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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.