Top Tech Jobs & Startup Jobs in Chicago, IL

Leads the Business Intelligence and Revenue Analytics function, balancing team management with hands-on analysis. Develops dashboards, KPI frameworks, forecasts, and reporting for Sales, Marketing, Revenue Operations, and executives. Partners with Data Engineering on data models, pipelines, governance, and quality. Translates business needs into analytical solutions, delivers actionable insights, manages the analytics roadmap, prioritizes initiatives, and coaches a small team.

Develop data conversion code to migrate clients to TaxSys using Perl, SQL, Linux, MySQL, and a proprietary parallel-computing framework. Debug and resolve client data issues, collaborate with data analysts and clients, validate converted data, and support agile teams through successful go-live. Occasional on-site travel is required.

Own the end-to-end pre-sales motion for a technical B2B software product. Lead tailored demos, technical discovery, qualification, objection handling, proof-of-concept scoping, conference presentations, and competitive positioning. Build demo environments and collateral, influence pipeline, collaborate with Product, and establish the company’s pre-sales foundation while engaging cloud, data platform, and FinOps buyers.

Lead technical presales activities for connected-fleet and telematics solutions. Conduct discovery, shape solution approaches, deliver tailored demonstrations, respond to RFPs and technical questionnaires, document requirements, support pilots and evaluations, resolve technical objections, and collaborate with Product, Engineering, Quality, Implementation, and Customer Success. Translate SaaS, hardware, firmware, sensor, connectivity, and data capabilities into customer business value while supporting enterprise, fleet, OEM, and leasing customers.

Leads Parisleaf’s Strategy discipline, overseeing strategic methodologies, quality standards, team development, and complex partner engagements. Provides senior counsel, facilitates executive workshops, guides research and insight development, and ensures strategy translates into creative and fundraising outcomes. Collaborates across Creative, Operations, Business Development, and Leadership while supporting business growth, partner relationships, agency planning, and thought leadership. The role is fully remote within the continental United States, with required travel.

Source, engage, assess, and manage executive-level candidates for clients. Coordinate interviews, manage candidate expectations, maintain pipelines and networks, collaborate with sourcing, and deliver high-quality placements in a remote environment.

Executes Salesforce Data 360 and Marketing Cloud configuration under Lead Consultant direction, including data ingestion, mapping, identity resolution, calculated insights, segmentation, activation, journeys, automations, testing, QA, documentation, and requirements gathering. Supports client discovery, user stories, data validation, pre-sales estimates, and HIPAA-compliant delivery while developing toward consultant-level ownership.

Drive direct and indirect enterprise sales across the US, exceed revenue targets, acquire new customers, expand existing accounts, and sell new products. Manage complex sales cycles using MEDDIC, maintain a pipeline four times quarterly targets in HubSpot, forecast accurately, develop channel partnerships, create go-to-market plans, and collaborate with pre-sales, marketing, BDR, partner, and customer success teams. The role requires SaaS enterprise sales experience, payments and PCI DSS knowledge, and familiarity with the US call center market.

Manage and support a portfolio of client accounts, strengthening retention, satisfaction, service delivery, renewals, and growth opportunities. Coordinate onboarding, client communications, QBRs, issue resolution, billing reviews, contracts, CRM records, account metrics, and cross-functional delivery across HR, payroll, finance, compliance, and Employer of Record services. Support proposals, upselling, process improvements, and global stakeholder collaboration.

Own 0-to-1 AI product development for specialty pharmacy. Identify ambiguous customer problems, conduct discovery with pharmacists, patients, and customers, define solutions, and work closely with Engineering and Design to ship quickly. Build data-backed product cases, communicate clearly, operate independently, and thrive in a fast-paced startup environment. Healthcare experience is not required, but curiosity about regulated healthcare and strong interest in AI are important.