Top Tech Jobs & Startup Jobs in Chicago, IL

Build and operate scalable, accessible, high-performance web experiences for Calendly’s marketing website and Help Center. Own projects from technical design through deployment and iteration, develop frontend architecture and CMS integrations, improve SEO, AEO, accessibility, Core Web Vitals, and reliability, and collaborate with Marketing, Content, SEO, Design, Product, and Engineering. Provide technical leadership through testing, code reviews, documentation, mentorship, and architectural improvements.

Leads the strategy, operations, and scaling of Calendly’s customer support function. Oversees multi-channel support delivery, develops high-performing teams, establishes performance metrics, manages budgets and vendors, and handles escalations. Partners with Customer Success, Product, Engineering, and Sales to improve customer experience, workflows, automation, self-service, and product feedback processes.

Build and scale Calendly’s AI Notetaker and meeting recap platform. Responsibilities include developing features, designing service-oriented architecture, contributing to scaling initiatives, collaborating with Product and Design, reviewing code, improving engineering practices, participating in agile ceremonies, mentoring teammates, and supporting on-call operations.

Own the strategy, roadmap, and outcomes for Calendly’s intelligent customer experience, including AI support quality, automated issue resolution, human escalations, measurement, and observability. Partner across Product, Engineering, AI/Data, Growth, Monetization, Trust & Safety, Support, and Content Operations to improve resolution rates, customer satisfaction, and supportability. Establish company-wide standards, use customer and support data to prioritize investments, and translate recurring issues into product and engineering improvements.

As a Full Stack Engineer III at Calendly, you'll develop features, scale the platform, and mentor team members while using various technologies.

Design, build, and extend Calendly's infrastructure platform; develop cloud-native tools and APIs (primarily in Go) using Kubernetes patterns; guide application development, mentor teams, ensure reliability and observability, and participate in on-call rotation.