Sales Trainer

About Avalara

Avalara is a born-in-the-cloud company with an innovative AI-powered global compliance platform built to be part of every transaction in the world. We are building the first global compliance platform in human history, pursuing a massive worldwide opportunity. We are a meritocracy that rewards and advances our strongest performers while valuing diversity in all its forms.

Avalara is a born-in-the-cloud company with an innovative AI-powered global compliance platform built to be part of every transaction in the world. We are building the first global compliance platform in human history, pursuing a massive worldwide opportunity. We are a meritocracy that rewards and advances our strongest performers while valuing diversity in all its forms.

Avalara is looking for an experienced Senior Go-To-Market Live Trainer to join the Revenue Operations team. The Sr. GTM Live Trainer is a core member of Avalara's live training team, bringing our curriculum to life through instructor-led and virtual training experiences for our go-to-market organization.

You will lead live training delivery for a dedicated Line of Business, facilitating ILT and VILT sessions that directly influence seller performance, ramp velocity, and revenue outcomes. Working within a dedicated enablement team, you will implement training programs that build capability across new hires and tenured sellers.

We are looking for an accomplished facilitator who is energized by live training delivery and committed to creating high-impact learning experiences for sales professionals. If you bring deep sales methodology fluency, you also bring a track record of engaging diverse sales audiences and a genuine passion for developing talent. This role is an opportunity to improve GTM performance.

• Be a primary facilitator for instructor-led and virtual instructor-led training across the GTM organization, supporting new hire onboarding and the ongoing development of tenured sellers.
• Deliver engaging, skills-focused training sessions that promote knowledge retention, behavioral application, and measurable performance improvement.
• Work within a Line of Business-aligned enablement team to execute program content with consistency, audience relevance, and fidelity to the established learning strategy.
• Adapt delivery in real-time based on audience feedback, performance observations, and input from LoB leadership.

• Facilitate training anchored in MEDDPICC and Value Selling, ensuring sellers can apply methodology to active deals rather than simply recall frameworks.
• Lead live roleplay, deal coaching, and scenario-based practice that connect classroom learning directly to field execution.
• Be a credible methodology resource for sellers and frontline managers, reinforcing skills across formal training and ongoing coaching engagements.
• Deliver training programs that extend beyond methodology to enable GTM teams on product knowledge, pricing, and forecasting, supporting a complete seller skill set.
• Utilize AI-powered roleplay and conversation intelligence platforms, including Hyperbound and Gong, to extend methodology practice and coaching feedback between live sessions.

• Deliver targeted outbound sales enablement training, equipping sellers to build pipeline and execute high-conversion outbound prospecting strategies.
• Deliver targeted upskilling programs for tenured sellers, addressing skill gaps, evolving sales motions, and the ongoing development needs of experienced GTM professionals.
• Provide real-time coaching feedback to accelerate skill development and support seller progression.
• Surface recurring skill gaps and performance trends to Learning Strategy leadership, informing curriculum updates and coaching prioritization.

• Facilitate Train the Trainer programs that equip internal Subject Matter Experts, frontline sales managers, and peer facilitators to deliver and reinforce training content.
• Certify internal facilitators and uphold delivery standards established by enablement leadership to ensure program consistency and quality.
• Share field observations and facilitation insights with the enablement team to support the continuous improvement of Train the Trainer program design.

• Deliver coaching programs and structured learning experiences designed for frontline sales managers, equipping them to reinforce methodology, conduct effective deal reviews, and develop their teams.
• Partner with sales leadership to identify manager coaching priorities and tailor delivery to address performance gaps within their teams.

• Be a lead facilitator for major GTM events, including Sales Kick-Offs (SKOs), regional summits, and targeted enablement bootcamps.
• Deliver training with the precision, energy, and…