Top Tech Jobs & Startup Jobs in Chicago, IL

Lead external communications for Karat’s CEO, serving as a PR and communications advisor. Own media relations, thought-leadership campaigns, executive platform development, ghostwriting, speaking strategy, media preparation, and PR agency management. The part-time role operates remotely but requires consistent schedule overlap with executives in the Greater Seattle Area.

Provides Tier 1 remote IT support, including ticket intake, troubleshooting, software and Zoom Phone support, hardware and license deployment, onboarding materials, inventory, repairs, and knowledge-base maintenance. Escalates complex issues with clear documentation, supports phishing-related requests, and collaborates with the Helpdesk team. The role covers macOS and Windows environments, SaaS provisioning, Google Workspace, Microsoft 365, Zoom, and MDM basics.

Own large-enterprise sales growth across the Rockies territory by developing net-new and expansion opportunities, building executive relationships, creating pipeline, managing complex sales cycles, and closing cybersecurity deals. Partner with channel, alliance, presales, customer success, BDR, and marketing teams while applying MEDDPICC, maintaining accurate forecasts, planning territory strategy, and representing Semperis at industry and customer events.

Lead company-wide strategy and operating cadence directly with the CEO. Manage customer support, product operations, and compliance operations; own planning, goals, service levels, executive workstreams, board materials, and cross-functional execution. Analyze corridor economics, pricing, partner performance, market entry, and build-versus-buy decisions. Support product prioritization and competitive positioning while ensuring operations scale within regulated payments and fintech environments.

Manage and optimize paid search, paid social, and programmatic display campaigns across multiple clients. Develop performance strategies, monitor budgets and bidding, analyze campaign and customer data, create reports, improve client ROI, collaborate with creative and account teams, identify upsell opportunities, and stay current on AI-driven advertising and digital media trends.

Creates technical documentation for Ocient’s unified data platform, especially data-loading functionality. Partners with engineers, product managers, and subject matter experts to gather requirements, manage writing timelines and review cycles, communicate progress, and deliver accurate, user-focused content. The role requires strong technical writing, organization, collaboration, and project management skills, with familiarity in databases or data warehouses. AI, SQL, Markdown, docs-as-code, and technical diagram experience are advantageous.

Develops and executes sales strategies to grow revenue, retain and expand client or broker accounts, identify renewal and upsell opportunities, and achieve quotas. Provides strategic consultation, customized business solutions, presentations, and customer education. Analyzes market and territory trends, manages complex stakeholder relationships, negotiates resolutions, and collaborates across business units. The role manages significant account portfolios or new business opportunities and requires up to 25% travel.

Own the customer onboarding experience for new Housecall Pro customers, guiding account activation, adoption, product utilization, and early value realization. Serve as the primary point of contact, answer questions, troubleshoot technical issues, reinforce product value, and collaborate with Sales, Account Management, Marketing, Engineering, and Support. Identify expansion and retention opportunities, communicate customer feedback, improve onboarding processes, and use qualitative and quantitative insights to enhance customer outcomes.

Manage a portfolio of SMB and/or mid-market customers through onboarding to ongoing success; drive adoption, training, and product education; monitor health metrics; identify upsell opportunities; communicate customer feedback to product and engineering; develop scalable processes and collaborate cross-functionally to ensure retention and growth.

Consults with business and IT clients to develop and implement data visualization, user experience, data storytelling, analytics, data models, dashboards, and KPIs. Coordinates project activities, evaluates data sources, delivers process improvement recommendations, collaborates with client stakeholders, and mentors team members. Requires expertise in Microsoft Power BI, dashboard development, data analytics, and UI/UX design. The role offers remote work with up to 25% office or client travel.