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About the Role
Lead, coach, and develop a team of SMB Account Executives, driving them to consistently achieve and exceed sales targets. This role involves forecasting, deal coaching, and fostering a culture of self-sourced pipeline generation within a high-growth FinTech SaaS company.
Responsibilities
- Lead, coach, and develop a team of SMB Account Executives, running weekly call and deal reviews.
- Coach the team to consistent execution of the Stampli Sales Methodology.
- Own the number and deliver monthly and quarterly bookings.
- Forecast business with accuracy and discipline.
- Coach reps through competitive and stalled opportunities to drive velocity and volume.
- Champion AE outbound and build a culture of self-sourced pipeline.
- Drive pipeline health and CRM hygiene, holding the team accountable to a clean sales process.
- Champion AI-driven selling using tools like Gong, Letter.AI, and generative AI.
- Partner with SDR, RevOps, Enablement, and Product Marketing to close skill gaps and feed field intelligence back into the business.
- Hire and ramp exceptional talent and build the next generation of top performers.
Requirements
- Minimum of 5+ years of B2B SaaS/tech sales experience.
- Proven track record of quota attainment as an Account Executive.
- Experience leading, coaching, or mentoring sellers with a genuine passion for developing people.
- Command of a structured, discovery-first sales methodology.
- Strong pipeline management and forecasting instincts.
- Comfort holding a team accountable to process and metrics.
- Excellent written and verbal communication.
- Confidence engaging and coaching to C-level executives.
- Experience in a high-velocity SMB sales environment.
- Experience selling into finance / the office of the CFO, or in FinTech, AP/AR, ERP, or procure-to-pay is a plus.
- Experience with Salesforce, Gong, Letter.AI, 6sense, and modern sales engagement tooling is a plus.
- Experience leveraging AI-driven tools (e.g., conversation intelligence like Gong, generative AI like Claude and ChatGPT) to drive efficiency and insight.
- Agile, data-aware, and always asking: “What's a smarter way to do this?”
Skills
- B2B SaaS/tech sales
- Sales methodology
- Pipeline management
- Forecasting
- Coaching
- Mentoring
- Communication
- Sales engagement
- AI-driven selling
- Gong
- Letter.AI
- Claude
- ChatGPT
- Salesforce
- 6sense
Location
- Austin, TX
- Nashville, TN
Work Type
- Hybrid
- Remote
Experience Level
- 5+ years of B2B SaaS/tech sales experience
- Experience leading, coaching, or mentoring sellers
Benefits
- Stock Options
- Full medical, dental, and vision insurance
- 401(k) + employer match
- Access to cutting-edge AI tools, including ChatGPT Enterprise
- Opportunities and development for career and personal growth
- Strong and experienced leadership that supports your growth and success
- An open-concept, modern workspace within an inclusive and dynamic scale-up culture
About the Company
- Stampli is revolutionizing financial operations with AI, far ahead of competitors.
- Our AI assistant, Billy, has processed over $105B+ in invoices annually and saved millions of labor hours for 1,800+ customers.
- Billy transforms finance teams by freeing them of manual work.
- The company is experiencing explosive growth and is recognized among the top tech companies at its stage, with exceptionally low churn.
- Stampli is expanding beyond Accounts Payable to revolutionize the entire procure-to-pay (P2P) lifecycle with a new platform.
- The company adapts to customers, integrating with 70+ ERPs in weeks.
- Stampli has an award-winning workplace culture with vibrant, global offices and has earned multiple Comparably awards, including Best Company Outlook, Work-Life Balance, Compensation, Happiness, and Perks & Benefits.
- The company fosters creativity, collaboration, and growth.