Top Tech Jobs & Startup Jobs in Chicago, IL

Owns the full sales cycle for litigation-focused law firms, from inbound and outbound prospecting through discovery, demos, trials, proposals, negotiation, and close. Manages territory pipeline, forecasting, CRM accuracy, stakeholder engagement, and customer handoffs. The role focuses on winning new B2B SaaS business, protecting ACV, supporting expansion, and helping develop a repeatable mid-market sales playbook.

Own new business sales across a territory of large law firms, managing the full B2B SaaS sales cycle from pipeline generation through close and customer handoff. Responsibilities include account strategy, outbound prospecting, stakeholder mapping, discovery, demos, trials, procurement and security navigation, negotiation, forecasting in HubSpot, and collaboration with Customer Success. The role also contributes to improving the sales playbook and requires consultative selling across complex, multi-stakeholder deals.

Drive new-logo enterprise sales for NayaOne’s SaaS platform among major U.S. insurance carriers. Responsibilities include prospecting, executive relationship development, solution selling, negotiation, forecasting, CRM management, account-based campaigns, and navigating complex procurement, legal, security, and risk reviews. The role owns the full sales cycle, maintains pipeline coverage, partners with product and solutions teams, attends industry events, and meets substantial annual sales quotas. Remote work requires 30–35% travel.

Build FedEx’s Product-Led Growth function by designing behavior-triggered customer journeys, adoption paths, upsell and cross-sell opportunities, and self-serve revenue strategies. Develop data-backed business cases, influence Product and Engineering roadmaps, run rapid growth experiments, and measure customer adoption and revenue impact. The role focuses heavily on SMB customers and requires collaboration across Product, Marketing, Data Science, Analytics, and Sales.

Own the full SaaS sales cycle across Central and Western North America, from prospecting and demos through negotiation and closing. Build inbound and outbound pipeline, sell to IT and digital workplace personas, maintain accurate HubSpot forecasting, develop Microsoft ecosystem partnerships, and collaborate with Customer Success and Product to drive onboarding and expansion revenue.

Lead and grow a team of Account Executives selling FedEx Digital Solutions into third-party ecosystems. Drive pipeline health, deal design, forecasting, CRM compliance, and cross-functional collaboration to meet revenue and growth targets while coaching and developing AE performance.

Sell FedEx digital products (visibility, sustainability, post-purchase) into large enterprise accounts. Manage 6-9 month sales cycles, develop territory/net-new business, partner with regional/global sellers, and close ACV deals typically $40k–$90k using consultative ROI-focused selling.