Top Tech Jobs & Startup Jobs in Chicago, IL

Leads Housecall Pro’s product design function, setting its strategic vision, scaling the design organization, developing leaders, and driving user-centered product innovation. Partners with product, engineering, marketing, and executive leadership to integrate design into product development, establish design metrics, scale a generative design system, and improve customer and business outcomes. The role also advances design processes, tools, AI adoption, and organizational effectiveness.

Lead mobile customer acquisition across paid and organic channels, including Apple Search Ads, Google App Campaigns, paid social, and ASO. Own mobile measurement, attribution, forecasting, reporting, testing, and investment decisions. Partner with Product, Engineering, Analytics, Creative, and Lifecycle teams on tracking, app-store optimization, creative development, and acquisition programs. Coach team members, launch new channels, and improve performance through experimentation, competitive analysis, and automation.

Leads Housecall Pro’s conversion rate optimization strategy, team, roadmap, and experimentation program. Oversees A/B and multivariate testing, behavioral and customer research, landing page and digital journey optimization, measurement frameworks, and experimentation standards. Partners cross-functionally with marketing, product, engineering, design, and analytics teams to improve qualified lead generation, acquisition efficiency, and revenue outcomes. Develops team capabilities, prioritizes investments, and promotes an organization-wide culture of rigorous experimentation and continuous learning.

Conduct consultative full-cycle sales for home service professionals, from initial engagement and demos through closing and account management. Build trusted customer relationships, understand business challenges, increase product adoption and account revenue, maintain daily call and demo metrics, and collaborate cross-functionally. The role requires strong communication, presentation, customer service, problem-solving, CRM, and product-selling skills, with a focus on empathetic, results-driven customer engagement.

Conduct consultative full-cycle sales for home service professionals, from initial engagement and demos through closing and account management. Build trusted customer relationships, increase product adoption and recurring revenue, adapt to product developments, collaborate cross-functionally, maintain call and demo activity metrics, and use customer-focused communication and problem-solving to drive successful sales outcomes.

Leads performance marketing strategy, a $20M+ annual media budget, and a team across paid social, creator, influencer, direct mail, affiliate, and emerging acquisition channels. Responsibilities include optimizing full-funnel campaigns, analyzing customer and financial metrics, designing experiments, forecasting performance, managing agencies and vendors, and partnering cross-functionally to drive scalable customer acquisition and revenue growth.

Leads multi-channel lifecycle marketing across email, SMS, and in-app messaging. Develops personalized campaigns using Liquid and Mustache, configures webhooks and event-based journeys, segments audiences, and partners with Product, Data, Martech, Engineering, content, and design teams. Builds and tests campaigns, monitors performance, ensures GDPR, CAN-SPAM, and SMS compliance, and optimizes engagement and conversions through analytics and experimentation.

Lead growth product strategy and execution to drive customer acquisition, onboarding, adoption, and retention. Define product vision, prioritize hypotheses, conduct research, and collaborate with Engineering, Design, Marketing, Sales, and Support. Manage roadmaps, sprints, launches, experimentation, pricing, and post-launch performance analysis. Use data, customer feedback, growth technologies, AI tools, and automation to improve product outcomes and team effectiveness.

Owns product strategy, roadmap, and execution for AI-powered experiences serving home service professionals. Responsibilities include researching workflows, defining requirements, shaping model behavior and user experiences, prioritizing roadmaps, establishing product and AI performance metrics, coordinating launches, and improving products through customer feedback and analytics. The role partners closely with Engineering, Design, Data, Marketing, Sales, Customer Success, Operations, and AI platform teams.

Manage the full sales cycle for payroll and accounting solutions, from prospect engagement and demos through closing and account management. Use consultative selling to understand customers’ challenges, increase service adoption, and grow recurring revenue. Maintain activity metrics, track engagement and satisfaction, provide product guidance, and address customer concerns. Mentor junior team members while building trusted relationships with home service professionals.