Enterprise AI Sales Leader: Launch & Scale Big Accounts

Guidde; New York (NY); On-site; USD 280,000 - 320,000; Full time

Job summary

Guidde seeks an enterprise sales professional to own the outbound motion into large enterprise accounts and close net-new logos for our AI-powered digital adoption platform.

You’ll work with leadership to shape go-to-market strategy, coordinate with SDRs, and land multi-hundred-thousand dollar deals. This role demands strategic thinking, strong relationships with CIOs/IT leaders, and a track record of scalable enterprise sales.

Qualifications

• 3–6+ years of quota-carrying closing experience in enterprise SaaS.
• Experience selling AI agents or agentic solutions to enterprise buyers.
• Builder's mindset to define how a new product gets sold.
• Experience selling into L&D, IT, or adjacent functions.
• Executive-level selling to CIOs, CISOs, VP IT, CLO, VP L&D.
• Proven ability to close deals with multiple stakeholders including legal and procurement.
• Autonomy to manage a growing portfolio with limited supervision.
• Clear, collaborative communicator across CS, Product, and Sales.

Responsibilities

• Break into the largest enterprises with outbound-led motion to strategic accounts (5,000+ employees).
• Partner with SDRs for account strategy, messaging, and sequencing to generate qualified opportunities.
• Win new enterprise business by running full-cycle deals from first meeting to close (ACVs $100K–$300K).
• Navigate complex stakeholder environments including security, legal, and procurement.
• Build a scalable book by expanding executive relationships and monitoring usage impact.
• Leverage product-led signals to accelerate outbound and secure executive buy-in.
• Collaborate with Customer Success, Product, Sales Ops, and Leadership for smooth handoffs.
• Maintain a disciplined pipeline and forecast for new logos and growth.

Skills

Enterprise SaaS sales

Closing net-new logos

Executive selling

Complex deals

Strategic account planning

Job description

Guidde seeks an enterprise sales professional to own the outbound motion into large enterprise accounts and close net-new logos for our AI-powered digital adoption platform.

You’ll work with leadership to shape go-to-market strategy, coordinate with SDRs, and land multi-hundred-thousand dollar deals. This role demands strategic thinking, strong relationships with CIOs/IT leaders, and a track record of scalable enterprise sales.