Senior Sales Trainer

Who We Are

Finance leaders choose Billtrust to get paid faster, control costs, and maximize customer satisfaction. As the leader in B2B accounts receivable workflow and payment software, we provide the world’s leading brands with AI-powered solutions across the full AR lifecycle—from invoice presentment and payment processing to cash application and collections. With over 2,600 global customers, more than $1 trillion in invoice dollars processed, and a proprietary network of 13 million buyers, Billtrust delivers business value through deep industry expertise and a culture relentlessly focused on meaningful customer outcomes.

We’re an AI-first company, not just in what we build for our customers, but in how we work. Across every function, our teams use AI tools daily to work faster, make better decisions, and deliver higher-quality outcomes. We hire exceptional people, give them cutting-edge AI capabilities, and measure success by the impact they create. If you want to do the best work of your career at the frontier of AI and fintech, Billtrust is the place to do it.

Our Values

Customers

We relentlessly increase value for customer and do the right thing for them.

Action

We make ‘thoughtfully fast’ decisions, act quickly, cut through red tape, deliver progress not perfection, take ownership and accountability.

Team Spirit

We put the team ahead of ourselves, foster trust and respect, collaborate with passion, despise toxic politics, value our differences, and celebrate together.

Innovation

We challenge the status quo, experiment thoughtfully, and are novel and brilliant in what we create.

Excellence

We love to win, but we hate losing even more. We aspire to be the best and take pride in our work. When we fall short, we own it and come back stronger.

About the Role:

Billtrust is seeking a Senior Sales Trainer to own and elevate how our Go-To-Market teams learn, adopt, and execute. You'll serve as an enablement partner to New Logo Sales, Expansion Sales, Business Development, and Pre-Sales - building scalable frameworks, driving GTM tool adoption, and translating complex technology into clear, compelling language sellers actually use.

This role reports to the Director of Sales Enablement and is a foundational hire on a growing team — you'll have real ownership and direct visibility to senior leadership from day one.

What You'll Do:

GTM Tooling & Systems

Own the administration, optimization, and adoption strategy for the GTM tech stack - including Mindtickle, Gong, Salesforce, LinkedIn Sales Navigator, and Outreach

Serve as the internal expert and champion for enablement platforms

Ensure content in CMS/LMS platforms (e.g., Mindtickle) is current, searchable, and actually used

Leverage Gong and Salesforce data to surface coaching insights, track rep behavior change, and demonstrate program ROI to executive stakeholders

Enablement Program Design & Execution

Design and drive onboarding and ever-boarding programs that compress ramp time and build durable skills

Build and maintain structured learning paths, certifications, and reinforcement programs tied to MEDDPICC and Billtrust's evolving GTM motion

Facilitate high-impact live and virtual training sessions, including in-person onboarding weeks in Nashville

Translate complex product, market, and competitive information into crisp, accessible frameworks sellers can use in the field the same day

Partner with Sales Managers to coach rep behaviors through observation, structured feedback loops, and reinforcement tools

Content Creation & Field-Ready Assets

Develop and maintain a library of high-quality enablement content including training decks, one-pagers, battlecards, and email templates that reps can deploy immediately

Translate product updates, competitive shifts, and GTM changes into seller-ready assets on compressed timelines

Cross-Functional Alignment & Executive Partnership

Present enablement strategy, program results, and recommendations with executive-level clarity and confidence

Align closely with Product, Marketing, Revenue Operations, and Sales leadership to ensure enablement keeps pace with a rapidly evolving roadmap

Drive GTM readiness for product launches, competitive shifts, and methodology changes—often on compressed timelines

Support adjacent teams including Customer Success and Pre-Sales as scope demands

Force Management & Command of the Message

Champion and reinforce Force Management principles across GTM teams, ensuring reps can consistently qualify, advance, and close deals using a shared language and framework

Drive adoption of Command of the Message, coaching sellers to articulate Billtrust's value in the customer's language

Embed MEDDPICC rigor into onboarding, deal reviews, and ongoing coaching to strengthen pipeline quality and forecast accuracy

Partner with Sales leadership to assess methodology adherence and identify coaching gaps, using Gong and Salesforce data to reinforce key behaviors at scale

What You'll Bring:

Required

5+ years of experience in sales enablement, revenue enablement, or a related field in a high-growth B2B SaaS environment

Demonstrated ownership of GTM tooling - you've led the adoption, governance, and optimization of platforms like Mindtickle, Gong, Salesforce, and LinkedIn Sales Navigator, not just used them

Proven ability to build and maintain CMS/LMS content libraries that stay current, structured, and rep-facing (not just filed away)

Track record of designing and delivering enablement programs with measurable impact on ramp, pipeline, and win rates

Strong content creation skills — you can produce polished enablement decks, one-pagers, battlecards, and email templates independently and at pace

Experience translating complex or technical product capabilities into clear, seller-ready messaging and training materials

Highly comfortable in ambiguity - you adapt quickly when priorities shift and don't need a fully defined roadmap to move forward

Familiarity with MEDDPICC or similar enterprise sales methodologies

Ability to quickly develop fluency in a complex B2B payments/AR market

You operate well with autonomy, build trust quickly across functions, and know how to influence without authority

Preferred / Nice to Have

Proficiency with AI tools, including Claude or similar LLMs, to accelerate content creation, personalization, and program design

Experience enabling teams selling into finance, AR/AP, treasury, or accounting functions

Background supporting or enabling Pre-Sales, Customer Success, or Customer Facing teams

Instructional design experience or formal coursework

Experience coming from a larger, structured sales organization and bringing that playbook discipline to a scaling company

Travel

Monthly travel to Nashville, TN for in-person onboarding weeks (up to one week at a time), plus periodic travel for Sales Kickoff (SKO) and other key business events

The expected base salary range for this position is $110,000 - $130,000 USD annually.Compensation may vary depending on several factors, including a candidate’s qualifications, skills, experience, competencies, and geographic location. Some roles may qualify for additional incentives like equity, commissions, or other variable performance-related bonuses. Further details will be provided by our Talent Acquisition team during the interview process.

What You’ll Get

At Billtrust, we believe your total rewards should reflect the impact you make. Our benefits package includes comprehensive health coverage, competitive retirement, generous PTO and parental leave, flexible work options, and meaningful investment in your professional development. We’re building something special and we want you to feel supported while doing it.

At Billtrust, we value an equitable and inclusive work environment and strive to build and foster diverse teams. Even if your work experience doesn’t align exactly with the position requirements, we’d still love to hear from you. You may just be the right candidate for this or other roles.

We are committed to building a team that represents a variety of diverse backgrounds, perspectives, and skills. We are proud to be an equal opportunity workplace that celebrates and supports diversity and inclusion. We make all employment and related decisions without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran status, disability status, age, or any other status protected by law.