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Chicago Startup Jobs (NOW HIRING)

BuyWander

General Manager - Chicago

Chicago, IL · On-site

$100K - $175K/yr

Chicago, IL Type: Full-Time | Salaried Salary Range: $100,000 - $175,000 DOE including Equity + Performance Bonuses WHY BUYWANDER BuyWander is a fast-growing startup reimagining the $850B retail ...

Bandit Running

Store Associate - Chicago

Chicago, IL

$19 - $21/hr

Support the day-to-day operations of Bandit's Chicago retail store * Deliver exceptional customer ... Desire to wear many hats and roll up sleeves as needed in startup environments * A passion and ...

Bandit Running

Store Associate - Chicago

Chicago, IL · On-site

$19 - $21/hr

Support the day-to-day operations of Bandit's Chicago retail store * Deliver exceptional customer ... Desire to wear many hats and roll up sleeves as needed in startup environments * A passion and ...

Bandit Running

Store Associate - Chicago

Chicago, IL · On-site

$19 - $21/hr

Support the day-to-day operations of Bandit's Chicago retail store * Deliver exceptional customer ... Desire to wear many hats and roll up sleeves as needed in startup environments * A passion and ...

Puppy Sphere

Chicago Event Facilitator

Chicago, IL · On-site

Welcome to Puppy Sphere, we are a high-growth startup redefining the wellness category through ... This is a part-time, on-site role based in Chicago, supporting the delivery of Puppy Sphere events.

Puppy Sphere

Chicago Event Facilitator

Chicago, IL · On-site

$16.60/hr

Welcome to Puppy Sphere, we are a high-growth startup redefining the wellness category through ... This is a part-time, on-site role based in Chicago, supporting the delivery of Puppy Sphere events.

MinIO

Enterprise Account Executive - Chicago

Chicago, IL · On-site +1

$250K/yr

... the Central Chicago (Chicago/Twin Cities) region. This is a role for a proven seller who can ... The ideal candidate has experience competing against legacy storage solutions, thrives in a startup ...

Steame LLC

Data Analytics Engineer - Chicago

Chicago, IL · On-site

$120K - $130K/yr

Comfortable working in a fast-moving startup environment with evolving requirements Preferred ... This position is based in Chicago, IL * STEAMe is a Hybrid work environment, with 3 days work from ...

Harness

Sales Engineer -Chicago

Chicago, IL · On-site

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 ...

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All JobsChicago Startup Jobs

Chicago Startup information

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$59.5K

$129.8K

$183.5K

How much do chicago startup jobs pay per year?

As of Jun 9, 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:
What job categories do people searching Chicago Startup jobs look for? The top searched job categories for Chicago Startup jobs are:
Chicago Startup jobs near you
Infographic showing various Chicago Startup job openings in the United States as of May 2026, with employment types broken down into 94% Full Time, 4% Part Time, and 2% Contract. Highlights an 91% Physical, 4% Hybrid, and 5% Remote job distribution, with an average salary of $129,801 per year, or $62.4 per hour.

Account Executive, Chicago (Software Startup)

Opply

Chicago, IL • On-site

$70K - $80K/yr

Full-time

Posted 22 days ago

Job description

Account Executive - Chicago - VC Backed Software Startup
Location: In our Chicago office (60661) 3-5 days per week + travel to events within territory
Compensation: $70,000 - $80,000 base + uncapped OTE (Year 1 OTE $30,000)
About Opply
Opply is modernising how scaling food and consumer goods brands buy ingredients, solving a £1 trillion market inefficiency that's been overlooked for decades.
Right now, SMB brands waste 70% of stock and pay 40% above market rate because they lack access to enterprise-level supplier networks and smart automation. We've built an AI-powered platform that changes this entirely: automated ordering, predictive forecasting, supplier matching, and embedded credit that lets brands sell before they pay.
We're a scaling, VC-backed by Index Ventures, Anthemis, and Chalfen Ventures, with unicorn angels from GoCardless, Flow.io, and Trouva. We've won StartUp of the Year and Supply Chain Specialists of the Year, and we're scaling fast across the UK and internationally.
This is category-defining work in a massive, underserved market.
The Role
As an Account Executive at Opply, you'll own the sales cycle end-to-end: taking qualified opportunities from discovery through to close, building strong commercial relationships with scaling US food and consumer goods brands, and consistently converting pipeline into revenue.
This is a closing role. You'll be expected to run sharp discovery, quantify value, navigate stakeholders, handle objections, and negotiate commercially, while partnering closely with SDRs/BDRs, Growth, Marketing, and Product to improve conversion and expand what we can sell.
If you're competitive, commercially sharp, and want to accelerate in a fast-growth environment where you can have real impact, this is the role.
What You'll Be Doing
Own the Full Sales Cycle
  • Run discovery calls with founders and operators at scaling food and consumer goods companies
  • Diagnose operational pain, cashflow pressure, margin constraints, and supply chain risk
  • Build clear business cases and ROI logic (time saved, waste reduced, margin impact, cashflow benefit)
  • Lead product demos and map Opply's value to customer workflows and priorities
  • Manage the deal cycle through proposal, negotiation, and close

Close Revenue, Consistently
  • Forecast accurately and maintain clean, reliable pipeline in the CRM
  • Handle objections confidently (pricing, switching risk, incumbent suppliers, internal bandwidth)
  • Negotiate commercial terms and drive urgency through clear next steps
  • Partner with internal teams to remove blockers and increase win rates

Expand and Improve the Motion
  • Share market feedback to sharpen positioning, outreach, and product priorities
  • Identify patterns in lost deals and propose improvements to process, messaging, or packaging
  • Represent Opply at industry events - building relationships, credibility, and deal flow

Market Intelligence
  • Keep the CRM clean, accurate, and actionable (your pipeline is your reputation)
  • Share insights from the market with Growth, Marketing, and Product to sharpen targeting and messaging
  • Represent Opply professionally at industry events and in the broader market

What We're Looking For
You'll thrive here if you are:
  • A closer: You're at your best when you're running live deals and driving to signature
  • Consultative and structured: You ask smart questions, listen properly, and build strong cases for change
  • Commercially sharp: You can speak credibly about value, outcomes, and trade-offs
  • Resilient and consistent: You don't rely on "big wins"you build repeatable performance
  • High ownership: You take initiative, solve problems, and keep momentum even with ambiguity
  • Analytical - you can draw insights and report to wider business with ease.

Experience we expect:
  • 2- 5 years in sales or business development (B2B strongly preferred)
  • 1 year minimum in a closing role (B2B strongly preferred)
  • Track record of hitting or exceeding targets (consistent performance, not one-off wins)
  • Interest or experience in food/consumer goods is a plus, but hunger and aptitude matter more
  • Experience in selling software / technology to SMB markets

Why Now
Opply is at an inflection point. We're scaling with strong customer traction, scaling revenue, expanding internationally, and building out the commercial team to match our ambition.
You'll join early enough to have an outsized impact: shaping playbooks, owning territory, and growing into leadership as the business scales.
Training & Development
You won't be left to figure it out alone. We've built a structured development environment to turn high-potential sellers into confident commercial operators:
  • Full onboarding programme with clear ramp expectations and success metrics
  • Weekly 1:1 coaching and feedback loops to build consistency and confidence
  • Classroom learning and role plays for discovery, objection handling, and deal progression

What You'll Learn Here
This role is a career accelerator. You'll develop skills that compound:
  • Modern discovery: Combine qualitative insight with quantitative value logic to uncover real urgency
  • Commercial fluency: Speak credibly about cashflow, operational efficiency, and growth readiness
  • Market expertise: Deep understanding of the scaling F&B world (supply chain challenges, margin pressure, and what operators actually care about)
  • Unshakeable confidence: Built through repetition, feedback, and high standards

What We Offer
  • Compensation base salary ($70,000-$80,000) + uncapped OTE (Year 1 OTE $40,000)
  • Flexible hybrid working (balance autonomy with collaboration)
  • Regular team socials and global offsites to connect, collaborate, and celebrate
  • Health Insurance
  • Pension scheme

Department Commercial Locations Chicago Remote status Hybrid

Apply