Demo

Regional Sales Director

groundcover
Boston, MA Other
POSTED ON 4/27/2026
AVAILABLE BEFORE 4/27/2027
We are not here to blend in. We are here to redefine what observability means and how it is delivered.

groundcover has built a radically different approach to cloud-native observability that competitors can’t match. As a part of our Sales team, you won’t just sell a product, you’ll help reshape the narrative of the category so the world understands why groundcover is the clear, modern choice for engineering and operations teams.

About Groundcover

groundcover is a fast-growing Series B startup delivering the industry’s most modern observability platform for cloud-native environments. Powered by BYOC and eBPF and designed for Kubernetes from day one, our platform delivers full stack observability with dramatically lower cost, operational overhead, and complexity.

As systems evolve toward AI powered services and LLM based applications, observability must evolve with them. groundcover is built for this reality, enabling teams to understand performance, reliability, and behavior across microservices, infrastructure, and AI workloads.

We are looking for our first Regional Sales Director to join our Boston Office (3 days a week onsite)

What You’ll Do

  • Lead & Develop: Mentor, coach, and motivate a team of Account Executives. Support hiring, onboarding, and ongoing development.
  • Drive Sales: Own the strategy and execution for your region. Track pipeline, forecast revenue, and ensure targets are met.
  • Customer Engagement: Build strong relationships with key clients. Support AEs in closing complex deals.
  • Market Insight: Stay ahead of market trends and competitive landscape to inform strategy.
  • Collaboration: Partner with Marketing, Product, and Customer Success teams to amplify impact.

Requirements:

Who You Are

  • 5 years in sales, with at least 2 years managing a team.
  • Proven track record of driving team revenue and hitting sales targets.
  • Experience in B2D, SaaS, or developer-focused tech preferred.
  • Strong communication, coaching, and leadership skills.
  • Analytical and data-driven with experience leveraging CRM tools.
  • Comfortable in a fast-paced, high-growth environment.

Hourly Wage Estimation for Regional Sales Director in Boston, MA
$100.00 to $131.00
If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Regional Sales Director?

Sign up to receive alerts about other jobs on the Regional Sales Director career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$235,449 - $339,477
Income Estimation: 
$339,052 - $441,838
Income Estimation: 
$116,413 - $176,962
Income Estimation: 
$182,320 - $281,330
Income Estimation: 
$211,528 - $292,170
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at groundcover

  • groundcover San Francisco, CA
  • We’re not here to blend in — we’re here to change how observability works. groundcover has built a radically different approach to cloud-native observabili... more
  • 8 Days Ago

  • groundcover San Francisco, CA
  • We are not here to blend in. We are here to redefine what observability means and how it is delivered. groundcover has built a radically different approach... more
  • 8 Days Ago

  • groundcover San Francisco, CA
  • We are not here to blend in. We are here to redefine what observability means and how it is delivered. groundcover has built a radically different approach... more
  • 8 Days Ago


Not the job you're looking for? Here are some other Regional Sales Director jobs in the Boston, MA area that may be a better fit.

  • Confidential Jobs Boston, MA
  • We are a leading provider of comprehensive human resources solutions for small to midsize businesses (SMBs). We enhance business productivity by enabling o... more
  • 6 Days Ago

  • MassMutual Boston, MA
  • The Opportunity We have had great success in recent years distributing our individual annuity products through MassMutual Financial Advisors (MMFA). We're ... more
  • Just Posted

AI Assistant is available now!

Feel free to start your new journey!