About Decagon

Decagon is the leading conversational AI platform empowering every brand to deliver concierge customer experiences.

Our technology enables industry-defining enterprises like Avis Budget Group, Block’s Cash App and Square, Chime, Oura Health, and Hunter Douglas to deploy AI agents that power personalized, deeply satisfying interactions across voice, chat, email, SMS, and every other channel.

We’re building a future where customer experiences are being redefined from support tickets and hold music to faster resolutions, richer conversations, and deeper relationships. We’re proud to be backed by world-class investors who share that vision, including a16z, Accel, Bain Capital Ventures, Coatue, and Index Ventures, along with many others.

We’re an in-office company, driven by a shared commitment to excellence and velocity. Our values — Just Get It Done, Invent What Customers Want, Winner’s Mindset, and The Polymath Principle — shape how we work and grow as a team.

About the Role

Decagon is seeking a dynamic and results-driven leader to build, scale, and oversee our Strategic Sales organization. In this role, you will be responsible for managing and developing a team of Strategic Sales leaders, ensuring they consistently exceed targets and drive durable revenue growth. You will partner closely with the CRO and cross-functional leadership to set strategy, establish operating rigor, and evolve our enterprise GTM motion as we scale. In this role, you will be instrumental in setting team strategy around operations, revenue growth, and ensuring the team’s success.

Your background looks something like this

• Have 10+ years of experience in B2B SaaS / strategic enterprise sales, with 2+ years leading sales leaders (manager of managers)

• Have a proven track record of scaling enterprise revenue (e.g., from $X ARR to $X ARR) with predictable execution and strong forecasting discipline

• Trained in MEDDPICC sales methodology or similar value selling framework, and have successfully operationalized it across teams

• Are a strong communicator and executive presence, capable of influencing cross-functional stakeholders and engaging C-level buyers

• Have experience setting org-level targets, managing leaders to KPIs, and building operating cadences (forecasting, pipeline reviews, QBRs) that drive performance

• Have a proven track record of hitting or exceeding revenue targets, both personally and through teams you’ve led

• Are skilled in designing and executing strategic sales motions (segmentation, account coverage, multi-threading, executive alignment) that lead to consistent growth
  

Even better if you have

• Have experience designing and scaling GTM systems: territory planning, capacity models, quota setting, compensation plans, and performance management frameworks

• Drive strong operational rigor across multiple teams and layers, including standardized deal reviews, pipeline hygiene, and forecast accuracy

• Have expertise in sales enablement systems and CRM platforms (e.g., Salesforce, HubSpot, etc.) and have implemented process improvements that increased team efficiency

• Have a deep understanding of 7-figure+ enterprise deal cycles (security, procurement, legal, executive stakeholders) and can coach leaders to consistently close complex, multi-stakeholder deals

• Have experience partnering with Product and Solutions to shape enterprise-ready packaging, ROI/value narratives, and repeatable playbooks

• Have experience in a rapidly growing startup or tech environment where adaptability and flexibility are essential for success, and have successfully scaled teams through ambiguity

Benefits

• Health, dental, and vision insurance

• Take what you need vacation policy

• Career growth opportunities within a fast-growing AI company

Compensation Range: $500K - $600K