Top Tech Jobs & Startup Jobs in Chicago, IL

Handle inbound high-ticket sales calls (average $10-15K), follow proprietary selling framework, manage pipeline/CRM, deliver consultative presentations via Zoom, hit quotas, participate in daily coaching, and continuously improve sales skills.

Remote independent-contractor role selling high-ticket consumer services. Perform consultative sales calls: discover customer needs, build credibility and trust, diagnose problems, educate prospects, and guide them to purchase. Consistently exceed revenue targets and create a professional buying experience without pressure tactics.

Make high-volume warm/outbound and inbound calls to qualified leads, qualify interest, and schedule sales appointments for closers. Maintain CRM records, participate in training and team syncs, use consultative discovery to create qualified pipeline, and meet appointment quotas.

Lead and manage remote high-ticket sales teams for alternative education clients. Oversee pipeline management, call reviews, CRM/reporting accuracy, quotas and projections, onboarding and training, collaborate with marketing, identify process and enablement improvements, and take full revenue ownership for assigned accounts.

Lead remote high-performance sales teams for outsourced, lead-generation clients in alternative education. Own pipeline management, forecasts, CRM accuracy, rep performance, training, call reviews, process improvements, hiring/onboarding, and revenue outcomes to maximize sales and ROI.

Full-cycle consultative Account Executive role selling high-ticket B2B services. Lead discovery with business decision-makers, manage pipeline generation and progression, self-source outbound opportunities, maintain CRM hygiene, hit activity benchmarks, and collaborate with internal teams to ensure smooth handoffs and client outcomes.

Remote independent-contractor closer selling high-ticket coaching and consulting to founders and executives. Conduct consultative conversations about revenue, KPIs, team structure, and strategic priorities; diagnose business challenges, communicate ROI, build trust, and consistently close deals to meet revenue goals.

Conduct consultative discovery calls with motivated real-estate investing prospects, uncover goals and financial motivations, build trust and certainty, present program fit, convert qualified appointments into enrolled clients, and exceed revenue goals while delivering an exceptional prospect experience.

High-ticket remote closer selling coaching, education, consulting, and business-opportunity offers. Qualify prospects, uncover emotional drivers, future-pace outcomes, build trust quickly, and convert appointments into enrolled clients. Maintain strong close rates and deliver exceptional buyer experiences while operating as an independent contractor on a flexible schedule.

Conduct 25–30 inbound Zoom consultations weekly with high-net-worth retirees, using a consultative framework to assess retirement tax exposure, educate on advanced strategies, create decision-driving moments, manage pipeline and CRM, and close sales while a planning team handles implementation.