Director Of Enterprise Sales - Remote Eligible

Director Of Enterprise Sales

At Squint, we're building technology that matters. While many tech companies focus on digital-first industries, we've set our sights on empowering the 80% of the global workforce that keeps our world running: frontline manufacturing operators. From soda cans to tires, toothpaste to chocolate bars, chips to napkin holders, these are the people who build the things you touch and see every single day.

Squint delivers critical knowledge to frontline workers exactly when and where they need it. Our platform transforms manufacturing operations by putting AI and AR capabilities directly at workers' fingertips, creating what we call "agentic manufacturing" – where every team member has the power to make informed decisions in real-time using practical, applied artificial intelligence tools.

Our technology serves Fortune 500 leaders across Automotive, Consumer Packaged Goods, and Life Sciences industries. These companies trust Squint to capture and activate their essential operational know-how, resulting in measurable improvements: reduced downtime, minimized waste, and optimized productivity at scale.

We build consumer-grade software that delivers enterprise-grade results on familiar devices: phones and tablets. By combining cutting-edge innovation with deep customer insights, we create tools that feel intuitive while transforming how physical production environments operate.

We raised $40m Series B at a $265m valuation and are backed by elite investors; including Sequoia Capital, Menlo Ventures, TCV and The Westly Group. Our co-founders have been recognized on Forbes' 30 Under 30 for Manufacturing and Industry, and Fast Company named us one of the most innovative augmented and virtual reality companies of 2025.

When you join Squint, you're not just building another app – you're creating technology that improves daily work life for people who manufacture the products our world depends on. It's meaningful work with visible impact.

About The Job

As Director of Enterprise Sales, you will lead a team of Account Directors focused on Squint's largest customers, including some of the best-known Fortune 500 brands. Your mission is to drive new enterprise wins and expand existing relationships through a land-and-expand motion that delivers measurable value and long-term growth. You'll bring deep experience in complex enterprise sales, guiding the team through multi-stakeholder deal cycles and structuring multi-year agreements. This role is highly cross-functional, partnering with Marketing, RevOps, and Customer Success to refine our go-to-market strategy and scale Squint's presence across major global customers.

Key Responsibilities

Strategy & Leadership

• Own the enterprise sales strategy, revenue goals, and pipeline targets across our largest accounts in the manufacturing vertical.
• Partner with Marketing and Customer Success leadership to ensure account coverage, campaigns, and expansion programs align to revenue objectives.
• Define metrics for forecast accuracy, deal conversion, and territory performance.
• Contribute to GTM strategy and pricing to ensure consistency and scalability across regions.

Deal Execution & Growth

• Guide the team through complex, multi-stakeholder enterprise deal cycles, from initial land through expansion and renewal.
• Lead the structuring and negotiation of multi-year, high-value SaaS agreements.
• Ensure every deal is aligned with MEDDICC qualification standards and demonstrates clear business value.
• Collaborate with Customer Success to identify expansion pathways and drive adoption across global sites.

Operations & Analytics

• Maintain Salesforce discipline for pipeline health, forecasting accuracy, and deal hygiene.
• Report on performance, attainment, and forecast trends directly to executive leadership.
• Analyze win/loss data to inform territory focus, deal strategy, and pricing optimization.

Team Development

• Build and lead a high-performing enterprise sales team focused on strategic account growth.
• Foster a culture of accountability, collaboration, and execution excellence.
• Implement ongoing enablement programs and deal reviews to continuously improve sales execution.
• Coach Account Directors on advanced deal strategy, executive alignment, and negotiation.

Qualifications

• 10+ years in B2B enterprise sales, with at least 5 years in sales leadership or strategic account management.
• Proven track record of landing and expanding large enterprise SaaS deals within Fortune 500 accounts.
• Deep experience managing complex deal cycles with multi-stakeholder buying groups.
• Strong command of forecasting, pipeline management, and sales analytics.
• Excellent collaboration skills and a proven ability to partner cross-functionally to deliver revenue outcomes.
• Analytical and strategic thinker, able to interpret data and apply insights to optimize sales performance.

Bonus Points

• Experience selling into manufacturing, industrial, or field service markets.
• Familiarity with AR or frontline enablement technology.
• Experience operating in global enterprise environments (North America, Europe, APAC).

Benefits

Based out of our office in San Francisco, we love the energy of in-person collaboration.

• Competitive Salary and Equity
• Comprehensive Medical, Vision, and Dental care
• Flexible PTO Policy
• Lunch and Dinner Service
• Wellness Benefit
• Maven Family Planning Benefits
• Partnership with Care.com
• Mental Health Services
• 401(k) Retirement Plan
• Pre-Tax Commuter Benefit for Parking & Public Transit
• Company-wide Retreats

We are committed to creating a diverse and inclusive workplace. Squint is an equal opportunity employer, welcoming applicants from all backgrounds without regard to race, gender, age, or any other protected characteristic. We encourage you to apply even if you're not quite sure you fit all the requirements for the role!

Ready to redefine the future? Join us at Squint and be a part of something revolutionary.