Top Tech Jobs & Startup Jobs in Chicago, IL

Conduct high-volume outbound prospecting across the US and Canada, research prospects, personalize outreach, qualify opportunities, and schedule meetings for the Sales team. Maintain accurate CRM records, support pipeline reporting, collaborate on sales and marketing optimization, provide market feedback, and attend industry events as needed.

Leads and coaches a Sales Development team while personally conducting outbound prospecting, researching prospects, qualifying opportunities, scheduling sales meetings, and managing CRM records. Owns KPI reporting, forecasting, performance development, recruiting support, and sales pipeline quality. Collaborates with Sales and Marketing to improve messaging, share market insights, and optimize lead-generation processes. This is a remote player-coach role covering the US and Canada.

Build and operate reliable, observable backend systems across AWS and Python services. Responsibilities include defining SLOs and error budgets, designing monitoring and alerting, managing incident response and 24/7 on-call rotations, conducting postmortems, improving performance and capacity, automating toil reduction, maintaining infrastructure as code and deployment pipelines, and mentoring SRE engineers. The role also involves consulting with client teams, documenting operational practices, and supporting AI workloads.

Leads client-facing database migration and modernization engagements across AWS, relational, and NoSQL platforms. Designs migration architectures, data pipelines, ETL/ELT workflows, proof-of-concepts, and reusable technical accelerators. Facilitates executive conversations and workshops, translates complex technical solutions into business outcomes, and supports pre-sales opportunities. The role also develops GenAI-enabled migration tooling, influences senior stakeholders, and collaborates with distributed engineering, product, and data teams.

Design and deliver cloud-native data platforms, scalable big data pipelines, lakehouses, warehouses, transformation frameworks, BI solutions, and ML-enabled data workflows. Lead client-facing pre-sales engagements, technical workshops, proof-of-concepts, executive conversations, and enterprise data modernization initiatives. Build reusable architectural IP, influence senior stakeholders, and translate ambiguous business challenges into production-ready solutions using AWS and modern data technologies.

Lead digital product delivery for client teams from problem framing through release and adoption. Responsibilities include discovery, requirements, prioritization, backlog and story management, stakeholder alignment, risk and dependency management, cross-functional collaboration, and defining success metrics. The role independently guides product decisions across engineering, design, quality, business, and delivery teams in complex consulting environments.

Design and ship end-to-end digital product experiences through research, workflows, interaction design, prototyping, responsive interfaces, and design systems. Collaborate directly with clients, product managers, engineers, researchers, content designers, and quality specialists from product shaping through implementation, release, and iteration. Use analytics, user feedback, usability testing, and AI-assisted tools to improve products and delivery practices.

Lead end-to-end product design for complex digital products in a client-facing consulting environment. Translate ambiguous challenges into product models, workflows, interfaces, coded prototypes, and production-ready implementation context. Collaborate directly with executives, users, product teams, and engineers while using AI-assisted development tools, Figma, and modern frontend technologies. Stay engaged through implementation, design QA, release, and iteration.