Regional Sales Director, Midwest (Strategic)
Cribl Open · verified Sep 21, 2026 At a glance
Leadership Sales Leadership role at Cribl. Remote, United States · $200,000–$215,000 base.
Growth Roles summary, based on the employer's posting.
What you'll do
- Recruit, coach, and lead five to seven strategic sales representatives across the Midwest
- Create a regional plan designed to surpass quarterly and annual sales objectives
- Guide the full sales motion from lead creation through enterprise deal close
- Build the sales organization while developing future sales leaders
- Contribute to go-to-market development as part of the leadership team reporting to the VP of Sales
What you bring
- At least five years managing strategic sales teams
- A record of exceeding annual sales targets
- Experience selling through security channel partners and handling complex sales cycles
- SaaS sales experience spanning cloud, logs, metrics, IT operations, and security
- Experience closing large enterprise deals and applying MEDDIC
Who this fits
You’ll suit a senior sales leader who can recruit and develop a Midwest team while opening new accounts and expanding existing business. The role is remote within the United States but must be based in the Midwest, with occasional work outside standard hours across time zones. You’ll report to the VP of Sales and lead a team rather than work as an individual contributor.
From the employer
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 the Midwest
As An Active Member Of Our Team, You Will...
- Recruit, develop and lead a team of 5-7 Strategic Sales Reps across the Midwest
- 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 Strategic 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
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.
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.
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