Top Tech Jobs & Startup Jobs in Chicago, IL

Own the global web strategy and operations function as a demand-generation engine. Lead web development, infrastructure, UX, design systems, content operations, analytics, performance optimization, and CRO. Build and manage a global team of employees, contractors, and agencies; establish governance, self-service publishing, experimentation, and operating rhythms. Partner with marketing and product teams to improve conversion, pipeline, attribution, platform reliability, and publishing velocity.

The Senior Account Executive will manage an assigned NY/NJ BFSI territory, acquire new logos, develop C-level relationships, and lead enterprise sales from discovery through close. Responsibilities include qualifying technical and business requirements, presenting ROI and TCO value, negotiating contracts, driving upsell and cross-sell revenue, achieving quotas, and developing regional sales strategies. The role also involves collaborating with global and local system integrators, channel partners, and alliance partners to promote OutSystems solutions.

Support sales by delivering technical presentations, analyze customer requirements, design solutions, run proofs-of-concept, collaborate with sales and delivery teams, and enable partners to sell and deliver OutSystems solutions.

The Commercial Account Executive will manage an assigned Northeast territory, acquire new logos, and lead complex enterprise software sales from prospecting through close. Responsibilities include engaging C-level business and IT executives, qualifying technical and business requirements, presenting ROI and TCO value, negotiating contracts, expanding accounts, achieving quotas, and developing regional sales strategies. The role also involves partnering with global and local system integrators, channel partners, and alliances to promote OutSystems solutions.

The Senior Account Executive manages an assigned Northeast territory, develops new-logo and expansion opportunities, builds C-level relationships, and leads complex enterprise sales from discovery through contract close. Responsibilities include territory planning, prospecting, qualification, value articulation, contract negotiation, upselling, quota attainment, and collaboration with system integrators, channel partners, and alliances. The role requires strong technical sales expertise and experience selling enterprise software, application development, SaaS, PaaS, and cloud solutions.

Leads enterprise software sales across an assigned Georgia territory, generating new logos and managing opportunities from prospecting through close. Builds relationships with C-level business and IT executives, qualifies technical and business requirements, communicates ROI and TCO value, negotiates contracts, and drives upselling and cross-selling. Develops territory strategies and sales plans, achieves quarterly and annual quotas, and collaborates with system integrators, channel partners, and alliances to promote OutSystems solutions.

Designs and validates scalable enterprise architectures and agentic AI systems using the OutSystems platform, AWS, and Amazon Bedrock. Translates business requirements into maintainable applications, defines reusable architecture patterns, evaluates application performance, guides modernization, and establishes integration and nonfunctional standards. The role mentors internal, customer, and partner teams while contributing to technical practices and reference architectures. Requires extensive software development and architecture leadership experience, with up to 20% travel and eligibility for an active Secret clearance.

Leads enterprise software sales across a SLED territory, acquiring new logos and managing the full sales cycle from prospecting through contract close. Builds relationships with C-level business and IT executives, qualifies technical and business requirements, presents ROI and TCO value, negotiates contracts, and achieves territory quotas. Develops regional sales strategies and partners with system integrators, channel partners, and alliances to expand new and existing revenue.

Support customers during technical evaluations through presentations, workshops, requirements analysis, solution design, proposals, architecture discussions, and proofs of concept. Partner with sales, solution delivery teams, and OutSystems partners to develop and present compelling enterprise software solutions. The role requires strong technical architecture knowledge, communication skills, business acumen, and at least eight years of software-company experience, with availability to travel.

Owns enterprise sales across the Southeast territory, identifying new accounts, managing sales cycles from discovery through close, negotiating contracts, and achieving revenue quotas. Builds C-level relationships, communicates business value and ROI, develops territory strategies, and partners with system integrators, channel partners, and alliances to generate new and expansion revenue.