Top Tech Jobs & Startup Jobs in Chicago, IL

The Revenue Operations Manager drives forecasting, pipeline visibility, data quality, reporting, quota allocation, capacity modeling, and GTM planning. They build dashboards and executive insights, manage operating cadences, improve CRM processes, and support sales technology selection and optimization. The role partners with Sales, Marketing, Customer Success, Finance, and Analytics to improve revenue predictability, efficiency, and execution.

Own the strategy, roadmap, architecture, performance, and business outcomes of Versapay’s global payment gateway. Lead processor and acquirer integrations, transaction lifecycle capabilities, compliance, reliability, and payment optimization. Partner with engineering, finance, risk, compliance, operations, and go-to-market teams while guiding execution across engineering pods. Apply AI and machine learning to retry optimization, decline analysis, anomaly detection, incident response, and partner integrations.

Develop and support Salesforce integrations connecting internal applications, vendors, and business partners. Build Apex, Lightning Web Components, Flow, and API-based solutions; design error handling, retries, reconciliation, monitoring, and documentation. Own integration delivery from scoping through ongoing support, reduce technical debt, improve performance and testability, and collaborate with technical and business stakeholders. The role supports merchant onboarding, transaction processing, billing, and payment-related workflows.

Own and expand a portfolio of complex B2B SaaS customer accounts, including multi-entity and PE-backed organizations. Build executive relationships, identify expansion opportunities, lead qualification through negotiation and close, and coordinate with Customer Success, Product, Marketing, Solutions Consulting, and Implementation teams. Maintain accurate pipeline forecasts while advising customers on payments and accounts receivable automation that improves efficiency and cash flow.

Leads the enterprise Talent Acquisition function, recruiting strategy, team, hiring standards, executive searches, pipelines, and quality-of-hire initiatives. Partners with the CPO, CEO, executives, and business leaders on workforce planning, market intelligence, compensation benchmarking, and talent decisions. Uses data, AI, and automation to improve recruiting efficiency and decision quality while coaching the recruiting team and supporting scalable growth.

Conduct customer discovery, design and demonstrate tailored fintech solutions, and provide technical expertise throughout sales cycles. Support RFIs and RFPs, propose configurations and integrations, address objections, and explain complex technology to diverse audiences. Collaborate with sales, product, management, and customer success teams to achieve business goals, maintain technical expertise and certifications, and travel occasionally across the US and Canada.

Leads Versapay’s enterprise data strategy, architecture, governance, quality, accessibility, and commercialization. The role unifies transactional and analytical data, establishes semantic models and data catalogs, enables secure AI and agentic capabilities, develops external data products, manages data platform costs, and leads teams across data engineering, analytics, BI, and platform operations. The Senior Director partners with executive, product, engineering, commercial, finance, legal, and compliance stakeholders.

The Sales Development Representative prospectively generates pipeline through cold calls, emails, social selling, account research, and lead nurturing. The role qualifies prospects, schedules discovery calls, manages objections, collaborates with account executives and marketing, maintains accurate Salesforce and marketing automation data, supports lead-generation events, and consistently meets outbound activity and quota targets.

Own the full sales cycle for AR automation, collaboration, cash application, and digital payment solutions across upper mid-market and enterprise accounts. Build account strategies, develop opportunities, conduct discovery, create ROI-focused business cases, coordinate sales engineering and support, manage Salesforce forecasts, close deals, and consistently achieve quota. Engage senior finance executives, attend client meetings and industry events, and develop trusted relationships with buying committees.

Lead and scale an Upper Mid-Market software sales team targeting $100M+ companies. Drive bookings, coach AEs, execute sales strategy, negotiate high-value deals, partner cross-functionally, define KPIs, and report results to senior management while leveraging partners and marketing to meet revenue goals.