Principal Enterprise Account Executive

Summary

Join Gruntwork as a Principal Enterprise Account Executive and drive our next phase of growth. This role offers the autonomy to build and execute strategic relationships with Fortune 2000 companies. You will own the full sales cycle for enterprise accounts, partner with Solutions Engineers, build account strategies, and influence product direction. This is a rare opportunity to join a category-defining company at the intersection of DevOps and enterprise infrastructure. Gruntwork offers uncapped earnings potential, full company support, true work-life balance, and a remote work environment. We are a bootstrapped company focused on building a company that customers love.

Requirements

• 8+ years of enterprise software sales experience, with a proven track record of consistently exceeding quota ($1.5M+ annually)
• Deep experience selling technical infrastructure solutions to engineering leaders
• Strong understanding of open-source, cloud infrastructure, DevOps practices, and modern software development
• Strategic mindset with ability to navigate complex organizational structures and build consensus among diverse stakeholders
• Excellence in solution selling, pipeline management, and accurate forecasting
• A book of business and relationships in the DevOps industry, including customers and partners

Responsibilities

• Own the full sales cycle for enterprise accounts ($100K-$1M+ deals), from strategic prospecting to close
• Partner with Solutions Engineers to architect and present complex technical solutions to CTOs, VPs of Engineering, and DevOps leaders
• Build and execute account strategies that drive adoption of our DevOps Foundation platform across large organizations
• Influence product direction and go-to-market strategy through deep customer relationships and market insights
• Help shape the future of our enterprise sales motion as a key member of our growing team

Benefits

• Uncapped earnings potential with competitive base salary, commission, 1.5x acceleration above quota and above-market equity
• Full company support including 1:1 resourcing from Marketing, Account Development and Sales Engineering
• True work-life balance in a 100% remote in a high-trust environment (US & Canada time zones)
• $1,000 USD monthly personal budget for workspace, health, and learning
• Regular in-person team meetups in beautiful locations (New Orleans is up next)
• Profit-sharing bonus program based on company performance
• Opportunity to shape the future of DevOps alongside industry thought leaders
• Medical/Dental/Vision Insurance. We offer a range of high-quality plans with a large portion paid by the company. For countries other than the US, this includes extra coverage on top of your statutory insurance
• Pension/401(k) contributions. We contribute 3% of your salary to your pension or 401(k)
• Hardware budget. We'll buy you a brand new state-of-the-art 16" Apple MacBook Pro (or other computer of your choosing of equivalent value) upon joining. It will be owned by you, not the company