Top Tech Jobs & Startup Jobs in Chicago, IL

Manage technical presales activities for enterprise customers, including discovery workshops, solution prototypes, customized demos, presentations, RFP/RFI responses, and integration or data migration guidance. Partner with sales, product, engineering, and support teams while managing multiple customer engagements and meeting sales objectives. The role requires business intelligence, database, cloud data warehouse, ETL, and production BI implementation experience, with 25% travel.

Oversee mortgage compliance, licensing, renewals, NMLS filings, continuing education, policies, training, advertising reviews, regulatory monitoring, audits, and examinations. Advise leadership and mortgage professionals on federal and state requirements, licensing, disclosures, compensation, referrals, fair lending, privacy, AML/BSA, and information security. Support new-state expansion, regulatory submissions, risk mitigation, and cross-functional compliance initiatives.

Manage regional SaaS accounts across Texas and the Northeast, driving new-logo acquisition, upsell, and cross-sell revenue. Build customer and partner relationships, coordinate onboarding and complex escalations, track account metrics, maintain pipeline and Salesforce hygiene, and represent customer needs in product strategy. Create account documentation, scopes of work, level-of-effort estimates, and actionable recommendations while collaborating with sales, support, product, technology, operations, and business development teams.

Own Prendio’s data product strategy from discovery through commercialization. Define valuable data assets, build the roadmap, validate customer needs, develop packaging and pricing, and launch revenue-generating products. Partner closely with engineering, analysts, data teams, sales, and marketing; prototype concepts independently; manage delivery; and address privacy, contractual, regulatory, and data-rights constraints. The role initially focuses on biotech customers and may expand to supplier-side products.

Support sales by delivering technical presentations and demos, design solutions for enterprise deals, integrate software and automation systems, gather competitive intelligence, and relay customer needs to product teams to drive product improvements.

Serves as the technical subject matter expert for payroll and timekeeping systems. Leads configuration, upgrades, integrations, reporting, testing, troubleshooting, compliance, auditing, and process improvement. Supports complex payroll processing, tax and regulatory filings, data analysis, internal controls, and workforce reporting. Partners with Finance, HR, IT, and operational leaders, while providing training, documentation, mentoring, and business continuity support. Requires strong knowledge of payroll regulations, wage and hour laws, payroll taxes, and related organizational policies.

Lead full-cycle B2B sales across mobile apps, gaming, i-gaming, and interactive entertainment. Responsibilities include prospecting, strategic outbound campaigns, executive-level relationship building, tailored sales messaging, business-case development, negotiation, and closing complex deals. The role also partners with marketing and product teams on go-to-market strategy and product direction while helping displace incumbent payment providers.

Leads Neocol’s Salesforce alliance strategy and partner-facing commercial pod. Builds executive relationships, designs repeatable co-sell plays, drives partner-sourced pipeline, manages partner tier health and certifications, directs channel marketing priorities, tracks competitive positioning, and provides revenue leadership with partner pipeline intelligence. The role requires strong Salesforce ecosystem expertise, commercial accountability, independent execution, and cross-functional collaboration with Sales and Offerings.

The Account Executive will generate and manage sales pipelines, conduct product demonstrations, manage sales cycles from discovery through contract negotiation, and build prospect relationships. Responsibilities include meeting sales targets, forecasting, CRM maintenance, identifying upsell opportunities, and collaborating with business development, marketing, customer success, product, consulting, and implementation teams. The role requires B2B SaaS sales experience, familiarity with HRIS, payroll, or HCM software, and some travel within an East Coast territory.

Own the technical win throughout the sales cycle by leading demos, workshops, proof-of-concepts, and architecture mapping. Lead customer onboarding, troubleshoot integrations, resolve technical issues with engineering, and provide technical support. Communicate field requirements to Product and Engineering while collaborating with Marketing on technical content. The role requires strong SQL and Modern Data Stack knowledge, customer communication skills, and comfort in a fast-paced startup environment.