Top Tech Jobs & Startup Jobs in Chicago, IL

Owns cross-functional Post Sales initiatives from problem definition through execution. Partners with leadership and teams across Sales, RevOps, BizTech, Product, Finance, and Risk/Fraud to create plans, gather requirements, track OKRs and metrics, maintain project visibility, and operationalize reporting and accountability cadences. The role requires influencing stakeholders without direct authority and bringing structure to ambiguous priorities.

Serves as a financial partner to the Product organization by developing KPI reporting, financial models, business cases, annual plans, budget tracking, variance analyses, and headcount plans. Supports product investment and pricing decisions, communicates insights to non-finance stakeholders, and improves reporting processes through automation and streamlined analysis.

Own the full sales cycle for new SMB customers, from outbound prospecting and qualification through demos, negotiation, and close. Build and manage a high-volume pipeline, conduct consultative discovery, explain AP automation value, navigate finance-stakeholder sales cycles, maintain accurate CRM and forecast data, and meet quota in a fast-paced SaaS environment.

Qualifies inbound and outbound leads, schedules demos and discovery calls, prospects creatively, manages opportunities across multiple outreach channels, and meets sales KPIs. The role requires high-volume prospecting, product learning, objection handling, relationship building, and collaboration with Account Executives and sales leadership.

The Growth Account Executive sources and closes new mid-market business through a full sales cycle. Responsibilities include outbound prospecting, self-generating pipeline, exceeding sales goals, maintaining prospect relationships, and presenting BILL’s corporate card, expense management, and spend control solutions. The role requires SaaS and B2B sales experience, strong communication and objection-handling skills, proficiency with sales tools, and consistent quota achievement.

Owns two enterprise-scale embedded partnerships with an ERP platform and commercial bank. Responsibilities include executive relationship management, joint roadmaps, revenue and volume growth, KPI tracking, commercial negotiations, product roadmap influence, cross-functional alignment, operating model development, and board-level reporting. The role requires extensive strategic partnership or enterprise account management experience, embedded or sell-through commercial expertise, financial fluency, and the ability to operate with VP and C-suite stakeholders.

Lead product design for integrated web and mobile experiences. Design, test, iterate, and launch user-centered solutions while aligning multiple agile teams, product roadmaps, and business goals. Apply human-centered design, data analysis, AI-enabled workflows, accessibility, and inclusive design principles. Partner with diverse stakeholders, articulate design rationale, maintain consistent design language, and shape long-term product experiences for financial products.

Lead product marketing for BILL’s payments and financial services portfolio. Develop customer-focused positioning, messaging, segmentation, competitive analysis, market research, and go-to-market strategies. Partner with Product, Sales, Customer Success, and Marketing to influence roadmaps, launch products, drive acquisition and retention, create sales enablement materials, and support adoption. Manage complex cross-functional projects and influence stakeholders across a matrixed organization.

Own a portfolio of growth-potential SMB accounts, driving product adoption, renewals, expansion, and revenue growth against monthly quotas. Monitor customer health and usage, prevent churn, conduct executive business reviews, deliver product demonstrations and training, and identify cross-sell and upsell opportunities across AP, AR, and spend management products. The role also involves managing multiple stakeholders and supporting Scaled CSM teammates with playbook knowledge.

Prospect, qualify, and convert inbound leads and trials into paying customers. Identify customer pain points, build rapport, create urgency, close deals, and manage a high-volume book of business. The role requires 60+ outbound calls daily, strong communication and presentation skills, effective prioritization, CRM updates, and consistent achievement of sales targets in a fast-paced environment.