Top Tech Jobs & Startup Jobs in Chicago, IL

Manage strategic K-12 SaaS accounts across Southern California, driving bookings, renewals, retention, and multi-suite expansion. Build territory plans, create pipeline, lead enterprise sales cycles from discovery through close, and manage RFPs, pricing, legal negotiations, and procurement. Maintain Salesforce forecasts and deal methodology standards while coordinating solution consulting, services, customer success, and partners. Develop executive relationships, conduct QBRs, relay market feedback, and travel 50–60% for strategic deals, demos, and workshops.

Leads product and portfolio strategy for Student Information and Family Engagement products. Conducts customer, market, competitive, and performance analyses; develops strategic recommendations, business cases, and executive-level narratives; and identifies growth, retention, pricing, packaging, partnership, and market opportunities. Partners cross-functionally with Product, Finance, Sales, Marketing, and Customer Success to inform roadmap prioritization and portfolio decisions, eventually owning a solution area.

Owns the full revenue lifecycle for named K-12 accounts, driving renewals, multi-suite expansion, pipeline creation, territory planning, executive engagement, and end-to-end deal execution. The role manages RFPs, pricing, legal and procurement processes, maintains Salesforce forecast discipline, coordinates overlay teams, conducts QBRs, relays market feedback, mentors sellers, and travels 50–60% for strategic customer initiatives.

Leads Customer Success Operations by building retention models, digital engagement programs, and scalable operating processes. Owns Customer Success Platform deployment and optimization, including health scoring, workflows, automation, and predictive insights. Develops dashboards, forecasting, capacity models, and performance metrics while driving cross-functional governance and organizational change. Builds and manages the Customer Success Operations team, improving retention, efficiency, adoption, and customer outcomes without proportional cost growth.

Leads technical validation throughout the K-12 sales cycle by conducting discovery, designing solutions, configuring demos, and delivering proofs of concept, workshops, RFP responses, and technical presentations. Partners with Sales and Solution Consulting to assess integrations, data flows, security, and requirements; maintains demo environments; validates quotes; documents CRM insights; supports post-sale handoffs; and provides product feedback. Requires extensive customer travel, typically 60–75%.

Lead the strategy, modernization, and transformation of PowerSchool’s ERP and talent management product portfolio. Define AI-driven product vision, improve customer adoption and retention, manage product-line economics and resource allocation, and drive platform unification. Partner across Engineering, UX, Sales, Customer Success, and Marketing while leading a high-performing product organization through significant transformation.

Manages and nurtures customer relationships, identifies client needs, develops customized solutions, and communicates regularly to build loyalty. The role supports PowerSchool’s K-12 education software customers across Kentucky and Tennessee, requiring occasional travel for customer meetings, training, team events, and summits. Compensation includes a base salary plus applicable commission.

The Solution Consultant partners with Sales and SDR teams throughout the K-12 SaaS sales cycle. Responsibilities include discovery, solution design, technical validation, product demos, workshops, proofs of concept, RFP/RFI responses, CRM documentation, SKU configuration, and post-sale handoffs. The role maintains demo environments, provides product feedback, and supports customer decision-making. Extensive travel of 60–75% is required, including frequent customer visits and onsite executive workshops.