Chicago, Illinois, United States · On-site
🌍 We’re making security suck less for developers. Security tools haven’t kept up with how software is built today. They interrupt teams, slow releases, and turn security into a bottleneck instead of a capability. We bui…
Skills: Docker, Postgres, Linux, Go, TypeScript
Chicago, Illinois, United States · Hybrid
$130k–$200k/yr
CFTC-Regulated Business Unit (DCM) Location: Chicago, IL. Fully remote to start, transitioning to 3 days/week in office. About Smarkets Smarkets is a prediction market exchange for sports and political trading that has h…
Skills: Information Security Leadership, Cybersecurity Compliance, Operational Resilience, Risk Assessment, Incident Response Planning
Quinte West, Ontario, Canada · Hybrid
$223k–$278k/yr
About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in D…
Skills: Distributed Systems, System Design, Ruby on Rails, TypeScript, React
Chicago, Illinois, United States · On-site
$100k–$120k/yr
Who we are: We dream big. We love food. We’re building the next generation of marketing software and our mission is to help the lifeblood of our communities, small businesses, specifically local restaurants and bars. Lau…
Skills: SaaS Sales, Cold Outreach, Full Cycle Sales, Consultative Selling, Lead Generation
Chicago, Illinois, United States · Hybrid
$70k–$80k/yr
Honeycomb Insurance At Honeycomb, we're not just building technology; we’re reshaping the future of insurance. In 2025, Honeycomb was recognized by Dun & Bradstreet as “Top 10 Best Start Up Companies to Work For” in Isra…
Skills: Agency Qualification, Onboarding, B2B Sales, Customer Relationship Management, Technical Troubleshooting
Chicago, Illinois, United States · Hybrid
$95k–$113k/yr
Demand Generation Manager Reports To: VP of Marketing Location: Chicago, IL (Hybrid, 2-3 days/week onsite) Salary Range: $95,000-$113,000 / year ABOUT NEXTPOINT Nextpoint builds transformative software and services for t…
Skills: Demand Generation, Lead Generation, B2B SaaS Marketing, Marketing Automation, CRM Management
Chicago, Illinois, United States · Hybrid
$175k–$225k/yr
About Us: Optimal Market Technologies is a FINRA-registered broker-dealer with an innovative platform of wholesale options and execution solutions designed to meet the needs of today’s dynamic market participants. Optima…
Skills: C++, Python, Linux, AI-assisted development, Financial Trading Systems
Chicago, Illinois, United States · Hybrid
$101k–$124k/yr
Support Engineer, Services, Mid-Level Hybrid (2 to 3 days a week onsite in Chicago) Reports to: Tech Lead, Tier 3 Salary Range: $101,000-$124,000 ABOUT NEXTPOINT Nextpoint builds transformative software and services for …
Skills: Ruby, Python, Java, JavaScript, SQL
Chicago, Illinois, United States · Remote OK
$125k–$146k/yr
Join a world-class academic healthcare system, UChicago Medicine, as a Senior Identity & Access Management (IAM) Developer in our Information Security department. This is a remote, work from home opportunity, and you may…
Skills: SailPoint IDN/ISC, CyberArk, Java, JavaScript, SQL
Chicago, Illinois, United States · Hybrid
$60k–$70k/yr
7LFreight digitizes domestic and international rate management, quoting, and booking for over 3,500 logistics providers and carriers globally. Plainly put, we help our customers move the world. We do this by offering inc…
Skills: Account Management, Consultative Selling, SaaS Sales, Outbound Prospecting, Territory Planning
Chicago, Illinois, United States · On-site
Quantiq specializes in high frequency derivatives trading in the largest markets worldwide. Our approach is rigorous and pragmatic, driven by technological expertise and analytics, informed by real-world experience. We v…
Skills: Verilog, SystemVerilog, VHDL, C, C++
Chicago, Illinois, United States · On-site
Quantiq specializes in high frequency derivatives trading in the largest markets worldwide. Our approach is rigorous and pragmatic, driven by technological expertise and analytics, informed by real-world experience. We v…
Skills: Verilog, VHDL, SystemVerilog, C++, FPGA
Chicago, Illinois, United States · Hybrid
$136k–$190k/yr
About Us: We love going to work and think you should too. Our team is dedicated to trust, customer obsession, agility, and striving to be better everyday. These values serve as the foundation of our culture, guiding our …
Skills: IT Infrastructure, Software Development, Cloud-Native Architectures, Containerization, Observability
Chicago, Illinois, United States · Hybrid
$117k–$175k/yr
At Braze, we have found our people. We’re a genuinely approachable, exceptionally kind, and intensely passionate crew. We seek to ignite that passion by setting high standards, championing teamwork, and creating work-lif…
Skills: AI Agent Design, Prompt Engineering, Retrieval Logic, Python, API Integration
Chicago, Illinois, United States · On-site
$150k–$168k/yr
How you’ll make an impact: As the Manager of Data Operations, you will lead a team responsible for the reliability, performance, and security of a mission-critical data platform spanning SQL Server, Azure SQL Database, S…
Skills: SQL Server Performance Tuning, Azure SQL, Snowflake, Microsoft Fabric, People Management
Chicago, Illinois, United States · Hybrid
Who We Are: Every industry has a moment when technology finally catches up to the people doing the work. We are building that moment for legal. Neostella creates connected legal technology that brings together the data, …
Skills: Business Development, Partnership Management, Channel Sales, Alliance Management, Relationship Building
San Francisco, California, United States · Hybrid
$124k–$144k/yr
At Trustpilot, we're on an incredible journey. We're a profitable, high-growth FTSE-250 company with a big vision: to become the universal symbol of trust. We run the world's largest open customer review platform, and wh…
Skills: Enterprise Sales, SaaS Sales, Pipeline Management, C-Level Engagement, Sales Forecasting
Chicago, Illinois, United States · On-site
$150k–$200k/yr
Virtu is a leading financial firm that leverages cutting edge technology to deliver liquidity to the global markets and innovative, transparent trading solutions to our clients. As a market maker, Virtu provides deep liq…
Skills: Quantitative Problem Solving, Mathematical Aptitude, Python, SQL, Java
Chicago, Illinois, United States · Hybrid
$68k–$110k/yr
We are interested in every qualified candidate who is eligible to work in the United States. However, we are not able to sponsor visas or take over sponsorship at this time. About the Role: At Enova we listen to our cust…
Skills: Java, Python, Go, TypeScript, React
Chicago, Illinois, United States · On-site
$73k–$117k/yr
Join Axon and be a Force for Good. At Axon, we’re on a mission to Protect Life. We’re explorers, pursuing society’s most critical safety and justice issues with our ecosystem of devices and cloud software. Like our produ…
Skills: SaaS Sales, Cloud Sales, Consultative Selling, Account Management, Salesforce
Sign up with Clera and we'll reach out the moment a role actually fits you — no more spraying applications into the void.
Own the end-to-end deployment and operationalization of AI-powered pentest products for enterprise customers. Act as the technical bridge between customers and engineering to translate field issues into product improvements.
Requires strong infrastructure and networking fundamentals with proficiency in debugging Linux environments and reading Go, TypeScript, or Python. Candidates must have basic offensive security knowledge and be based in Chicago.
Security tools haven’t kept up with how software is built today. They interrupt teams, slow releases, and turn security into a bottleneck instead of a capability. We built Aikido to change that. Aikido builds developer-first security products that reduce real risk without getting in the way of shipping software. We focus on what actually matters and automate the rest.
We’re taking on legacy security tools teams have been stuck with, and we’re winning. If you want to help us take market share and build products developers actually enjoy using, you’re in the right place.
Founded in 2022 by third-time founders, Aikido has $85M in the bank and a long runway ahead. We’re building toward self-securing software. Join an all-star team. Take real ownership. Push boundaries. Build things that matter.
We’re looking for a forward-deployed engineer to help enterprise customers successfully deploy and operationalize our newly launched AI-powered pentest product into their environments.
Some deployments run fully on-prem. Others involve hybrid cloud setups, strict security controls, custom integrations, or heavily regulated enterprise environments. You’ll own everything from “customer signed” to “deployment running smoothly”, helping customers through implementation, debugging issues, and turning problems into product improvements.
Responsibilities
Own enterprise deployments end-to-end: from first install to a stable, healthy setup
Debug incidents directly in customer environments (Docker, Postgres, networking, agents, etc.)
Handle complex enterprise environments: proxies, firewalls, egress rules, internal CAs, air-gapped setups, and custom security requirements
Build and adapt integrations when needed (SSO, IdP, internal PKI, custom setups)
Guide customers through implementation and initial usage in complex environments
Improve deployment and update flows based on what actually breaks in the field
Act as the technical bridge between customers and engineering
Translate enterprise deployment issues into clear bugs, fixes, and product improvements
Investigate agent behavior: debug failures, auth issues, crashes, and unexpected behavior
Strong infrastructure and networking fundamentals (Docker, DNS, TLS, proxies, firewalls)
Comfortable debugging in Linux environments
Able to read Go, TypeScript, or Python to understand issues and trace problems
Familiar with how complex enterprise networks behave in practice
Basic offensive security knowledge: understand concepts like RCE, SSRF, and session handling
Able to interpret logs and debug distributed systems’ behavior
Strong communication skills
Lives in Chicago
Nice to have:
Experience with enterprise or on-prem software deployments
Familiarity with cloud environments (AWS, Azure, GCP) for hybrid setups
Experience with SSO, identity providers, or internal PKI systems
Exposure to security tooling or offensive security concepts
What you can expect:
High-impact position in a fast-growing company.
Competitive salary package.
A company that sticks to its values in an open and informal atmosphere (see our culture page on the website for more details).
A diverse and inclusive organization that is proud to be an equal-opportunity employer.
Flexibility in working hours
We value competencies above all. The qualities of our people are what count, irrespective of gender, religion, ethnic origin, age, sexual orientation, or disability.
Secure everything, compromise nothing. Get developers back to building.
From vulnerability management to penetration testing, secure everything you build, host, and run with Aikido. Your software security HQ. Built for teams of any size, Aikido helps organizations ship secure software –trusted by Revolut, Deel, The Premier League, Tines, n8n, SoundCloud, and 50k more organizations. Aikido gets developers back to building.
Offices: Keizer Karelstraat 15, Ghent, Flemish Region 9000, BE · San Francisco, CA 94103, US · 330 N Wabash Ave, 23rd Floor, Chicago, Illinois 60611, US · 18 Crucifix Lane, Runway East - Unit 6.15, London, England SE1 3JW, GB
Based on 1442 listings with disclosed salaries, most software jobs in Chicago, IL pay between $90k–$206k per year. Individual offers vary with seniority, company size, and specialization.
There are currently 1,813 open software positions in Chicago, IL listed on Clera. New openings are added daily as companies post roles.
Companies currently hiring include Salesforce, Braze, Publicis Groupe Holdings B.V., Northern Trust Asset Management, Capgemini, among others. Browse the listings above to see every active employer.
Yes — 1154 of the 1813 open software positions offer remote or hybrid work (362 remote, 792 hybrid).
Each listing links directly to the employer's application page. Apply early — fresh listings get the most recruiter attention in the first two weeks.
