Senior QA Engineer

Location:  Hybrid - 2-3 days in office - Chicago Downtown

Employment type:  Full-time

Salary range:  $125,000 - $155,000

We're looking for a Senior QA Engineer to own quality for a significant area of our platform — the web application, admin tooling, and the integrations our customers depend on. This is a senior individual contributor role: you'll set the testing approach for your area rather than execute someone else's, and you'll be the person the squad turns to when the question is "what could this break?"

The craft here is still hands-on testing — exploratory work, risk-based coverage decisions, and the kind of deep product knowledge that catches the defect nobody wrote a test case for. What makes it senior is scope and influence: you'll define test strategy, push quality earlier into the development cycle, and make the judgment calls on release risk that others rely on.

What You'll Do

• Own the test strategy — deciding what gets deep coverage, what gets a smoke check, and what we consciously accept risk on, then defending those calls with reasoning rather than instinct.
• Lead exploratory and risk-based testing across multi-tenant data separation, role-based permissions, complex customer workflows, and the seams between systems where defects actually live.
• Design and implement test plans and cases and raise the standard of the team's existing cases through review and refactoring.
• Shift quality left — reviewing requirements and designs early, challenging ambiguous acceptance criteria before a line of code is written, and making the case for testability in design discussions.
• Own release risk assessment on go/no-go calls: what was tested, what wasn't, what the residual risk is, and whether it's acceptable. Senior means your assessment carries weight.
• Write exemplary bug reports with clear reproduction steps, environment details, evidence, and a considered severity and priority — and triage incoming defects for the team.
• Own and curate the regression suite so it stays fast, meaningful, and trusted; retire cases that no longer earn their place and identify the highest-value candidates for automation.
• Test APIs and integrations using Postman or similar — validating payloads, status codes, error handling, and contract behavior between services.
• Query the database to validate data directly, investigate discrepancies, and build the test data the team needs.
• Improve QA practice — identify recurring failure patterns, propose process changes, and drive them to adoption. You'll be expected to improve how we work, not just work within it.
• Partner with Support and Product on escalated customer issues, reproducing hard-to-pin-down problems and feeding what you learn back into test coverage.

What You'll Bring

• 5+ years of hands-on software QA experience, with meaningful time testing a complex web application.
• A track record of owning quality for a product area independently — setting the approach, not just executing a plan handed to you.
• Strong risk-based testing judgment: you can articulate why you tested what you tested, and what you deliberately left uncovered.
• Deep command of QA fundamentals: test planning and design techniques, boundary and negative testing, equivalence partitioning, severity vs. priority, and the defect lifecycle.
• Excellent written and verbal communication, including the credibility and comfort to tell a room that a release isn't ready — and to explain why.
• Hands-on experience with automation tools ( Github Actions, Playwright)) — enough to read, run, and evaluate a suite even if you don't build it.
• Working knowledge of CI/CD pipelines and where testing fits within them.
• Proficiency with a bug tracking and test management toolchain (Jira, confluence, github)
• Solid API testing skills with Postman or similar, and working with SQL for data validation.
• Fluency with browser developer tools and application logs — you can usually tell the team whether an issue is front-end, back-end, or data before they open it.
• Experience in an Agile/Scrum environment with frequent releases.

Nice To Have

• Senior QA experience in B2B SaaS, particularly with multi-tenant architecture, role-based permissions, or subscription and billing flows.
• Experience identifying automation candidates and collaborating with engineers on coverage strategy.
• Experience testing third-party integrations, webhooks, or SSO/SAML.
• Performance or security testing exposure.
• Accessibility testing against WCAG guidelines.
• ISTQB Advanced Level (Test Analyst) or comparable depth of training.

Benefits

• Equity (RSUs) with a standard 4-year vesting schedule.
• Annual performance bonus.
• Comprehensive health, dental, and vision coverage with employee contribution 
• 401(k). 
• Flexible hybrid work model — 2–3 days in office per week.
• Generous PTO and company holidays.

Technical Solutions Engineer

Location:  Hybrid - 2-3 days in office - Chicago Downtown

Employment type:  Full-time

Salary range:  $80,000 - $100,000

We are looking for a Technical Solutions Engineer to bridge the gap between our sales team and our product's technical capabilities. In this role, you'll partner with Sales Executives to understand prospective customers' technical requirements, deliver compelling product demonstrations, design solutions that solve real business problems, and serve as the trusted technical voice throughout the sales cycle. You'll be the person who turns “how does this actually work?” into “this is exactly what we need.”

What You'll Do

• Partner with Account Executives on technical discovery calls to understand prospects’ architecture, workflows, and pain points
•  Design and deliver tailored product demonstrations, proofs of concept (POCs), and technical presentations
• Respond to RFPs/RFIs and complete detailed technical questionnaires
• Architect solutions that map our product’s capabilities to customer requirements
• Address technical objections and answer in-depth questions about security, integrations, APIs, and scalability
• Build and maintain demo environments, sandboxes, and POC configurations
• Collaborate with Product and Engineering to relay customer feedback and influence the roadmap
• Support integration planning and technical onboarding during the handoff to Customer Success/Implementation
• Stay current on the product, competitive landscape, and industry trends
• Create reusable technical sales assets 
• Travel to customer sites or industry events as needed 

What We're Looking For

• 3+ years of experience in a sales engineering, solutions engineering, technical consulting, or similar customer-facing technical role
• Strong ability to translate technical concepts into clear, business-relevant value for both technical and non-technical audiences
• Hands-on experience with APIs / integrations / cloud platforms/relevant tech stack
• Excellent presentation, communication, and interpersonal skills
• Comfortable running live demos and thinking on your feet during technical Q&A
• Bachelor’s degree in Computer Science, Engineering, or a related technical field, or equivalent practical experience

Preferred Experience 

• Experience supporting sales from a technical level and working with IT leaders, developers and operations teams
•  Familiarity with specific tools/technologies, e.g., SQL, REST/GraphQL APIs, cloud infrastructure (AWS/Azure/GCP), scripting languages, Postman
• Prior experience with CRM and sales engineering tools Salesforce.
• Background in technical sale support, technical implementations a plus

What Success Looks Like

•  Prospects leave technical calls with clarity and confidence in the solution
• POCs are scoped tightly and completed on schedule
• Win rates improve on deals where you’re engaged
• Smooth technical handoffs that set up long-term customer success

Benefits

• Equity (RSUs) with a standard 4-year vesting schedule.
• Annual performance bonus.
• Comprehensive health, dental, and vision coverage with employee contribution 
• 401(k). 
• Flexible hybrid work model — 2–3 days in office per week.
• Generous PTO and company holidays.