Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and manage one or more client programs as primary client contact, ensuring timely delivery, resource management, forecasting, profitability, SLA adherence, and client satisfaction. Coordinate internal teams, identify upsell opportunities, support technology integrations, and oversee financial and operational processes.

Manage post-sale commercial relationships for a global SaaS customer base, driving net revenue retention through add-on adoption and upsells. Execute high-volume outbound outreach, manage pipeline and forecasting in Salesforce, lead discovery calls and demos, structure deals and renewals, and collaborate cross-functionally to inform product and GTM strategy.

Manage and grow revenue from existing Hostaway customers by selling add-ons (e.g., Dynamic Pricing, Smart Locks, QuickBooks Online). Conduct high-volume outbound outreach, run demos, qualify opportunities, handle objections, negotiate and close deals. Maintain accurate Salesforce pipeline, meet monthly/quarterly quotas, and partner with Customer Success to identify expansion opportunities.

Lead and scale a remote North America sales team of Account Executives for a SaaS vacation-rental platform. Drive revenue, set and monitor KPIs, coach reps, refine sales strategy, manage pipeline and forecasts, collaborate cross-functionally, optimize processes, and act as market expert for NAM.

Outside territory sales role responsible for acquiring and expanding relationships with independent pizzerias across Western Chicagoland. Drive adoption of Slices Family Membership (POS, online and phone ordering, discounts), meet shop owners in-person, identify needs, provide tailored solutions, and maximize partner profitability through ongoing coaching and relationship management.

Provide legal support to Advisory Services: draft, structure and negotiate complex professional services and teaming agreements; advise on risk management and policy adherence; support pursuits and deal structuring; research relevant law and policy; prepare legal memoranda; manage pre-litigation disputes and external counsel relationships; and provide actionable guidance to senior leaders and project teams.

Provide administrative, operational, and analytical support to Senior Regional Managers and regional teams across a multi-state affordable housing portfolio. Manage travel, expense reports, reporting, budget tracking, financial coordination, compliance and audit support, market research, and project documentation to improve operational efficiency and support portfolio initiatives.

Lead day-to-day client account planning and execution, deliver strategic creative counsel, manage media relations and events, mentor junior staff, contribute to new business, and use AI tools to improve workflows and materials.

Senior executive who defines vision and strategy for enterprise data products and platforms, leads cross-functional product teams, drives adoption and governance, manages portfolio roadmaps and budgets, and builds partnerships to deliver scalable, customer-centric data services and measurable business value.

Lead and manage application development teams and projects across web, mobile, API and voice channels; drive AI-first implementations (LLMs) and cloud-native, microservices architectures; ensure SDLC process compliance, continuous improvement, vendor management, budget oversight, and stakeholder alignment to deliver high-quality digital customer experiences.

Lead a global team to define strategy, design, implement, and operate scalable, secure enterprise office network services. Own roadmap, vendor relationships, compliance, availability, observability, and operational excellence while partnering with architecture, security, and business stakeholders to deliver resilient, cloud-aware networking solutions.

Manage insurance defense litigation from intake to resolution: draft pleadings and motions, conduct discovery, take and defend depositions, attend hearings/mediations/arbitrations, evaluate liability and damages, and prepare cases for settlement, trial, and appeal.

Support Americas sales team by preparing quotations, processing orders and contracts, coordinating fulfillment with production/warehouse/vendors, maintaining CRM/ERP records, preparing import/export documentation, resolving customer issues, and generating sales and order reports to support decision-making.

Support Americas sales team by preparing quotations, processing orders and contracts, coordinating fulfillment with production/warehouses/vendors, managing CRM/ERP records, preparing export/import documentation, reporting on orders and sales metrics, and resolving customer order or billing issues.

Manage and optimize secure, scalable Azure and AWS infrastructure and hybrid network environments. Administer identity (Entra ID/AD), deploy IaC (Terraform), run Microsoft Sentinel, support Windows Server lifecycle, perform on-site network hardware management, lead identity governance and security assessments, automate operations, and provide on-call production support.