Top Tech Jobs & Startup Jobs in Chicago, IL

Own the full sales cycle to drive new business and quota attainment. Build and maintain pipeline from inbound and outbound efforts, deliver technical demos, consultatively tailor solutions, gather competitive intelligence, develop partner relationships, and help create repeatable sales processes while collaborating with product, engineering, marketing, and customer success.

Own and operate scalable infrastructure on GCP (GKE, Cloud Run, AlloyDB); author Terraform modules; manage containerized workloads; build observability in Datadog; design CI/CD in GitHub Actions; automate operational workflows; lead incident response and post-mortems; partner with engineers to improve reliability, cost, and automation.

Build and own a 24-month rolling financial model with bear/base/bull scenarios, integrate historicals and product/pricing plans, encode SaaS metrics and app-store economics, gather validated inputs from GTM/Product/HR, upload and maintain forecast in Fathom, produce variance analysis and investor-facing narratives, and provide ongoing monthly and quarterly model maintenance and reporting.

Manage end-to-end influencer campaigns: strategy, creator outreach, negotiation, contracting, FTC compliance, performance tracking, optimization, client communication, and cross-functional collaboration to drive ROAS and renewals.

Lead product vision and roadmap for B2B web applications. Champion customers, define requirements and user stories, collaborate with engineering/design/marketing, use data and analytics to set KPIs, drive delivery via Agile and CI/CD, and improve product development processes.

Lead and own Wonderly's growth and marketing across paid and organic channels, SEO, landing pages, lifecycle/email, attribution, funnel analytics, creative testing, influencer and local-market experiments, and sales enablement. Diagnose technical tracking issues, hire and scale the marketing team, run cross-functional initiatives, and be directly accountable for revenue and growth metrics as the company scales from product-market fit to large-scale growth.

Own operational success of the General Agency channel: manage GA relationships, lead cross-functional projects, build and maintain SOPs and onboarding, monitor partner performance, and drive scalable partner processes and enablement in collaboration with Sales, Product, Finance, Customer Success, and Operations.

Manage a portfolio of mid-market employer customers as a trusted advisor on benefits strategy and the Thatch platform. Lead renewals, open enrollment, QBRs, and compliance (ICHRA, Medicare, COBRA). Build stakeholder relationships, monitor customer health, drive retention, and collaborate cross-functionally to scale processes, tooling, and customer education.

Own and scale programs that enable Thatch's support: tune AI support agents, manage documentation and knowledge base, run contractor/vendor programs, track cost and quality metrics, and lead cross-functional projects to improve support scalability with executive visibility.

Lead and manage the engineering team to design, build, deploy, and maintain cloud-based social media/influencer marketing and AI platforms. Oversee software architecture, large-scale data pipelines, image/video processing, and AI/ML solutions. Coordinate cross-functional work, hiring, project planning, Agile delivery, and continuous system improvement.

Remote internship supporting influencer marketing campaigns: assist with influencer selection, content guidelines, scheduling, onboarding brands and influencers on the Influur app, guide content creation and applications, and maintain organized client transaction records.

Prepare vendor bill pay, perform monthly bank reconciliations, manage prepaid expenses and fixed asset accounting, maintain accruals and 1099s, support month-end close and audits, and improve accounting processes and controls.

Lead HubSpot's most strategic technology and AI partnerships as a senior individual contributor. Define multi-year partner strategies, negotiate complex commercial agreements, build financial models, drive cross-functional execution, translate partner capabilities into product opportunities, and establish governance, metrics, and executive reporting to deliver measurable business impact.