Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and scale marketing across consultancy and product studio: define positioning, run digital/social/content campaigns, implement lead-gen systems, manage internal and external teams, integrate AI and martech, track KPIs and ROI, and evolve brand voice and messaging.

Identify, attract, and assess senior healthcare leaders for clients; build and manage client relationships and a book of business; advise clients on market trends; handle full-cycle executive search and interviews; drive business development and client management.

Lead product and brand design on a freelance basis: produce developer-ready UX/UI in Figma, build and maintain design systems, craft intuitive user flows, conduct design research, collaborate with PMs and developers, and ensure on-brand visual assets across product and marketing.

Provide bilingual English and Spanish customer support by phone for top-tier client brands. Assist customers, resolve concerns, guide users toward answers, and de-escalate challenging interactions. The role requires a professional demeanor, a quiet workspace, dedicated Windows computer, quality headset, and installation of company security software and a 2FA app. Commitment is 10 hours weekly for approximately 90 days, with flexible scheduling across weekday and weekend project hours.

Lead, hire, coach, and develop a team of Enterprise Account Executives. Optimize sales workflows, pipeline management, prospecting, lead generation, and performance. Partner with Marketing, Sales Enablement, Revenue Operations, and Partnerships to drive qualified opportunities. Analyze performance data, report on pipeline metrics, and help the team achieve or exceed sales targets in a fast-paced HR technology or fintech environment.

Designs, implements, supports, and optimizes high-availability telecommunications network infrastructure, including IP/MPLS, carrier Ethernet, cellular data, and video transmission systems. Responsibilities include capacity planning, bandwidth forecasting, outage troubleshooting, monitoring, documentation, project coordination, escalation management, and network security. The role also provides technical direction to junior engineers and technicians, supports small projects, and contributes to strategic infrastructure planning and continuous improvement.

Lead strategic development for creative briefs and campaigns: uncover audience insights, translate business objectives into briefs, support concept development, assist pitches and new-business strategy, collaborate with creatives and clients, and conduct research to convert data into actionable insights.

Own post-sale customer success for high-impact SaaS accounts, including onboarding, implementation, adoption, renewals, relationship management, issue resolution, QBRs, and customer advocacy. Partner cross-functionally with Sales, Product, Engineering, and Business Operations while developing scalable customer success playbooks, processes, tooling, and engagement strategies. The role requires strategic account management, technical fluency, executive communication, and comfort operating in an early-stage startup.

Onboard new brand customers, coordinate kickoffs, prepare materials, lead platform setup and training, monitor account health, handle support questions and escalations, document customer feedback, and contribute to customer-success playbooks. Build expertise in eCommerce, DTC brand operations, and martech while helping customers adopt OuterSignal and turn data into action.

Perform outbound B2B cold calls to qualify leads and set demo appointments for Account Executives. Follow and adapt outreach scripts, log activity in the CRM, and collaborate with Sales and Marketing to improve outreach. Work EST hours remotely, meet quotas, and support expansion into multiple international markets.