplification program: partner with leadership on strategy, coordinate drafting and asset production, and manage publishing and engagement on executive accounts. Serve as the primary day-to-day partner to our social creative and production agency of record, briefing campaigns, reviewing output against approved strategy, and approving content per our review framework. Coordinate the organic-to-paid flywheel, working with performance marketing to identify organic

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: Gusto is looking for an experienced financial services compliance professional to lead product compliance support across our consumer financial products, commercial financial services, payments, and embedded finance offerings. In this high-impact, cross-functional role, you'll serve as a strategic partner and trusted advisor to Product, Engineering, Legal, Compliance, Marketing, Operations, and business leaders, helping design, operationalize, and scale practical compliance solutions that support responsible innovation and enable durable business growth. This role reports to the Head of Financial Services Compliance. At Gusto, Legal & Compliance operates as an AI native team, and you'll help shape how AI enabled compliance workflows support smarter monitoring, stronger controls, faster regulatory change management, and more proactive risk identification, always with appropriate human in the loop controls for accuracy and accountability. About the Team: Gusto’s Legal & Compliance team partners closely with product and engin

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: This is a senior, project-driven role. Where our analysts run and improve the day-to-day, you will build what comes next: standing up new reconciliation and control infrastructure, leading audit remediation, and scaling our operations to new products and entities. You will own cross-functional projects end to end, partner deeply with Engineering, Product, Accounting, and Finance to design and implement new systems and controls, and act as a subject-matter expert the team relies on to frame hard problems and drive them to resolution with minimal oversight. You will also raise the team around you: mentoring analysts, building the reusable AI workflows others adopt, and setting the standard for how the work gets done. If you want to build durable financial infrastructure in a regulated, high-stakes environment, and lead the projects that let Gusto operate at scale, this is the seat. About the Team: Payments are at the core of Gusto's business, and the Platform Operations team is the foundation of financial trust behind them. We

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: The Compliance Manager, Broker-Dealer & Investment Adviser is an essential member of the Gusto Retirement Compliance Team, reporting to the Compliance Lead (Director). This role is the operational engine of the compliance program — owning execution, testing, surveillance, and day-to-day program management across both the RIA and BD entities. In this role, you would assist in supervising the compliance programs (including the governance of AI tools used across the compliance program), drive exam readiness, and ensure the program is running effectively, documented thoroughly, and defensible under SEC and FINRA scrutiny. This is not a policy-only role, and it is not a passive-user-of-technology role. It requires someone who can move fluidly between strategic oversight and hands-on execution, who understands what it means to carry a compliance program in a regulated financial services environment, and who can serve as a supervisory principal over compliance and AI, ensuring tools are deployed lawfully, outputs are validated, and t

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: Gusto sits at the center of many of the most important workflows for small businesses, which creates a meaningful opportunity to use rich product and customer data to build AI- and ML-powered systems that improve customer experiences, automate complex work, support better decision-making, and help small businesses thrive. As Gusto becomes more AI-native, we are evolving how AI, ML, risk modeling, and platform capabilities come together across our products and internal systems. We are seeking a strategic Head of AI/MLE to lead this next chapter. In this key leadership role, you will define how Gusto builds, deploys, evaluates, and scales AI/ML systems across the company. You will lead a broad organization spanning Machine Learning Engineering, ML Platform, Risk Data Science, and AI Scientists, while partnering closely with senior business leaders to shape where AI can create durable customer and business impact. As the Head of AI/MLE at Gusto, you will be responsible for unifying classical ML and GenAI into a coherent technical str

We’re looking for a Training Specialist to help us build and facilitate instructor-led training workshops, subject specialist training content, and eLearning modules for our worldwide Customer Support teams. You’ll be working on onboarding and other training programs to help ensure the ongoing, long-term improvement of Customer Support Advocates’ skills, enabling them to fulfill their potential within the Customer Support team. This role is Hiring in Mexico City, Mexico and will report to Manager, Customer Support Training & Development. WHAT YOU’LL DO: Facilitate onboarding for all new Customer Support Advocates, including assessing new hires’ knowledge and providing feedback and guidance Create and lead training programs for Customer Support Advocates across our Ecommerce, Enterprise, and Escalation Center teams on technical skill-building and soft skills such as upselling techniques, contact handling when dealing with difficult customers, business acumen, troubleshooting, chat, and phone-based customer support Create and lead specialized training programs as needed with flexibility and adaptability to deliver some courses in various time zones Collaborate with the product team, Customer Support leadership, and senior Customer Support Advocates to develop and implement training for new product launches, features, and functionality Report on training feedback and results, contributing to monthly data reviews and global updates Assist in the maintenance of existing courseware and materials Assist in the maintenance of the internal knowledge base Research and present new technologies and methodologies in workplace learning WHAT YOU’LL NEED: 3-5 years experience (or equivalent combination of education and experience) in course design, course facilitation/instruction, or e-learning design/delivery Experience coordinating and delivering webinars, in-person training, and other virtual training Ability to create en

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: Gusto is looking for an experienced, hands-on people manager to lead a data science and analytics team supporting Growth product initiatives. This role sits at the heart of how we use data — and increasingly AI — to understand, shape, and scale Gusto's products. You’ll both manage a team of data scientists and analysts as well as personally get in-the-weeds to work closely with Product, Engineering, Design, Marketing, Sales, and Finance to deliver insights and frameworks that inform strategy, optimize user experiences, and accelerate business growth. We're looking for a leader who can balance strategic influence with hands-on craft — someone who can guide senior Gusto leaders through data and AI strategy, coach data scientists on impactful problem solving, and dive in to drive forward statistically rigorous analyses when needed. This role is the equivalent to a Senior Manager/Director-level role. Here’s what you’ll do day-to-day: Lead and develop a team of data scientists – hire, empower, and coach team members; set a high b