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.

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 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.

Develop product positioning, messaging, go-to-market content, sales enablement, product launches, and integrated campaigns for K-12 education products. Partner with leadership, Product, Sales, and Customer Success to bring capabilities to market. Create compelling long-form and campaign content, manage nurture programs and segmentation, measure campaign performance, and use customer insights to guide marketing decisions.

Monitor customer network infrastructure, respond to alarms, manage trouble tickets, perform initial connectivity troubleshooting, and escalate complex incidents. Communicate with customers and internal teams, maintain knowledge-base documentation, improve SOPs, mentor junior analysts, and participate in an on-call rotation. The role requires networking fundamentals, technical support experience, familiarity with monitoring and ticketing systems, strong communication, and careful adherence to procedures.

Manage a portfolio of SMB and/or mid-market SaaS customers through onboarding, adoption, and growth. Drive platform education, monitor health metrics, identify upsell opportunities, and collaborate cross-functionally to surface customer feedback and improve processes.

Leads recruiting program portfolios spanning internal mobility, talent branding, process improvement, contingent workforce management, and ATS change adoption. Owns planning, governance, stakeholder alignment, communications, training, measurement, and continuous improvement. Partners cross-functionally with Talent Acquisition, HR, IT, Finance, Legal, Marketing, vendors, and business leaders to improve recruiting efficiency, candidate experience, and program outcomes while influencing without direct authority.

Manages paid search, paid social, and programmatic display campaigns across multiple clients. Responsibilities include developing strategies, optimizing budgets and bids, analyzing performance and down-funnel data, integrating offline and online customer data, preparing reports, collaborating with creative and account teams, identifying growth opportunities, and presenting insights to clients. The role also requires staying current on AI, advertising platforms, and emerging digital marketing trends.

Lead hands-on full-stack development for Ruby on Rails, TypeScript, and React applications. Shape technical direction, design reliable APIs and data flows, optimize relational database performance, and deliver responsive front-end experiences. Lead projects end to end, mentor engineers, review and refactor code, collaborate cross-functionally, and explore AI-assisted engineering and LLM automation while protecting sensitive healthcare data.