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Regional Director Sales, Boston (Enterprise)

Cribl

Remote · USJob$200–220K/yrPosted todayStill listed today

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At a glance

Compensation
$200–220K/yr
Location
Remote · US
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

Cribl is hiring a remote Sales Director based out of Boston to lead geographically aligned Enterprise Sales Reps. The role focuses on recruiting and developing a team, driving new-logo acquisition and account expansion, and exceeding quarterly and annual sales goals. The director will develop the go-to-market approach and report to the VP of Sales. The position requires at least five years leading enterprise sales teams.

Skills & qualifications

RequiredNice to have

Skills

Enterprise Sales Leadership, requiredSales Team Development, requiredSales Goal Achievement, requiredSecurity Channel Sales, requiredComplex Sales Cycles, requiredSaaS Sales, requiredCloud Sales, requiredLogs, requiredMetrics, requiredIT Operations, requiredSecurity, requiredEnterprise Sales, requiredMEDDIC, requiredPipeline Development, requiredNew Account Acquisition, requiredCloud, nice to haveMachine Learning, nice to have

Qualifications

5+ Years Enterprise Sales Leadership, required

Benefits

Medical Insurance
Dental Insurance
Vision Insurance
Paid Time Off
401(k) Match

Full job description

Join the company that’s building the telemetry infrastructure for the AI era. At Cribl, we partner with IT and Security teams at many of the world’s biggest enterprises, including half of the Fortune 100, to bridge the gap between AI ambition and infrastructure reality. As the AI Platform for Telemetry, we give customers the choice, control, and flexibility to manage and analyze telemetry for both humans and agents, so they can build what’s next.

We’re one of the fastest‑growing private companies and a leading player in a massive, fast‑moving market. With a global workforce, we’re remote‑first and grounded in a simple idea: software is a people business. Cribl is the place where curious, collaborative people can do their best work, grow fast, and bring their full selves to the herd.

Why You’ll Love This Role

As a Sales Director at Cribl, you’ll lead, support, and inspire a diverse team of geographically aligned Regional Sales Managers. Your focus will be on attracting top talent, nurturing growth, and empowering your team to excel in both new logo acquisition and account expansion—consistently exceeding ambitious quarterly and annual goals. This is more than a leadership role; it’s a unique opportunity to drive meaningful impact and fuel Cribl’s continued success.

Please note, this is a remote role based out of Boston.

As An Active Member Of Our Team, You Will...

  • Recruit, develop and lead a team of 5-7 Enterprise Sales Reps across Boston

  • Building a sales team and the future sales leaders of Cribl

  • Develop a business plan to overachieve sales goals

  • Manage and maintain sales ecosystem from generating leads through closing

  • You will be part of a proven leadership team and play a key role in developing the GTM. Reporting to the VP of Sales

  • We are a remote-first company and work happens across many time-zones – you may be required to occasionally perform duties outside your standard working hours

If You’ve Got It - We Want It

  • Minimum 5 years of leading Enterprise sales teams

  • A successful track record of overachievement annually

  • Experience leading sales team who sell through security channel partners

  • Experience navigating complex sales cycles

  • Experience with SAAS sales - cloud, logs, metrics, IT operations and security

  • Background of successfully selling large deals to large enterprises (Fortune 1000)

  • Background using MEDDIC

  • Experience developing pipeline and opening new accounts

  • Bonus points/Preferred Skills:

  • Background in Cloud, Security, or Machine Learning

#LI-PL1 #LI-Remote The salary for this role is dependent on geographic location and will be based on the individual candidate's job-related knowledge, skills, and experience.

In addition to base salary, for sales and some sales-adjacent roles, employees are eligible to earn incentive compensation (commission). For all other roles, employees are eligible to participate in the Cribl Corporate Bonus Program.

In addition to a competitive salary, Cribl also offers a generous benefits package which includes health, dental, vision, short-term disability, and life insurance, paid holidays and paid time off, a fertility treatment benefit, 401(k), and equity.

Base Salary Range $200,000—$220,000 USD

Bring Your Whole Self

Diversity drives innovation, enables better decisions to support our customers, and inspires change for the better. We’re building a culture where differences are valued and welcomed, and we work together to bring out the best in each other. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, or any other applicable legally protected characteristics in the location in which the candidate is applying.

Interested in joining the Cribl herd? Learn more about the smartest, funniest, most passionate goats you’ll ever meet at cribl.io/about-us.

How this job compares

Set against the 1,379 open Sales Director jobs on Olive Jobs, counted November 10, 2026.

Pay
  • This posting$200–220K/yr
  • Massachusetts median$165–220K/yr33 salary ranges
  • US median$155–235K/yr961 salary ranges

This range's midpoint, $210K, is 5% above the Massachusetts median midpoint ($200K) — in the middle half of Sales Director salary ranges in Massachusetts.

Openings
Olive Jobs lists 37 open Sales Director jobs in Massachusetts and 1,379 across the US. 18% of them nationwide are listed as remote or flexible.
Hiring the most in Massachusetts
Experience
This posting asks for at least 5 years of experience; Sales Director postings that state a minimum ask for 7 years at the median (1,059 postings).
Education
356 of the 1,379 open Sales Director jobs (26%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 10, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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