Facilitator - Sales Methodology

BILL•San Jose, CA

About The Position

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 By replacing outdated financial processes with innovative tools, we help businesses—from startups to established brands—make smarter decisions and gain control of their operations.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 Go To Market Enablement team to accelerate the performance, effectiveness, and efficiency of our GTM (Go-To-Market) organization across Sales, Marketing, and Customer Success. As a Sales Methodology Facilitator, you will be at the center of how our revenue teams learn, practice, and apply our brand new Sales Methodology in their day-to-day work. You’ll sit within our broader GTM Enablement team, partnering closely with Sales, Post-Sales, Marketing, Product Marketing, and RevOps to help turn our methodology into consistent, high-quality customer conversations and deal execution. Your focus will be on live delivery, coaching, and reinforcement—making the methodology real, practical, and immediately usable for sellers and front line managers.

Requirements

Deep experience facilitating sales training or sales methodology workshops for quota-carrying sales teams and/or broader GTM roles (e.g., discovery, qualification, opportunity management, objection handling, negotiation, value selling).
A track record as a standout facilitator – you love being “in the room,” excel at virtual instructor-led training (VILT), handle tough questions with confidence, and keep sessions engaging, interactive, and practical (not just reading slides).
Hands-on experience practicing or teaching a formal sales methodology (e.g., Sandler, MEDDIC/MEDDPICC, Challenger, SPIN, or similar), and you’re comfortable mapping methodology concepts to a company’s specific sales process.
Strong coaching skills – you know how to give clear, actionable feedback in role plays and call reviews, and you can help sellers and managers connect feedback directly to better conversations and better deals.
Familiarity with GTM tools like SFDC/CRM, Gong (or similar call recording tools), Seismic/content platforms, and LMS systems, and you’re comfortable using these to pull examples, track attendance/completion, and understand where teams need more practice.
Experience collaborating with enablement program owners and GTM stakeholders, taking direction on program design while owning high-quality delivery, feedback, and continuous refinement of the learner experience.
Background in sales or GTM roles (e.g., former BDR, AE, CSM, or sales leader) that gives you real-world credibility when you’re in front of sellers and managers.
An inclusive, learner-first facilitation style – you design and deliver sessions that work for different learning styles and experience levels, create psychological safety in the room, and ensure all voices are heard and represented.
High ownership of execution quality – you show up prepared, manage time and energy in sessions, and reliably deliver consistent, high-standard experiences across multiple cohorts and audiences.
Enthusiasm for helping others grow – you genuinely enjoy helping sellers and leaders improve their craft, and you’re excited to be a key face of our new Sales Methodology at BILL.

Responsibilities

Facilitate high-impact Sales Methodology training for a variety of GTM audiences (BDRs, AEs, Account Management, Customer Success, and front line managers), both virtually and in person. You’ll bring the concepts to life with real examples, stories, and interactive exercises.
Lead practice, role plays, and certifications that help sellers move from “knowing” the methodology to confidently applying it in discovery calls, deal strategy, and closing conversations.
Coach managers and team leads on how to reinforce the methodology in 1:1s, pipeline reviews, and deal strategy sessions, ensuring the language and behaviors show up consistently across the floor.
Leverage tools like Gong, SFDC/CRM, Seismic, and our LMS to source real call snippets, deal examples, and best practices that make sessions relevant and grounded in how we actually sell at BILL.
Adapt content and facilitation style to different roles and segments, tailoring examples, scenarios, and practice activities so that each audience sees themselves in the material.
Gather feedback from learners and stakeholders during and after sessions, share insights with program owners, and suggest improvements to content, exercises, and delivery formats.