1

Chicago Startup Jobs (NOW HIRING)

This role will be remote based out of Chicago area What You Will Have At Harness * Competitive ... How Harness runs 16 "startups within a startup" at scale | Jyoti Bansal * Harness Research Shows AI ...

We are a high-growth startup redefining the wellness category through puppy therapy! We're on a ... As we continue to grow in Chicago, we are looking for a passionate and knowledgeable leader to step ...

Apply Early

We are a high-growth startup redefining the wellness category through puppy therapy! We're on a ... As we continue to grow in Chicago, we are looking for a passionate and knowledgeable leader to step ...

About Us: Artera is an AI startup that develops medical artificial intelligence tests to ... Chicago, IL (or local area) In addition to base salary, this role includes a competitive commission ...

New

Apply Early

We are a high-growth startup redefining the wellness category through puppy therapy! We're on a ... As we continue to grow in Chicago we're looking for a passionate and knowledgeable Head Supervisor ...

We are a high-growth startup redefining the wellness category through puppy therapy! We're on a ... As we continue to grow in Chicago we're looking for a passionate and knowledgeable Head Supervisor ...

Apply Early

About Us: Artera is an AI startup that develops medical artificial intelligence tests to ... Chicago, IL (or local area) $165,000 - $185,000 a year In addition to base salary, this role ...

next page

Showing results 1-20

Chicago Startup information

See salary details

$59.5K

$129.8K

$183.5K

How much do chicago startup jobs pay per year?

As of Jul 1, 2026, the average yearly pay for chicago startup in the United States is $129,801.00, according to ZipRecruiter salary data. Most workers in this role earn between $109,000.00 and $151,000.00 per year, depending on experience, location, and employer.

What is a Chicago startup?

A Chicago startup is a newly established company based in Chicago, typically in the early stages of development and focused on innovation, technology, or unique business models. Startups in Chicago span a wide range of industries, including tech, healthcare, finance, and food services. These companies often seek rapid growth and funding from venture capital or angel investors. Chicago's vibrant ecosystem provides resources like incubators, accelerators, and networking events to help startups succeed. The city's diverse talent pool and supportive community make it an attractive location for entrepreneurs.

What are the key skills and qualifications needed to thrive as a Chicago Startup founder, and why are they important?

To thrive as a Chicago Startup founder, you need a solid understanding of business development, market analysis, and entrepreneurship, often supported by experience in launching ventures or a relevant degree. Familiarity with tools like customer relationship management (CRM) systems, project management software, and basic financial platforms is common. Outstanding networking abilities, resilience, and creative problem-solving make someone stand out in this role. These skills and qualities are vital for navigating the challenges of building a business, attracting investors, and driving growth in a competitive market.

What is the difference between Chicago Startup vs Chicago Business Analyst?

AspectChicago StartupChicago Business Analyst
Required CredentialsBachelor's degree often in business, marketing, or related fieldsBachelor's degree in business, finance, or related areas; certifications like CBAP are common
Work EnvironmentFast-paced, innovative startup setting, often small teamsCorporate or consulting environments, structured workflows
Employer & Industry UsageStartups across tech, e-commerce, and servicesLarge companies, consulting firms, and corporate sectors
Common Search & ComparisonYesYes

Chicago Startup roles focus on innovation, agility, and often require a mix of business and technical skills. Chicago Business Analysts typically work in structured environments analyzing data and processes to improve business performance. While both roles require similar educational backgrounds, startups emphasize adaptability and entrepreneurial spirit, whereas business analysts prioritize analytical skills and process improvement.

What is the typical team structure and collaboration style in a Chicago startup environment?

In a Chicago startup, teams are often small and cross-functional, which means employees regularly collaborate across departments such as product, engineering, marketing, and sales. The work environment is fast-paced and dynamic, with frequent opportunities for team members to contribute ideas and take on responsibilities beyond their job title. Open communication and adaptability are valued, and it’s common to participate in brainstorming sessions, stand-up meetings, and agile workflows. This collaborative atmosphere fosters rapid learning and provides ample opportunities for professional growth and networking within Chicago’s vibrant tech ecosystem.
What cities are hiring for Chicago Startup jobs? Cities with the most Chicago Startup job openings:
What states have the most Chicago Startup jobs? States with the most job openings for Chicago Startup jobs include:
Infographic showing various Chicago Startup job openings in the United States as of June 2026, with employment types broken down into 67% Full Time, and 33% Contract. Highlights an 100% In-person job distribution, with an average salary of $129,801 per year, or $62.4 per hour.

Enterprise Account Executive (Chicago)

Upwind Security

Chicago, IL • On-site, Remote

Full-time

Posted 13 days ago


Job description

Description
Upwind is a next-generation Cloud Security Platform that leverages runtime context to identify and prioritize critical risks, providing precise insights and efficient cloud security management. Unlike traditional tools, Upwind uses runtime data proactively for risk prioritization and posture insights, ensuring teams focus on what truly matters. With industry-leading efficiency and eBPF-powered sensors, Upwind delivers comprehensive capabilities, including agentless cloud posture discovery, real-time threat protection, and integrated API security. From misconfigurations to malware defense, Upwind ensures end-to-end, cost-effective cloud infrastructure protection. At Upwind, you'll have the opportunity to think creatively, explore new ideas, and use your skills to make a meaningful impact on our growth.
We are looking for an experienced Enterprise Account Executive to join our team of expert sellers that is deeply committed to building meaningful relationships with customers, focusing on their value and thinking strategically about bringing deals to close. This is a field sales role open to qualified candidates within the Greater Chicago area.
Responsibilities
  • Develop and execute a comprehensive sales strategy to identify and generate new business pipeline, exceed revenue targets, and win new enterprise logos
  • Demonstrate a thorough understanding of customer needs, challenges, and business objectives to effectively position Upwind's solution with C-level executives and technical stakeholders
  • Partner closely with technical teams to ensure seamless integration and implementation to accelerate the time-to-value realization for clients
  • Lead and execute end-to-end sales cycles with excellence in all phases: from pipeline generation and opportunity qualification to the creation and delivery of a quantifiable business case / ROI justification
  • Collaborate and build trusted relationships with Upwind channel partners and ecosystem to expand and optimize market reach
  • Lead contract negotiations to completion and successful closure

Requirements
  • Proven track record of driving and closing enterprise deals
  • Ability to effectively sell to both C-level executives and technical stakeholders in Cloud / Security / DevOps
  • Consistent achievement of quota and revenue targets with strong W2 history
  • Familiarity and experience utilizing proven qualification methodologies (e.g. MEDDPICC) and a disciplined sales process
  • Maintain accurate forecasting and reporting of the business to leadership and embrace a data-driven approach to SFDC hygiene
  • Excellent communication and presentation skills.
  • Self-motivated, results-driven, collaborative, and adaptable to keep up in a very fast-paced, rapidly changing, startup environment
  • Strong understanding of cloud security concepts, technologies, and trends preferred