Top Tech Jobs & Startup Jobs in Chicago, IL

Partner with Account Executives to shape deal strategy, run discovery, deliver customized product demonstrations, and map customer challenges to technical solutions. Support RFIs/RFPs, analyze competitive positioning, and act as a cross-functional liaison to Product, Engineering, and Customer Success to drive measurable outcomes for mid-market customers.

Lead and scale Motive's litigation function: develop and execute litigation strategy across IP, trade secret, Lanham and competitor disputes; manage outside counsel and budgets; oversee trial and motion practice; advise cross-functional teams; mentor litigation staff; and leverage AI-driven tools to advance business objectives.

Own a book of large enterprise accounts to drive adoption, value realization, renewals, and upsells. Lead onboarding and training, build C‑level relationships, manage escalations, coordinate cross-functional resources, capture product feedback, and ensure high customer satisfaction and retention.

Own end-to-end video and motion projects for brand campaigns, social, web, events, and customer stories. Edit footage, create motion graphics and typography, version and deliver assets, translate briefs and feedback into editorial decisions, manage timelines and stakeholders, and help develop AI-assisted video workflows to improve speed and scale while maintaining brand quality.

Designs, delivers, and measures enablement programs for Downmarket Networks and SDR teams. Gathers field intelligence, builds AI-enabled learning tools, run trainings and coaching, partners with global enablement, and ensures programs drive measurable GTM outcomes.

Designs and delivers enablement strategy and programs for Mid-Market GTM teams. Gathers field intelligence, builds AI-enabled enablement solutions, runs large-scale training and coaching, partners with global enablement peers, and measures program impact to drive sales performance and quota attainment.

Lead governance and administration of Outreach and AI-enabled sales tooling, build and optimize sequences, run experiments and analyze performance, drive cross-functional adoption and change management, and measure business impact on prospecting efficiency and pipeline generation.

Design, deliver, and measure sales enablement programs for Enterprise GTM teams. Collect field intelligence, create AI-enabled enablement tools, run training and coaching, partner with global enablement peers, and manage end-to-end program execution to drive quota attainment and sales effectiveness.

Lead a 100+ offshore account management and sales organization to drive Net ARR growth through upsell, cross-sell, and strategic renewals. Hire and coach frontline managers, build scalable processes, partner with Product/Marketing/Onboarding, use analytics to track KPIs, and act as escalation for complex deals.

Lead pre-sales engagements for Motive's largest customers, shaping deal strategy with Strategic AEs, delivering tailored demos, responding to RFPs/RFIs, designing technical solutions and integrations, and acting as a trusted advisor to executive stakeholders.