Top Tech Jobs & Startup Jobs in Chicago, IL

Manage SaaS renewal operations, including auto-renewals, forecasting, contract audits, renewal briefs, account research, and commercial preparation. Partner with customer success, sales, finance, and deal desk teams to improve retention and renewal execution. Gradually assume ownership of scaled and mid-market renewals, support enterprise strategies, and help build scalable renewal playbooks, tooling, and documentation. Use AI tools for research, proposals, forecasting, and customer outreach.

The Strategic Account Executive drives revenue growth in mid-market accounts, serves as a trusted advisor, manages strategic sales cycles, collaborates cross-functionally, and shares market insights to enhance product development.

Owns company-wide variable compensation, including monthly commissions, bonus plans, quota structures, payout modeling, and plan administration. Partners with Sales, RevOps, Accounting, People, and executives on capacity planning, attainment monitoring, incentive effectiveness, compensation letters, accruals, ASC 606 capitalization, and reporting. Maintains QuotaPath, improves automation, validates HubSpot data, and builds compensation analytics using Omni and Snowflake.

Manage Eve’s East Coast Growth sales team and own monthly revenue performance. Responsibilities include coaching AEs on prospecting, calls, negotiations, and closing; conducting 1:1s and deal reviews; forecasting; supporting strategic deals; hiring and performance management; collaborating with enablement, marketing, product, and revenue operations; and developing deep expertise in the buyer and product. This is a pure manager role with up to 50% travel.

Drive adoption, retention, and expansion for Eve’s legal technology platform across enterprise law firm accounts. Lead onboarding, maximize product utilization, demonstrate client ROI, develop case studies and use cases, gather feedback for product improvements, and maintain strong client relationships. Manage a smaller book of business with $10M–$20M in ARR ownership while delivering strategic upsells, cross-sells, and high customer satisfaction. The role requires legal industry expertise, analytical ability, project management, communication skills, and willingness to travel for client visits and industry events.

Design and deliver custom AI-driven legal workflows, implement and scale post-sales solutions, define KPIs and success metrics, inform product strategy, partner with Customer Success to demonstrate ROI, and maintain objective, ethics-compliant processes and playbooks for plaintiff law firms.

Own the full sales cycle for new plaintiff law firm clients across a regional territory. Responsibilities include self-sourced outbound prospecting, pipeline development, referrals, events, partnerships, discovery, ROI-focused demos, deal management, and consistently exceeding revenue targets. The role requires managing a high-velocity sales book, attending industry conferences, and traveling up to 50%.

Own the full sales cycle for new plaintiff law firm clients across the East territory. Responsibilities include self-sourced outbound prospecting, pipeline development, referrals, events, discovery, ROI-focused product demonstrations, multi-stakeholder relationship management, and closing high-value deals. The role requires consistently exceeding revenue targets and includes up to 50% travel for conferences, events, and client meetings.

Manage Deal Desk operations across the quote-to-cash lifecycle, including CPQ administration, quoting, pricing validation, approvals, product configuration, exception management, and data integrity across CPQ, CRM, and billing systems. Build KPI reporting, support renewals and expansions, document processes, and partner cross-functionally to automate workflows and improve deal execution.

Own the full sales cycle for acquiring plaintiff law firm clients. Responsibilities include self-sourced prospecting, pipeline development, outbound sales, referrals, events, partnerships, discovery, product demonstrations, ROI communication, multi-stakeholder negotiations, and closing high-value deals. The role requires consistently exceeding revenue targets, building relationships with firm owners and managing partners, and traveling up to 50% for conferences, events, and client meetings.