Top Tech Jobs & Startup Jobs in Chicago, IL

Own the full sales cycle for inbound and self-generated opportunities, from discovery and e-commerce business diagnosis through proposals, objection handling, signatures, and payment collection. Sell monthly agency retainers to e-commerce owners, maintain accurate CRM records, follow up persistently, and coordinate with delivery teams. Success is measured primarily by cash collected, along with close rate, deal size, speed to close, and pipeline hygiene.

Lead B2B paid acquisition on Meta and own creative strategy: craft angles, hooks, copy, and VSLs to drive agency-owner leads. Run high-scale national campaigns, diagnose performance, brief production, contribute organic strategy, and coach students weekly.

Lead high-level B2B paid acquisition on Meta and own creative strategy: develop angles, write direct-response copy (VSLs, ads, book-a-call pages), brief production, and run weekly coaching. Manage targeting, testing, pacing, and optimizations. Also shape organic Instagram and YouTube strategy. Must deliver measurable results and provide portfolio/work samples. Remote US/Canada, 9am-6pm ET.

Manage client relationships, onboard new clients, ensure client retention, conduct regular meetings, and mentor future team members.

Supports the founder across business administration and personal logistics. Responsibilities include managing travel, calendars, inboxes, meeting preparation, project deadlines, expenses, reimbursements, accountant communication, personal appointments, household services, shopping, vendors, and occasional team support. The role requires building organizational systems, working independently, anticipating needs, handling sensitive information discreetly, and using Airtable and GoHighLevel.