Top Tech Jobs & Startup Jobs in Chicago, IL

Lead full-cycle B2B sales across mobile apps, gaming, i-gaming, and interactive entertainment. Responsibilities include prospecting, strategic outbound campaigns, executive-level relationship building, tailored sales messaging, business-case development, negotiation, and closing complex deals. The role also partners with marketing and product teams on go-to-market strategy and product direction while helping displace incumbent payment providers.

Leads Neocol’s Salesforce alliance strategy and partner-facing commercial pod. Builds executive relationships, designs repeatable co-sell plays, drives partner-sourced pipeline, manages partner tier health and certifications, directs channel marketing priorities, tracks competitive positioning, and provides revenue leadership with partner pipeline intelligence. The role requires strong Salesforce ecosystem expertise, commercial accountability, independent execution, and cross-functional collaboration with Sales and Offerings.

The Account Executive will generate and manage sales pipelines, conduct product demonstrations, manage sales cycles from discovery through contract negotiation, and build prospect relationships. Responsibilities include meeting sales targets, forecasting, CRM maintenance, identifying upsell opportunities, and collaborating with business development, marketing, customer success, product, consulting, and implementation teams. The role requires B2B SaaS sales experience, familiarity with HRIS, payroll, or HCM software, and some travel within an East Coast territory.

Own the technical win throughout the sales cycle by leading demos, workshops, proof-of-concepts, and architecture mapping. Lead customer onboarding, troubleshoot integrations, resolve technical issues with engineering, and provide technical support. Communicate field requirements to Product and Engineering while collaborating with Marketing on technical content. The role requires strong SQL and Modern Data Stack knowledge, customer communication skills, and comfort in a fast-paced startup environment.

Supports internal sales and partner programs by generating opportunities through custodial partner outreach, managing referrals, coordinating communications, scheduling client meetings, gathering case information, supporting proposals and presentations, and overseeing onboarding. Partners with Regional Vice Presidents and sales leadership to manage pipelines and coordinate sales activities. The role is remote for candidates in Mountain or Pacific time zones.

Leads Hazel Health’s in-house legal and enterprise compliance functions. Advises on healthcare regulation, telehealth, corporate governance, contracts, privacy, security, employment, risk, and investigations. Builds legal operating systems, templates, playbooks, compliance controls, and matter-management processes while reducing outside-counsel spend. Manages specialized counsel for complex matters and provides candid guidance to executives and the Board.

Designs, develops, and optimizes Microsoft Power Platform applications, workflows, web applications, and reporting solutions. Translates business requirements into scalable solutions using Power Apps, Power Automate, Power BI, SharePoint, and Dataverse. Creates system documentation and SOPs, troubleshoots technical issues, supports deployments, and collaborates with cross-functional teams on requirements, estimates, prioritization, and post-deployment performance reviews.

Provide empathetic, accurate support to clients and employees navigating education benefits, loan forgiveness, tuition assistance, repayment assistance, and refinancing. Respond through phone, email, chat, SMS, and ticketing systems; resolve non-technical issues using approved workflows; assess needs and documentation; collaborate on escalated cases; identify workflow improvements; and maintain detailed CRM case records.

Lead Salesforce development and integrations across Health Cloud, Service Cloud, and Marketing Cloud. Design and review Apex, Visualforce, LWC/Aura, optimize SOQL and bulk processing, manage CI/CD and version control, enforce security/compliance (HIPAA, SOC2), implement test automation, and coordinate releases and environment deployments while collaborating with admins, stakeholders, and other IT teams.

Lead engineering execution and technical direction while remaining approximately 75% hands-on. Responsibilities include developing LLM- and AI-powered products, coding, code review, debugging, platform performance, sprint planning, cross-functional coordination, technical mentorship, recruiting, and supporting engineers’ growth. The role partners closely with founders and product teams and offers a path toward Engineering Manager responsibilities.