Top Tech Jobs & Startup Jobs in Chicago, IL

Manage financial institution and ecosystem partnerships from initial conversations through signed agreements and ongoing growth. Responsibilities include supporting prospect meetings, building business cases, maintaining pipeline accuracy, coordinating contracts and stakeholders, developing strategic vendor relationships, responding to diligence requests, and tracking partnership priorities and blockers. The role also represents Reset at industry events and uses AI and automation to improve deal workflows.

Develop and close corporate account opportunities across aesthetics, wellness, hospitality, and spa markets. The role owns enterprise sales processes, pipeline forecasting, executive relationships, proposals, negotiations, ROI modeling, multi-location rollout plans, and device-placement goals. It partners with field sales and cross-functional teams to launch and expand corporate accounts, while managing complex opportunities with annual quotas exceeding $1.5 million and a target of 60 devices.

Own the vision, strategy, roadmap, and commercial success of Recurly Commerce as a founder-style product leader. Build the B2B commerce product from 0 to 1, leveraging deep Shopify expertise. Lead cross-functional execution across Product, Engineering, Sales, Marketing, and Customer teams; partner on go-to-market, pricing, positioning, customer discovery, launches, and KPIs. Drive product growth, retention, merchant health, and revenue while translating strategy into shippable increments.

Commercial Counsel will support sales contracting by negotiating MSAs, DPAs, order forms, and NDAs; lead vendor contract reviews; build legal playbooks, templates, intake workflows, and process documentation; advise Finance, Accounting, Trust, and other teams; monitor AI-related legal developments; and support special legal projects.

Own people operations and full-cycle recruiting for a distributed, multi-state SaaS workforce. Responsibilities include HRIS updates, onboarding, offboarding, employee support, handbook and employment compliance, payroll coordination, technical sourcing, interview coordination, candidate evaluation, offers, ATS management, reporting, and agency partnerships.

Create tax research, calculation, compliance, and evaluation tasks for AI agents. Develop original tax scenarios and reference solutions involving corporate income tax, indirect taxes, withholding, reconciliations, and related areas. Prepare accurate calculations, workpapers, supporting schedules, and authoritative citations. Evaluate agent performance, identify jurisdictional and factual errors, and assess unsupported deductions or outdated rules.

Administers defined benefit pension plans, resolves escalated eligibility, participant data, system, and service issues, and ensures processing quality. Serves as a client and plan-rules subject matter expert, leads change initiatives from discovery through go-live, maintains requirements and process documentation, validates system processing, identifies enhancements, performs peer reviews, and mentors junior analysts.

Leads product management for Perforce’s infrastructure automation platform, owning product vision, strategy, roadmap, lifecycle, and growth. Manages 5–6 senior product managers and partners with Engineering, Sales, Marketing, Customer Success, and Support. Drives customer discovery, product validation, releases, pricing, positioning, compliance, security, and AI-powered capabilities. Provides thought leadership on infrastructure automation, DevOps, open-source models, enterprise deployments, and responsible AI governance.

Supports complex enterprise sales opportunities for agriculture SaaS solutions by partnering with sales teams, demonstrating products, assessing customer requirements, recommending tailored solutions, preparing technical specifications, validating capabilities, addressing objections, and translating technical functionality into business value. Builds trusted customer relationships through consultative engagement, industry expertise, presentations, and value-based storytelling.

Leads regional new-logo enterprise software sales, managing Account Executives and SDR leadership. Owns go-to-market strategy, pipeline generation, forecasting, territory penetration, revenue growth, executive customer engagement, and sales talent development. Partners with Marketing, Presales, Product Management, Professional Services, and Customer Success to sell API management and AI governance solutions.