Director, Enterprise Sales

ABOUT NOOKS.AI http://Nooks.ai: Nooks is an applied AI lab building the Agent Workspace for GTM. We design AI agents that operate across the full sales action set, from account strategy to prospect research and outreach. Building 0→1 has never been easier, but selling at the speed of the market remains the last frontier for AI. Our mission is to 10x every seller by automating the busywork so they can focus on what humans do best: closing deals. Today, over 1,500 customers run on Nooks, including Notion, HubSpot, Cursor, and Rippling. We’ve raised $70M+ from top VCs like Kleiner Perkins, which made its first sales-tech investment in over a decade with us. Since then, we’ve tripled ARR each year for 3 years running and grown a high-caliber team turning the art of sales into a scalable science. We’re looking for a Director of Enterprise Sales to help build and scale our Enterprise sales motion at Nooks. This role is for a proven front-line sales leader who thrives in high-stakes, complex deal environments and knows how to develop elite sellers while driving predictable, outsized revenue. You’ll own a Enterprise team with massive product-market fit, lead a team of high-performing AEs, and play a hands-on role in closing and expanding our largest, most strategic customers. This is not a “from the sidelines” leadership role - you’ll be in deals, leading by example, and help refine how Enterprise selling gets done at Nooks as we scale. About the role - Deeply understand and evangelize the Nooks value proposition to Enterprise customers, internal teams, and executive stakeholders - Lead, coach, and develop a team of Enterprise Account Executives, setting a high bar for performance, rigor, and execution - Actively co-sell on complex Enterprise deals, including discovery, trials, executive alignment, pricing, and negotiations - Own forecasting, pipeline health, and revenue predictability for your segment, with a strong command of deal inspection and risk management - Hire, onboard, and ramp top-tier Enterprise sellers - primarily through internal promotion, with external hiring as needed - Implement, improve, and scale Enterprise-specific sales processes, including discovery standards, deal qualification, discovery rigor, and trial execution - Partner closely with Sales Leadership, RevOps, Marketing, Product, and Customer Success to drive customer outcomes and inform go-to-market strategy - Drive a culture of accountability, data-driven decision making, and continuous improvement About you - 7+ years of SaaS Enterprise sales experience, with significant experience selling complex solutions into Enterprise customers - 3+ years of Enterprise level sales management experience, leading Enterprise or upper Mid-Market teams - A track record of building and leading teams that consistently outperform quota - Strong experience managing longer sales cycles, multi-threaded deals, and executive-level buyers (VP, CRO, C-suite) - Deep understanding of outbound, pipeline generation, and deal qualification at the Enterprise level - Highly analytical and data-driven; strong command of forecasting, pipeline inspection, and performance metrics - Proven ability to coach sellers to higher performance through structured feedback, deal strategy, and skill development - Comfortable operating in a fast-paced, high-growth startup environment with ambiguity and high ownership Bonus if you have - Experience selling into or leading teams selling to Sales, Revenue, or Go-To-Market leaders Familiarity with Sandler, Challenger, MEDDICC, or similar Enterprise sales frameworks Experience running trials or pilot-based Enterprise sales motions - Prior experience scaling an Enterprise segment at a high-growth SaaS company - Background in Sales Engagement Platforms, RevTech, or AI-driven SaaS EQUAL EMPLOYMENT OPPORTUNITY STATEMENT Nooks is an equal opportunity employer committed to fostering a diverse and inclusive workforce. We believe in providing equal employment opportu