Top Tech Jobs & Startup Jobs in Chicago, IL

Leads scalable Salesforce and enterprise application architecture, translating business requirements into secure technical designs covering integrations, data models, automation, APIs, event flows, and operational support. Establishes architecture standards, governs design reviews, improves data integrity and system reliability, and partners with product, engineering, DevOps, QA, and business stakeholders. Mentors teams, documents architectural decisions, and drives platform strategy, technical debt reduction, and delivery enablement across Salesforce and connected systems.

Leads Huge’s Product Strategy practice for major client engagements, managing and mentoring product teams, defining roadmaps, improving product management processes, pitching new work, and championing product strategy best practices. Partners with UX, design, engineering, and executive stakeholders to launch and refine innovative digital products through user testing, data analysis, and iterative improvement. Builds methodologies, drives organizational change, and develops product management capabilities across the agency.

Own and evolve Swyfft’s partner-facing insurance API, including resource design, versioning, backward compatibility, authentication, rate limiting, error handling, metrics, documentation, and contract testing. Build production C# code, maintain the translation layer between public APIs and internal systems, support partner integrations, and collaborate with QA and product. The role requires substantial public API experience, strong API security and multi-tenancy knowledge, and fluency in C#, ASP.NET Core, SQL Server, and Azure.

Manage monthly financial close and general ledger accounting for Paya Holdings, including accounts payable, fixed assets, payroll, commissions, software capitalization, reconciliations, journal entries, and financial statements. Ensure IFRS compliance and effective internal controls, support flux analysis, lead financial close automation improvements, assist with ERP implementation, and collaborate across business units. This is a 10-month maternity leave contract.

Oversee financial reporting cycles, ensuring compliance with GAAP, improve accounting processes, manage audits, and complete regulatory filings.

Draft, review, redline, negotiate, and manage commercial contracts from intake through renewal or expiration. Track obligations and deadlines, maintain contract repositories and metadata, identify process improvements, train business teams, monitor compliance, support audits and regulatory reviews, and escalate higher-risk terms to senior counsel. The role partners closely with Sales, Procurement, Finance, and Operations while handling a high volume of agreements.

Guide enterprise customers from late-stage sales through deployment, training, sustained usage, and measurable value realization for AI solutions. Build adoption plans, coordinate technical implementation, train users, diagnose adoption barriers, manage risks, capture product feedback, and document customer health. Partner with customer executives, operational teams, front-line users, Sales, Product, Engineering, Support, and Professional Services to drive workflow changes and broader product adoption.

Own Boxed’s social media strategy and publishing across TikTok, YouTube, Instagram, X, and Reddit. Create and edit short-form content, identify trends, grow TCG and sports card audiences, and drive measurable acquisition through signups, app installs, purchases, and referrals. Collaborate with growth, analytics, influencers, field teams, and community teams while building creator and content systems that scale.

Designs, implements, secures, and optimizes Microsoft Azure environments across multiple customer engagements. Responsibilities include Azure infrastructure and architecture, cloud operations, security, governance, troubleshooting, Infrastructure as Code, automation, CI/CD, modernization, incident response, and cost optimization. The consultant leads technical workshops, performs cloud assessments, advises stakeholders, and balances project delivery with support activities.

Leads B2B marketing strategy for client accounts across paid and organic channels. Develops integrated campaigns, buyer journey strategies, KPIs, and measurement frameworks; oversees media, SEO, content, social, and retargeting efforts; analyzes performance and optimizes budgets, targeting, messaging, and conversion. Advises senior client stakeholders, leads cross-functional teams, manages partners, supports new business, and advances the agency’s B2B marketing capabilities.