Top Tech Jobs & Startup Jobs in Chicago, IL

Own the HubSpot CRM/ESP platform, architecture, governance, data flows, integrations, reporting, deliverability, and messaging standards across multiple brands. Analyze customer and messaging data, investigate performance and deliverability issues, partner with Engineering and business teams, evaluate vendors, support migrations, and establish scalable consent, preference, compliance, and multi-channel communication processes.

Leads the Outside Creator Network by sourcing and vetting creators, matching them with brands, developing briefs, and managing creator campaigns from concept through reporting. Responsibilities include campaign workflow, post-production, social performance analysis, budgets, contract negotiations, client kickoff support, trend monitoring, and scaling creator marketing best practices across Brandworks.

Prospect, pitch, and close new media advertising business while growing existing client accounts. Sell digital, video, branded content, OTT/CTV, and sponsorship solutions to brands and agencies. Manage pipeline and sales activity in Salesforce and Gong, represent Outside at industry events, build client relationships, and collaborate with internal teams to deliver campaigns. The role requires media sales experience, strong prospecting and presentation skills, NYC-area residency, and familiarity with outdoor, fitness, or active lifestyle markets.

Drive revenue across Northern California, the Pacific Northwest, and select Rockies markets. Build new business, expand strategic brand and agency relationships, develop pipelines, pitch and close integrated media solutions, and manage forecasting in Salesforce. The role sells digital media, video, OTT/CTV, branded content, social, data, sponsorships, events, and experiential programs while partnering with internal teams to address client objectives.

Coordinates creative, video, creator marketing, and integrated campaigns from kickoff through delivery. Manages timelines, milestones, approvals, budgets, production logistics, vendors, contracts, assets, and client feedback. Maintains campaign trackers and documentation, identifies risks, supports creators and producers, and improves operational workflows across Brandworks. The role serves as the central coordination point for cross-functional creative production and independently manages multiple concurrent campaigns.

Manage paid social campaigns across Meta, TikTok, YouTube, and other platforms for advertiser, member acquisition, newsletter, and content promotion initiatives. Coordinate assets and deliverables, perform campaign quality assurance, monitor pacing and performance, optimize campaigns, build ROI models, and produce actionable reporting. Support sponsored and organic social content scheduling while collaborating with sales, creative, editorial, account management, and operations teams.

Own and execute paid user acquisition across a portfolio of consumer apps. Strengthen attribution and measurement (AppsFlyer, SKAN, Amplitude), run channel-level paid campaigns, perform incrementality and geo experiments, integrate subscription cohort economics into bidding, build forecasts and executive reporting, and scale highest-performing channels while partnering with ASO, Brand, Product, Finance, and BI.

Design and maintain automated testing frameworks for web, iOS, and Android fitness applications. Integrate tests into CI/CD pipelines, build API coverage, test GPS and location features through simulation and sensor mocking, and use AI tools to improve QA workflows. Perform targeted exploratory testing, document defects, collaborate cross-functionally, estimate QA work, and advocate for quality throughout development.

Leads the visual identity and creative strategy for Outside Magazine and digital editorial platforms. Oversees design, photography, illustration, photo shoots, budgets, freelancers, vendors, and cross-functional creative initiatives. Responsibilities include directing magazine and web features, developing newsletter and social assets, launching a photo hub, integrating video into editorial systems, partnering on site design, and creating branded merchandise.

Lead two engineering groups building shared foundational services (identity, subscription). Drive technical strategy, architecture, observability, CI/CD, and DORA metrics. Manage people, hiring, cross-team collaboration, product partnerships, and mentor engineers while occasionally prototyping and contributing to code and technical planning.