Aimed at mid-level sales leaders with technical SaaS experience who excel in building high-performance teams in the Northeast region.
Derived from job-description analysis by Serendipath's career intelligence engine.
Original posting from Gleanwork via Greenhouse
About Glean:
Glean is the Work AI platform that helps everyone work smarter with AI. What began as the industry’s most advanced enterprise search has evolved into a full-scale Work AI ecosystem, powering intelligent Search, an AI Assistant, and scalable AI agents on one secure, open platform. With over 100 enterprise SaaS connectors, flexible LLM choice, and robust APIs, Glean gives organizations the infrastructure to govern, scale, and customize AI across their entire business - without vendor lock-in or costly implementation cycles.
At its core, Glean is redefining how enterprises find, use, and act on knowledge. Its Enterprise Graph and Personal Knowledge Graph map the relationships between people, content, and activity, delivering deeply personalized, context-aware responses for every employee. This foundation powers Glean’s agentic capabilities - AI agents that automate real work across teams by accessing the industry’s broadest range of data: enterprise and world, structured and unstructured, historical and real-time. The result: measurable business impact through faster onboarding, hours of productivity gained each week, and smarter, safer decisions at every level.
Recognized by Fast Company as one of the World’s Most Innovative Companies (Top 10, 2025), by CNBC’s Disruptor 50, Bloomberg’s AI Startups to Watch (2026), Forbes AI 50, and Gartner’s Tech Innovators in Agentic AI, Glean continues to accelerate its global impact. With customers across 50+ industries and 1,000+ employees in more than 25 countries, we’re helping the world’s largest organizations make every employee AI-fluent, and turning the superintelligent enterprise from concept into reality.
If you’re excited to shape how the world works, you’ll help build systems used daily across Microsoft Teams, Zoom, ServiceNow, Zendesk, GitHub, and many more - deeply embedded where people get things done. You’ll ship agentic capabilities on an open, extensible stack, with the craft and care required for enterprise trust, as we bring Work AI to every employee, in every company.
About the Role:
Glean is seeking an Enterprise Regional Director, a front line sales leader who will lead a team of Enterprise Account Executives. This role will be responsible for running a regional plan, building out the territory, developing Enterprise Account Executives within the region, while implementing a strong sales methodology, working complex enterprise sales cycles focusing on landing and expanding the largest accounts within the Northeast Region.
You will:
Meet or exceed monthly, quarterly and yearly revenue targets
Develop and execute a comprehensive regional plan
Accelerate customer adoption
Continually build and grow a robust sales pipeline
Work with partners to extend reach & drive adoption
Lead contract negotiations
Develop long-term strategic relationships with key accounts
Ensure customer happiness and success
Help to recruit and build your Enterprise Account Executive team
About you:
At least 5 years formal sales leadership experience building and leading high performance sales teams.
Strong leadership and coaching skills, with the ability to motivate and develop a high-performing sales team.
Excellent communication and interpersonal skills, with the ability to build strong relationships with customers and internal stakeholders.
Strong analytical and problem-solving skills, with the ability to make data-driven decisions.
Significant enterprise sales and strategic customer development experience.
History of accurate forecasting and business reporting.
Have clear examples of closing complex deals and selling into complex organizations
Effectively use a repeatable method for uncovering greenfield opportunities and building out a new territory
Previous experience building relationships and selling face to face to C level executives
Knowledge of best of breed softwares and a technical understanding of integrations, APIs, infrastructure management, security and analytics
Experience selling technical SaaS and cloud based software solutions
Basic understanding of search infrastructure is a plus
You have previous experience working with multiple teammates including SEs, BDRs, PMs, Executives & Engineers
Experience with target account selling, solution selling, and using MEDDIC and Challenger (or similar) methodologies is a plus.Experience selling at a startup or a similar fast-paced environment.
Location:
This role is remote (must be based in the Northeast, specifically New York City)
Compensation & Benefits:
The standard on target earnings for this position is $295,000 - $420,000 annually. Compensation offered will be determined by factors such as location, level, job-related knowledge, skills, and experience. Certain roles may be eligible for variable compensation, equity, and benefits.
Tier 1 Pay Range: $328,000-$420,000
Tier 2 Pay Range: $295,000- 384,000
We offer a comprehensive benefits package including competitive compensation, Medical, Vision, and Dental coverage, generous time-off policy, and the opportunity to contribute to your 401k plan to support your long-term goals. When you join, you'll receive a home office improvement stipend, as well as an annual education and wellness stipends to support your growth and wellbeing. We foster a vibrant company culture through regular events, and provide healthy lunches daily to keep you fueled and focused.
We are a diverse bunch of people and we want to continue to attract and retain a diverse range of people into our organization. We're committed to an inclusive and diverse company. We do not discriminate based on gender, ethnicity, sexual orientation, religion, civil or family status, age, disability, or race."
#LI-REMOTE
AI-First Mindset at Glean:
At Glean, AI fluency is core to how we work and we're committed to ensuring every new hire feels confident integrating AI into their everyday work. As part of the interview process, you'll complete a brief AI-focused exercise or discussion so we can understand how you think about, design, and use AI to drive impact in your role. Feel free to reference any tools, platforms, or workflows you use today — prior Glean experience isn't required.
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Source: Gleanwork careers (Greenhouse)