Regional Sales Manager, Chicago (Strategic)

Chicago, Illinois, United States

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Not SpecifiedCompensation

Senior (5 to 8 years), Expert & Leadership (9+ years)Experience Level

Full TimeJob Type

UnknownVisa

Data Engine for IT and SecurityIndustries

Requirements

Candidates must have 7+ years of success in strategic, complex sales, ideally in high-growth or early-stage companies, with a proven ability to prospect, build pipeline, and self-source enterprise opportunities. A track record of landing and expanding 7-figure deals with Fortune 1000 / G2K accounts is required, along with experience navigating long sales cycles with multiple buying centers and executive stakeholders. Familiarity with MEDDICC/MEDDPIC or similar structured sales methodologies is necessary, as is the ability to craft and deliver a compelling business case. Candidates should be comfortable selling multi-product, complex tech to various personas and have experience selling un-budgeted solutions based on value, not brand recognition. A demonstrated commitment to excellence, ownership, and long-term success, with an average tenure of 2+ years in recent roles, is also required. Experience selling through partners or a channel-led motion is a plus. The position is remote and based out of Chicago, requiring candidates to be located in the region with a strong history of selling into it.

Responsibilities

The Strategic Sales Representative will build and execute a territory plan to consistently exceed quota, owning the entire sales cycle from outbound prospecting to closing strategic, multi-stakeholder deals. Responsibilities include developing and nurturing relationships across multiple buying centers within large, multinational enterprises and driving opportunities using structured sales methodologies like MEDDICC/MEDDPIC for qualification, process rigor, and forecast accuracy. The role involves clearly articulating Cribl’s value proposition to stakeholders from engineers to C-level executives, prioritizing customer outcomes, and acting as a trusted advisor. Collaboration with pre-sales, product, and marketing teams to win high-value opportunities is essential, and occasional duties outside standard working hours may be required.

Skills

Sales

Pipeline Generation

Sales Process

Enterprise Sales

MEDDICC

MEDDPIC

Relationship Building

Territory Planning

Outbound Prospecting

Closing Deals

Cribl

Data observability solutions for tech businesses

About Cribl

Cribl operates in the data observability market, helping tech businesses monitor, analyze, and visualize their data for better operational and security insights. The company offers two main products: Cribl Stream and Cribl Edge. Cribl Stream enables businesses to efficiently route and transform logs and metrics, either on their own infrastructure or through cloud services, ensuring timely data delivery. Cribl Edge focuses on collecting and processing real-time observability data from edge devices, which can then be sent to Cribl Stream or other destinations. Cribl distinguishes itself by integrating seamlessly with platforms like Office 365 and Microsoft Azure, allowing clients to enhance their data management capabilities. The company's goal is to create effective data ecosystems that empower organizations to make sense of their data.

San Francisco, CaliforniaHeadquarters

2018Year Founded

$576.3MTotal Funding

SERIES_ECompany Stage

Data & Analytics, Enterprise SoftwareIndustries

501-1,000Employees

Benefits

Competitive Salary

Stock Options

Medical, dental, and vision insurance

Flexible spending account (FSA)

401(k) plan offered (US)

Parental Leave

Professional Development and Career Growth

Generous Vacation and Holiday Policy, including 2 Floating Holidays for holidays you observe

Employee Resource Groups that reflect our values driven company culture

Risks

Emerging data observability startups could threaten Cribl's market share with competitive pricing.

Rapid AI advancements may outpace Cribl's offerings if not updated timely.

Economic downturns could impact Cribl's ability to maintain its high valuation.

Differentiation

Cribl offers unique data routing and transformation with Cribl Stream and Cribl Edge.

The company integrates seamlessly with major platforms like Office 365 and Microsoft Azure.

Cribl's focus on real-time data processing sets it apart in the data observability market.

Upsides

Cribl raised $319M in Series E funding, boosting its valuation to $3.5 billion.

The rise of multi-cloud strategies enhances Cribl's integration capabilities across cloud environments.

Increased demand for edge computing solutions positions Cribl Edge for significant growth.

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