Gruntwork is on a mission to transform the way DevOps is done. We are globally recognized both for our open-source tools used by thousands of companies from startups to Fortune 500s, and our thought leadership on how DevOps should be done. As a bootstrapped company with no investors or debt, we control our own destiny and are focused on building a company that customers love.
We're seeking an exceptional Principal Enterprise Account Executive to drive our next phase of growth. This is a rare opportunity to join a category-defining company at the intersection of DevOps and enterprise infrastructure, where you'll have the autonomy to build and execute strategic relationships with Fortune 2000 companies.
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
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
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
Loves making customers happy. You're on a mission to making customers happy and successful. You're eager to leverage your talents to meet their needs.
Loves to learn. You're excited abut learning new things, and looking to be at the forefront of Sales and DevOps best practices.
Loves a challenge. You like to perform at your best by aiming high while also taking care of yourself and those around you.
Cares about your fellow humans. You look to make personal connections with the people you work with, and you want to work for a company whose mission and people you believe in.
Has a passion for DevOps best practices. You're passionate about the best way to run modern cloud infrastructure in a secure, convenient, and enjoyable way.
After you apply for this role, here's the process we'll go through to evaluate a mutual fit:
Phone screen. We'll do a quick phone screen to assess a general fit.
Values & Skills. We'll talk shop with you to see if we're on the same page about culture and sales skills.
Trial Project: We'll pay you for the opportunity to work together for a day, focused on developing a territory plan and showing us your sales swing in a role play.
Offer! We're very pleased to be working together!
You'll join a close-knit, high-performing team that values autonomy, continuous learning, and doing what's right for customers. We believe in sustainable growth, thoughtful decision-making, and building for the long term.
No investors, no debt. We control our own destiny and are focused on building a company that customers love.
100% remote. We've been 100% remote from day 1, however we're all in USA time zones and regularly collaborate together.
In-person meetups every few months. We meet in person every ~4 months in a beautiful location to foster close relationships among our team.
Transparent financials. We share our full financials every month with every member of the company.
Systematically above-market salary. We compute all salaries using a formula designed to systematically pay above market, wherever you live.
Above-market equity. We offer above-market equity grants, and we’ve even put in place a “progressive equity” plan where if there is a large exit event, employees end up with a progressively larger portion of the proceeds than their pro-rata equity holdings.
Profit-sharing bonus. We set aside a pot of money at the end of each year based on profits and distribute bonuses according to a formula that uses as inputs your level within the company and the length of your tenure at the company.
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.
Personal Budget. We'll give you a personal budget of $1,000 USD per month (yes, per month) to spend on your workspace (e.g., a co-working space), health (e.g., gym, yoga), time (e.g., babysitter), and/or learning (e.g., books, courses).
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).
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