Top Tech Jobs & Startup Jobs in Chicago, IL

Hunter-style B2B sales role targeting small businesses. Prospect, cold-call, generate leads, qualify needs, propose wireless solutions, negotiate and close deals, manage sales funnel and forecasts, and grow a territory-based customer base to meet quotas.

Lead go-to-market and demand-generation for Aprio's Risk Attest and Advisory Services (RaaS). Develop multi-channel campaigns (PPC, events, partner marketing), build pipeline and revenue, manage campaign assets, track funnel metrics in HubSpot, coordinate cross-functional teams, and drive partner and media outreach targeting CISOs and senior IT decision makers.

Leads industry growth strategy for Aprio’s Risk Services practice, focusing primarily on pipeline management, account planning, lead generation, client expansion, and revenue growth. Develops go-to-market, capacity, and marketing plans; analyzes sales and marketing metrics; coaches pursuit teams; manages pipeline reviews; supports CRM adoption and merger integrations; and directs events, outbound campaigns, sales assets, thought leadership, and public relations initiatives.

Provide tax planning, consulting, and compliance services; oversee tax return preparation and filing; develop tax strategies; advise clients; manage client relationships; mentor tax professionals; and coordinate departmental workloads, projects, and training. The role requires experience with federal tax consulting or compliance, corporate, S-Corporation, and partnership returns, along with accounting firm experience and tax software knowledge.

Lead architecture and evolution of Kubernetes-based cloud and hybrid platforms. Design scalable, secure, multi-cluster platform capabilities, drive multi-year roadmaps, mentor senior engineers, lead incident response and platform transformations, and enable developer productivity across hundreds of teams.

Sell Workday Financial products to large higher-education accounts. Lead complex enterprise sales cycles, build executive relationships with CFOs, negotiate contracts, and drive adoption of cloud ERP Financial, Planning, and Expense Management solutions.

Drive customer outcomes and measurable value realization for specialized AI-enabled SaaS products. Build success plans, guide adoption, quantify ROI, identify expansion and churn signals through product data, support AI change management and responsible governance, and create scalable playbooks and enablement for Customer Success teams. Partner cross-functionally with Product, Services, Support, Digital CS, and customers in a fast-moving environment.

Owns the success of a portfolio of Workday customers, including deployment, adoption, executive relationships, Success Plan consumption, retention, and revenue growth. Partners with sales, consulting, product, and service teams to drive upsells, resolve escalated implementation issues, guide complex global accounts, and develop strategic customer plans. The role also supports sales cycles, partner selection, customer references, stakeholder engagement, and matrixed team leadership. Travel may reach 50%.

Lead the development of an AI-powered AML platform, guiding a team in best practices, architecture, and delivering high-quality software solutions using Java and React.

Lead and manage multi-faceted pharmaceutical advertising projects/accounts, overseeing timelines, budgets, resourcing, and cross-team communication. Serve as liaison between agency teams and partners, enforce processes, recommend improvements, and manage/mentor project managers to deliver work on time and on budget.

Lead architecture and implementation of a patient-controlled health data platform: custody, consent management, secure EHR integrations, AI-native workflows (LLMs, agents, RAG), mobile-first patient experiences, and build the engineering culture and hiring bar as a founding technical partner.

Lead USCAN CVIS/SI commercial finance: build and maintain segment and sub-modality P&L models, partner with FP&A and global teams, drive planning (WWP/LTS/Budget), forecasting, quarter close and reporting, and cost/headcount analytics to support capital allocation. Provide deal, pricing, contribution margin, market insight, and pacing analysis; support monthly estimates, Applications P&L reporting, and business operating mechanisms to drive growth and margin expansion.

Manage order-to-cash lifecycle ensuring order integrity, contract compliance, and timely fulfillment. Coordinate with field and headquarters teams, oversee order entry, pricing, change orders, backlog management, shipping/billing, AR resolution, and drive continuous process improvements using Lean/Six Sigma methods.

Lead and build the deal desk function to structure, price, approve, and automate complex SaaS commercial agreements. Partner with Sales, Legal, Finance, Product, and Services to manage approval workflows, margin analysis, contract templates, and CPQ/CLM configuration. Drive automation of approval flows, margin checks, and baseline contract generation while reporting on cycle time, margin leakage, and deal velocity.

Face-to-face retail sales role representing national brands; engage customers, explain products and promotions, close sales, meet weekly targets, track performance, support events, and participate in training and leadership development.

Lead the design, build, and ownership of production AI workflow and integration infrastructure enabling non-engineers to configure multi-step LLM-driven automations. Architect connectors, orchestration, security, CI/CD, monitoring, and bidirectional write-back while partnering with stakeholders and enforcing governance and compliance.