Regional VP of Strategic Sales at Decagon, a conversational AI platform. Lead enterprise sales team targeting Fortune 500 CTOs, drive revenue growth from new and existing accounts, and build sales playbooks.
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 RSD of our strategic sales team, responsible for building and leading a high-performing enterprise sales team that targets CTO’s of Fortune 500 companies. Your primary focus will be on driving revenue growth from both new logos and existing accounts, building and iterating a playbook, and uplevel how we service our customers.
In this role, you will
Have 4+ years of experience managing and leading sales teams, ideally in a B2B or SaaS environment
Trained in MEDDPICC sales methodology or similar value selling framework
Are a strong communicator, capable of motivating and inspiring a sales team while holding them accountable to high standards
Have experience in setting sales targets, tracking KPIs, and analyzing performance data to drive improvements
Have a proven track record of hitting or exceeding sales targets, both personally and as a manager
Are skilled in developing and executing sales strategies that lead to consistent growth and customer acquisition
Even better if you have
Have experience in sales forecasting, territory planning, and developing effective sales playbooks
Drive strong operational rigor with sales team
Have expertise in sales enablement tools and CRM platforms (e.g., Salesforce, HubSpot, etc.) to drive team efficiency and effectiveness
Have a deep understanding of 7 figure deal sales cycle, from prospecting to closing, and can coach your team through each stage
Have experience in a rapidly growing startup or tech environment where adaptability and flexibility are essential for success
Benefits
We proudly offer the following benefits for our full-time employees:
Take what you need vacation policy
Medical, Dental, and Vision benefits for you and your family
Life Insurance and Disability Benefits
Retirement Plan (e.g., 401K, pension)
Parental Leave
Fertility and family building benefits through Carrot
Daily lunches and snacks in the office to keep you at your best
These benefits are described in more detail in Decagon’s policies, may vary by location, and can change at any time according to applicable compensation and benefits plans.