Top Tech Jobs & Startup Jobs in Chicago, IL

Advise prospects on Billtrust’s invoice-to-cash SaaS solutions through configured demonstrations, requirements gathering, presentations, proposals, and Statements of Work. Collaborate with sales, partners, marketing, and development teams to align solutions with customer needs, resolve complex issues, manage scope, and support new-business opportunities. Use AI tools to accelerate demo configuration and proposal drafting while applying deep credit, collections, accounts receivable, and invoice-to-cash expertise.

Leads a team of Payment Sales Executives driving payments revenue across existing customers and new-logo sales. Responsibilities include coaching, performance management, go-to-market strategy, payments market expertise, sales enablement, cross-functional partnership, process improvement, and AI-enabled sales operations. The role requires deep B2B payments knowledge, including ACH, merchant services, interchange, and card brands, plus expertise presenting ROI and credit card statement analyses.

Leads the renewals function, including team development, renewal strategy, GRR performance, pricing and contract negotiations, forecasting, risk mitigation, and executive relationships. Partners cross-functionally with Sales, Customer Success, Legal, Finance, Product, and Sales Operations. Drives AI adoption, improves renewal workflows and forecast accuracy, maintains Salesforce data quality, and personally manages strategic and at-risk account negotiations.

Own commercial lifecycle of multiple Payments products from discovery through launch, adoption, and ongoing support. Define and prioritize product requirements, partner with engineering on delivery, lead go-to-market and messaging, integrate AI capabilities, engage customers for feedback and adoption, monitor KPIs and financial outcomes, run annual planning, and mentor other product managers. Travel quarterly for customer meetings and events.

Leads Billtrust’s product marketing function, owning positioning, messaging, market research, competitive intelligence, product launches, sales enablement, analyst relations, and go-to-market strategy. The role will overhaul product launch discipline, build AI-accelerated marketing workflows, develop buyer and segment messaging, measure pipeline and revenue impact, and recruit and develop a high-performing product marketing team. The VP partners closely with Product, Sales, Marketing, and executive leadership in the B2B payments and accounts receivable software market.

Design and deliver complex, scalable SaaS features end-to-end using AI-assisted development tools. Own specifications, implement and review AI-generated and human code, build REST APIs, maintain UI and backend services, drive AI-assisted workflows, and mentor cohort engineers on tooling, spec writing, and best practices.

Lead technical design and delivery of complex, scalable SaaS features using AI-assisted development. Own specification quality, implement and review AI-generated code, design REST APIs, mentor engineers, and drive cohort-wide standards for architecture, testing, and DevOps practices.

Lead end-to-end billing operations and technical revenue accounting (ASC 606) for a global SaaS company. Manage a distributed team, drive automation and AI-assisted reconciliation, own month-end revenue close, design SOX-compliant controls, support contract accounting decisions, partner with Sales/Legal/FP&A/IT, and improve the billing and revenue technology stack.

The role involves managing corporate accounts, driving upsell opportunities, delivering product presentations, and collaborating across teams to ensure customer satisfaction and growth.

The Sales Executive leads efforts to identify, qualify, and close new customers for a cloud-based SaaS solution, managing complex sales cycles and building relationships with key decision-makers.