Top Tech Jobs & Startup Jobs in Chicago, IL

Manages strategic SaaS client relationships to drive adoption, renewals, retention, satisfaction, and value realization. Leads onboarding, account configuration, business reviews, executive engagement, health monitoring, and escalations. Partners with product, engineering, implementation, and internal teams to translate client feedback into product requirements and improvement initiatives. Uses CRM tools to track engagement and communicates strategic insights across the organization.

Owns large-scale payments platform migration execution, including cohort planning, client communications, cutover coordination, exception account transitions, risk reporting, and cross-functional delivery. Leads commercial pricing operations, rate communications, escalation management, and merchant account practices. Manages and develops Merchant Services Executives while using AI-assisted analytics and workflow improvements to strengthen prioritization, reporting, risk visibility, and team productivity.

Lead full-lifecycle custom software and professional services projects for strategic marina customers. Serve as primary executive-facing contact, translate needs into SOWs and project plans, align Product & Engineering, manage UAT and launches, monitor metrics, control project financials, and drive operational excellence using AI tools and cross-functional collaboration.

Own the full B2B SaaS sales cycle for self-storage operators, from prospecting and discovery through demonstrations, negotiation, and close. Build a new-logo pipeline, conduct consultative sales conversations, forecast accurately in Salesforce, leverage AI-powered sales tools, and collaborate with Sales Leadership and Marketing. Maintain trusted prospect relationships, stay informed on industry and product trends, and represent the company at occasional industry events.

The Business Development Representative will engage with storage facility operators to identify needs, generate leads, and support sales through salesforce management and high volume outbound calls.

Lead and develop a team of Salesforce admins, developers, and technical contributors to build, maintain, and scale the Salesforce and GTM tech stack. Oversee architecture, integrations, automation, governance, roadmap prioritization, delivery processes, QA, and cross-functional change management while driving AI and automation improvements.

Own full enterprise B2B sales cycles for multi-location self-storage operators: prospect, qualify (MEDDICC), multi-thread across stakeholders, deliver tailored demos, negotiate enterprise contracts/MSAs, use Salesforce and AI sales tools to forecast and manage pipeline, and collaborate with cross-functional teams to close and hand off large strategic deals.