Top Tech Jobs & Startup Jobs in Chicago, IL

Manage SMB customer relationships for Shopmonkey’s SaaS platform by driving product adoption, expansion, renewals, and churn reduction. Guide auto repair shop owners, identify upsell and cross-sell opportunities, monitor customer health, and provide customized solutions. Collaborate with Sales, Support, Product, and Implementation teams to deliver strong customer experiences. Attend customer visits and industry events as needed.

Field-based B2B sales role managing the Illinois, Wisconsin, and portions of Minnesota territory. Responsibilities include developing new business, expanding strategic accounts, building distributor partnerships, conducting product demonstrations, supporting equipment installations and training, promoting TASKI robotic and floor care solutions, maintaining the Salesforce pipeline, and collaborating with internal teams. The role requires travel throughout the territory, including customer visits, trade shows, and distributor events.

Supports product management through market, competitive, customer, sales, pricing, and product-performance research and analysis. Maintains competitive intelligence, pricing files, reports, dashboards, and documentation while assisting with forecasting, portfolio reviews, product launches, lifecycle activities, and sales enablement. Collaborates with Sales, Marketing, Finance, Operations, regional teams, and global stakeholders to provide accurate insights and coordination for product and business decisions.

Prospect, sell to, onboard, and activate mid-market and enterprise merchants in the home services industry. Build and manage a qualified pipeline, conduct product demonstrations, close deals, and drive financing issuance volume. Maintain accurate Salesforce records, collaborate with Growth, Partnerships, and Marketing teams, communicate customer insights, and attend industry conferences when needed to generate leads.

Develops and grows a regional portfolio of commercial and industrial solar and energy storage customers. Responsibilities include prospecting, strategic account management, consultative selling, pipeline development, forecasting, customer presentations, proposal creation, pricing and supply-chain solution development, and cross-functional project coordination. The role manages complex, multi-stakeholder sales cycles with EPCs, developers, commercial installers, and project decision-makers while achieving revenue and margin targets.

Leads Workday Financial Spend implementations by conducting requirements and design sessions, configuring solutions, guiding consultants, mentoring junior team members, managing client relationships, and supporting internal initiatives. Requires at least three years of Workday Financial Spend configuration experience, implementation or project experience, strong Excel skills, communication abilities, and the capacity to manage multiple priorities.

Lead UX/UI design for complex B2B insurance software, delivering high-fidelity Figma designs, maintaining design systems, conducting user research, improving workflows with AI, partnering with engineering, and shaping product decisions. The role also documents processes, supports team development, and teaches design techniques. This is a temporary, full-time assignment expected to last approximately 12–16 weeks, with potential extension.

Own day-to-day commercial contracting, including drafting and negotiating SaaS, vendor, reseller, partner, privacy, and data-processing agreements. Advise Sales, Finance, Procurement, Product, Compliance, and Customer Success on routine legal terms, escalate nonstandard risks, and support contract intake, approvals, execution tracking, templates, playbooks, and lifecycle management. Assist with HIPAA, privacy, intellectual property, open-source licensing, and post-acquisition contract integration matters.

Administer and enhance Apartment Life’s HubSpot environment, integrations, automations, workflows, permissions, data structures, dashboards, and reporting. Handle helpdesk requests, data cleanup, audits, system-generated work, onboarding and offboarding, and synchronization issues. Build and test Node.js workflow actions and API integrations, maintain system stability and data integrity, document solutions, and collaborate with technology leadership and cross-functional teams in a fully remote environment.

Own customer success for government accounts by driving adoption, retention, renewals, expansion, and customer outcomes. Develop account strategies, train users, monitor success metrics, manage stakeholders, de-escalate risks, and advocate for customers internally. The role requires cross-functional collaboration with Product, Sales, and Support, plus customer visits and conferences approximately 15–20% annually.