Facilitator - AI and Productivity

Innovate with purpose

At BILL, we believe in empowering the businesses that drive our economy. By replacing outdated financial processes with innovative tools, we help businesses-from startups to established brands-make smarter decisions and gain control of their operations. And we don't stop there: we're creating the future of financial automation so businesses can spend more time on what matters.

Working here means you become part of a vision-driven team that's ready to tackle challenges and build cutting-edge solutions. We value purpose, drive, and curiosity-and we thrive in a fast-paced, ever-changing environment. Whether in one of our offices in San Jose, CA, Draper, UT, or working remotely, BILLders collaborate to deliver real impact for businesses that need more time in their busy weeks.

BILL builds high performing teams and we seek to hire the best talent for every role. We're committed to building a workplace that fosters inclusion and diverse perspectives, valuing each person's unique skills and experiences. We'd love to hear from you-you might be just what we're looking for, whether in this role or another.

Let's give businesses more time for what matters.

Make your impact within a rapidly growing Fintech Company

BILL is continuing to build out our Enablement team to accelerate the performance, effectiveness, and efficiency of our GTM (Go-To-Market) organization across Sales, Marketing, and Customer Success. As a Facilitator - AI/Productivity, you will play a critical role in how our revenue teams learn, adopt, and maximize the AI and productivity tools that power their day-to-day work.

You'll sit within our broader GTM Enablement team, partnering closely with Sales, Post-Sales, Marketing, Product Marketing, Rev Ops, and tooling owners to make sure our sellers are not just "using" tools, but using them well-saving time, increasing precision, and freeing up more capacity for high-value customer conversations.

In this role, you will:

* Facilitate engaging, hands-on training sessions on AI, automation, and core sales productivity tools, helping GTM teams understand what's possible and how to apply it in real workflows (prospecting, deal management, account planning, forecasting, and customer success activities).

* Lead live demos, labs, and office hours where reps can bring real tasks and data, experiment with AI/automation, and leave with concrete time-savers and workflow upgrades they can apply immediately.

* Partner with Enablement, Rev Ops, and system owners to support rollouts of new tools and features-translating technical capabilities into clear "how we work" guidance for quota-carrying teams.

* Curate playbooks, quick-start guides, and best-practice patterns that show step-by-step how to use our AI and productivity stack to work faster and smarter, not just harder.

* Use data and feedback loops (e.g., usage reports, survey results, and stakeholder input) to understand adoption, identify friction points, and prioritize where education and support will have the highest impact.

* Champion change management and mindset shift-helping teams move from manual, fragmented workflows to AI-augmented ways of working that are aligned to our GTM strategy and revenue goals.

At BILL, we value diversity, equity, and inclusion, and we are committed to creating an environment where everyone can do their best work. We seek team members who share our core values of being Passionate, Humble, Accountable, Authentic, and Fun, and who are excited to help our GTM teams compete and win in an AI-driven market.

We'd love to chat if you have:

* Deep experience facilitating training on AI, automation, or productivity tools for quota-carrying sales teams and/or broader GTM roles, with a focus on making complex tools feel simple, safe, and useful in daily workflows.

* A track record as a standout facilitator - you love being "in the room," excel at virtual instructor-led training (VILT), handle tough "will this actually help me?" questions with confidence, and keep sessions highly interactive, hands-on, and practical.

* Hands-on experience using AI and sales productivity tools (e.g., Generative AI assistants, AI…