BILL · 11 hours ago
Facilitator - AI and Productivity
Draper, UT
Full-time
Onsite
Mid, Senior Level
$76K/yr - $91K/yrBILL is a rapidly growing fintech company that empowers businesses by providing innovative financial tools. The Facilitator – AI and Productivity will be responsible for training revenue teams on AI and productivity tools, ensuring effective usage to enhance their workflows and customer interactions.
AppsBillingFinancial ServicesFinTechSaaS
Responsibilities
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, RevOps, 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
Qualification
Required
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 writing/call summarization tools, SFDC/CRM, Outreach/Salesloft, Gong, Seismic, calendaring and workflow automation), and you're skilled at showing sellers how to use them in real scenarios (prospecting, deal management, forecasting, account planning)
Strong coaching skills – you can sit with a rep or manager, watch how they currently work, and coach them step-by-step into more efficient, AI-powered workflows that actually stick
A systems-mastery mindset – you enjoy learning the 'why' and 'how' behind tools, connecting different pieces of the tech stack, and becoming the go-to person for questions like 'what's the fastest, cleanest way to do this?' or 'how do I automate this?'
Experience collaborating with enablement, RevOps, and tooling owners, taking direction on strategy while owning high-quality delivery, user education, and feedback loops that continually improve how tools are rolled out and adopted
Background in sales, GTM, or revenue operations (e.g., former BDR/AE, CSM, sales ops, or enablement) that gives you real-world credibility when you're helping reps and managers redesign their workflows with AI and automation
Comfort driving behavior change in a fast-moving, ambiguous environment – you can help teams transition from legacy ways of working to AI-augmented workflows, addressing skepticism, building confidence, and celebrating quick wins along the way
An inclusive, learner-first facilitation style – you meet people where they are on the AI and systems curve, design experiences for different levels of technical comfort, and create a safe environment for experimentation, questions, and 'I don't get this yet.'
High ownership of execution quality – you show up prepared with live demos, realistic exercises, and follow-up resources, manage time and energy in sessions, and reliably deliver consistent, high-standard experiences across multiple cohorts and audiences
Genuine enthusiasm for AI and productivity – you stay curious about new capabilities, experiment in your own workflows, and are excited to be the visible champion who helps BILL's GTM teams compete in an AI-driven market
Benefits
Medical, dental, vision, life and disability insurance
401(k) retirement plan
Flexible spending & health savings account
Paid holidays
Paid time off
100% paid employee health, dental, and vision plans (choose HMO, PPO, or HDHP)
HSA & FSA accounts
Life Insurance, Long & Short-term disability coverage
Employee Assistance Program (EAP)
11+ Observed holidays and wellness days and flexible time off
Employee Stock Purchase Program with employee discounts
Wellness & Fitness initiatives
Employee recognition and referral programs
And much more
Company
BILL
BILL is a developer of financial automation software for small and midsize businesses (SMBs).
Founded in 2006
1001-5000 employees
H1B Sponsorship
BILL has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2023 (92)
2022 (137)
2021 (78)
2020 (56)
Funding
Current Stage
Public CompanyTotal Funding
$1.48BKey Investors
Barington Capital GroupStarboard ValueFranklin Templeton
2025-12-04Post Ipo Equity
2025-09-04Post Ipo Equity
2024-12-04Post Ipo Debt· $1.2B
Leadership Team
René Lacerte
CEO & Founder
Ken Moss
Chief Technology Officer
Recent News
dcm.com
2025-12-31
globalventuring.com
2025-12-11
Company data provided by crunchbase