Top Tech Jobs & Startup Jobs in Chicago, IL

Leads product marketing strategy for a B2B SaaS portfolio, including positioning, messaging, content strategy, competitive analysis, go-to-market planning, product launches, demand generation, and sales enablement. Manages and mentors a product marketing team, partners with product, sales, customer success, and executives, and develops customer-focused content, thought leadership, case studies, and competitive materials to drive adoption, retention, revenue, and profitability.

Leads Grace Hill’s B2B SaaS demand generation function, building the team, pipeline strategy, inbound and outbound programs, ABM, paid media, customer marketing, attribution, and AI-enabled workflows. Owns marketing-sourced pipeline, CAC, payback, budget allocation, lead routing SLAs, event ROI, and executive reporting. Partners with Sales, Rev Ops, Product Marketing, Brand, and Customer Success while remaining hands-on during the team’s initial buildout.

Own renewals and expansion for a SaaS customer portfolio, managing quota, forecasting, multiyear negotiations, cross-sell opportunities, and renewal risk. Partner with Customer Success on account plans, use Salesforce and customer data to guide strategy, engage executive stakeholders in consultative value-based selling, and communicate customer insights to internal teams. The role requires strong commercial judgment, forecast discipline, collaboration, and familiarity with AI tools and B2B technology.

Leads and builds Grace Hill’s Account Management function, owning enterprise retention, renewals, and expansion. Partners with Sales to establish playbooks, forecasting, pricing, multiyear contracts, and account health processes. Serves as executive relationship owner for strategic customers, recruits and develops the team, and drives cross-functional collaboration across Sales, RevOps, Solutions Engineering, and Customer Success. Applies AI to improve account planning, forecasting, customer insights, and workflow efficiency.

Owns product strategy, roadmap, prioritization, pricing, and packaging for an assigned SaaS product line. Conducts market, competitive, and customer research; builds investment cases; defines outcomes and success metrics; and communicates direction to executives and cross-functional teams. Partners with Product Owners, Design, Engineering, Sales, Customer Success, and Marketing to guide execution and go-to-market alignment. The role also evaluates AI opportunities and engages directly with customers and prospects.

The Regional Sales Specialist at Grace Hill will architect a sales pipeline, conduct thorough research, and drive revenue growth through solution selling. Responsibilities include leading presentations, collaborating cross-functionally, and managing sales processes with precision using Salesforce. Ideal candidates have 3-5 years of sales experience in the SaaS or B2B sectors, and possess strong consultative skills and tech fluency.