Regional Sales Director

Lightning AI•New York, NY

16d•$450,000 - $500,000•Hybrid

About The Position

We are looking for a Sales Director to lead a high-performing enterprise sales team and help scale Lightning AI’s revenue engine across technical, strategic, and high-value accounts. This is a hands-on leadership role for someone who can coach complex enterprise selling, build durable operating rhythms, and help the team win with technical buyers across AI, infrastructure, engineering, research, and data organizations.

Requirements

8+ years of enterprise technology sales experience, including 3+ years managing quota-carrying sellers.
A track record of leading teams that consistently exceed target in complex, technical sales environments.
Experience selling to technical buyers such as ML leaders, infrastructure leaders, CTOs, engineering executives, platform teams, or data organizations.
Strong command of enterprise sales methodology, forecasting, deal inspection, pipeline generation, and multi-threaded account strategy.
Ability to coach sellers on both strategic account planning and the practical details of running a deal well.
Comfort operating in a fast-moving startup environment where the playbook is still being built.
Clear communication, high judgment, and the ability to build trust quickly with executive customers and internal leaders.

Nice To Haves

Experience selling AI, cloud infrastructure, developer platforms, data platforms, MLOps, GPUs, or high-performance compute.
Prior experience building a sales team or segment through a period of rapid growth.
Deep familiarity with MEDDIC/MEDDPICC, command-of-the-message style positioning, or similar enterprise sales frameworks.
Experience partnering closely with technical pre-sales or field engineering teams.

Responsibilities

Lead, coach, and scale a team of enterprise Account Executives focused on strategic and high-growth customers.
Own team pipeline generation, forecast accuracy, deal inspection, and quota attainment.
Build a rigorous sales operating cadence around territory planning, account strategy, pipeline creation, MEDDIC/MEDDPICC discipline, and executive alignment.
Coach sellers through complex technical sales cycles involving ML leaders, infrastructure leaders, engineering executives, procurement, finance, and C-level stakeholders.
Partner closely with ML Solutions Engineering, Customer Success, Partnerships, Marketing, Product, and Revenue Operations to create a repeatable enterprise GTM motion.
Help define Lightning AI’s sales playbook for AI infrastructure, model development, training, deployment, and compute-intensive enterprise workloads.
Identify blockers in the sales motion and build practical systems, content, inspection points, and feedback loops to remove them.
Represent the voice of the customer internally and help shape product, packaging, pricing, and market positioning.
Recruit and develop exceptional sales talent while building a culture of high accountability, curiosity, urgency, and craftsmanship.

Benefits

Comprehensive Health Coverage: Medical, dental, and vision coverage for employees and eligible dependents.
Meaningful Equity: RSUs that give employees a stake in the company's long-term success.
Retirement Savings: 401(k) matching (U.S.) and pension contributions (U.K.).
Flexible Time Off: Unlimited PTO, company holidays, and floating holidays to support work-life balance.
Company-Wide Winter Break: Two weeks of company closure each winter to disconnect and recharge.
Paid Parental & Family Leave: Paid leave to support you and your family through life's important moments.
Professional Development: Annual learning and development allowance to support your professional growth.
Wellness Benefits: Wellness and work-from-home stipends to support your physical and mental well-being.
Sabbatical Program: Four weeks of paid sabbatical leave after four years of service.
Flexible Work: Flexible schedules and a hybrid work model for our office-based teams.
In-Office Meals: Complimentary meals at our office hubs.