Top Tech Jobs & Startup Jobs in Chicago, IL

Owns Harper’s financial planning, forecasting, cash and runway models, board and investor reporting, unit economics, pricing analysis, capital planning, fundraising support, and finance systems. The role partners closely with executives and department heads, oversees accounting quality and controls, maintains core SaaS metrics, supports strategic transactions, and builds scalable finance processes for a venture- or PE-backed software company.

Own Harper’s sales number, enterprise new business, pipeline, forecasting, partner-led revenue, and account expansion. Personally close complex infrastructure software deals while building a small sales team, sales process, compensation plans, and enablement. Establish disciplined qualification, pilot conversion, pricing, and forecasting practices; diversify revenue across customers and partners; and collaborate with the CEO, Finance, Marketing, RevOps, engineering, and partnerships teams to drive profitable growth.

Own retention, renewals, and expansion across strategic enterprise B2B software accounts. Manage account plans, adoption, customer initiatives, risks, stakeholder relationships, partner coordination, contracts, and internal technical resources. Lead pilots, migrations, upgrades, and rollouts with structured project-management practices. Identify expansion opportunities, prepare customer communications and business reviews, and provide customer feedback to Product and Marketing.

Forward Deployed Engineers embed with enterprise customers to design, build, configure, deploy, and troubleshoot platform solutions. They lead technical discovery and presales conversations, write production code and automation, enable technology partners, support incidents and on-call rotations, and translate customer feedback into product improvements. The role requires deep enterprise experience, strong communication, hands-on development skills, AI fluency, comfort with ambiguity, and the ability to advise executives and technical stakeholders.