Top Tech Jobs & Startup Jobs in Chicago, IL

Own commercial and delivery success for a $1–2M account portfolio. Expand decision-making units, drive upsell and new business, lead proposals, apply AI ethically to accelerate insights, and coach teams to deliver strategic client value.

Manage P&L and pricing strategy for 2-4 states, execute rate changes and regulatory filings, partner with actuarial, underwriting, sales and IT, build reports/dashboards (Power BI), identify profitability actions, present state performance to leadership, and support automation and product launches.

Hunt and close new logo SaaS deals end-to-end: prospecting, discovery, technical evaluation, and contract negotiation. Collaborate with Product, Marketing, and Customer Success to drive revenue, maintain pipeline hygiene, and refine messaging based on market feedback.

Sell Yembo’s AI inspection platform into enterprise insurance accounts: prospect targeted accounts, run discovery calls and demos, manage trials, negotiate and close multi-year deals, forecast pipeline, exceed quotas, develop account plans and sales playbook, collaborate with VP of Sales and Customer Success, and represent the company at industry conferences.

Lead execution of compliance-ready integrated marketing campaigns, manage HubSpot and website content, produce creative assets, leverage AI and analytics to drive advisor engagement, and build an in-house digital marketing engine.

Hands-on technical leader and core individual contributor building cloud-native defense/intelligence software. Drive architecture, code reviews, feature delivery, and mentor a small Agile team while implementing DevOps, CI/CD, and robust AWS/EKS-based deployments.

Embed with a product team to shift testing left, define test cases and acceptance criteria, and own automated coverage. Build and maintain end-to-end Playwright/TypeScript tests, leverage AI to generate and triage tests, improve testing frameworks, and champion quality across the product organization.

Manage inbound leads and close new business for venture-backed startup clients. Conduct introductory calls, prepare service quotes, educate prospects on Kruze's accounting and tax services, maintain Salesforce records, collaborate cross-functionally with onboarding and finance teams, and contribute to sales process improvements while meeting sales targets.

Lead end-to-end enterprise sales for an AI-native claims platform: own complex deals, shape GTM playbook, influence product roadmap, represent Vega to senior insurers, and build repeatable sales processes and mentorship.

The Ownership Advisor drives sales by converting prospective buyers into homeowners through consultative selling and market insight, while exceeding sales targets.