New

Regional Sales Manager, Chicago (Strategic)

Remote - Chicago, Illinois

Cribl does differently. 

What does that mean? It means we are a serious company that doesn’t take itself too seriously; and we’re looking for people who love to get stuff done, and laugh a bit along the way. We’re growing rapidly - looking for collaborative, curious, and motivated team members who are passionate about putting customers first. As a remote-first company we believe in empowering our employees to do their best work, wherever they are. 

As the data engine for IT and Security many of the biggest names in the most demanding industries trust Cribl to solve their most pressing data needs. Ready to do the best work of your career? Join the herd and unlock your opportunity.

Why You’ll Love This Role

We are seeking a Strategic Sales Representative who is a self-starter, naturally curious, and thrives in fast-paced, dynamic environments. A successful Strategic Rep at Cribl consistently generates their own pipeline, runs a disciplined sales process, and executes complex multi-product sales. You'll thrive here if you're someone who knows how to win on value—especially when you're not backed by a household name.
You bring energy, accountability, and grit, and you build trust across large enterprise organizations. Most importantly, you drive urgency with your customers by connecting technical pain to business impact.

Please note, this is a remote position based out of Chicago. We are looking for candidates based in the region, with a strong history of selling into this territory.


As An Active Member Of Our Team, You Will…

  • Build and execute a territory plan to consistently exceed quota
  • Own your entire sales cycle—from outbound prospecting to closing strategic, multi-stakeholder deals
  • Develop and nurture relationships across multiple buying centers within large, multinational enterprises
  • Drive opportunities using structured sales methodologies like MEDDICC/MEDDPIC to ensure qualification, process rigor, and forecast accuracy
  • Clearly articulate Cribl’s value proposition from engineers to C-level executives
  • Prioritize customer outcomes and act as a trusted advisor throughout the sales process
  • Collaborate cross-functionally with pre-sales, product, and marketing to win high-value opportunities
  • Occasionally perform duties outside your standard working hours, as we are a remote-first team operating across time zones


If You’ve Got It – We Want It

  • 7+ years of success in strategic, complex sales (ideally in high-growth or early-stage companies)
  • Proven ability to prospect, build pipeline, and self-source enterprise opportunities
  • Track record of landing and expanding 7-figure deals with Fortune 1000 / G2K accounts
  • Experience navigating long sales cycles with multiple buying centers and executive stakeholders
  • Comfortable selling multi-product, complex tech to various personas—technical and non-technical
  • Familiarity and experience with MEDDICC/MEDDPIC or similar structured sales methodologies
  • Ability to craft and deliver a compelling business case, not just sell on pain or features
  • Success selling un-budgeted solutions and winning based on value—not brand recognition
  • Experience selling through partners or a channel-led motion is a plus
  • A demonstrated commitment to excellence, ownership, and long-term success (2+ years average tenure in recent roles)


Salary Range ($150k–165k USD)

The salary for this role depends on geographic location and the candidate’s qualifications. In addition to a competitive base salary, Cribl offers a robust benefits package including health, dental, vision, life insurance, paid holidays, PTO, fertility benefits, 401(k), and equity. This role also includes a commission/incentive plan.

 

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

Apply for this job

*

indicates a required field

Resume/CV

Accepted file types: pdf, doc, docx, txt, rtf

Cover Letter

Accepted file types: pdf, doc, docx, txt, rtf


Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.

As set forth in Cribl’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.

Select...
Select...
Race & Ethnicity Definitions

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.

Select...

Voluntary Self-Identification of Disability

Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 04/30/2026

Why are you being asked to complete this form?

We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.

Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.

How do you know if you have a disability?

A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:

  • Alcohol or other substance use disorder (not currently using drugs illegally)
  • Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
  • Blind or low vision
  • Cancer (past or present)
  • Cardiovascular or heart disease
  • Celiac disease
  • Cerebral palsy
  • Deaf or serious difficulty hearing
  • Diabetes
  • Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
  • Epilepsy or other seizure disorder
  • Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
  • Intellectual or developmental disability
  • Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
  • Missing limbs or partially missing limbs
  • Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
  • Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
  • Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
  • Partial or complete paralysis (any cause)
  • Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
  • Short stature (dwarfism)
  • Traumatic brain injury
Select...

PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.