Top Tech Jobs & Startup Jobs in Chicago, IL

Drive enterprise SaaS revenue across an assigned market by prospecting, building pipelines, managing sales cycles, exceeding recurring-revenue quotas, and closing $100K–$500K+ annual deals. The role sells to executive-level buyers across multiple industries, maintains activity records in Salesforce, collaborates with demand and account development teams, and works cross-functionally with internal leadership. Approximately 25% monthly travel is expected, with remote work available.

Leads enterprise financial planning and analysis across multiple divisions, overseeing operating plans, forecasts, P&Ls, profitability analysis, cash management, KPIs, and executive reporting. Partners with division leaders and executives to improve accountability, identify risks and opportunities, and guide operating decisions. Also performs delegated Deputy CFO responsibilities, including financial controls, risk management, and leadership continuity. Federal government contracting, indirect-rate management, FAR/CAS, DCAA, and Deltek Costpoint experience are strongly preferred.

Identify and qualify new MSP sales opportunities, present and demonstrate BCDR solutions, build partner relationships, collaborate with internal teams to meet sales targets, monitor industry trends, and manage sales-related expenses and reporting.

Develop and maintain key client relationships, identify new business opportunities, understand customer needs, deliver tailored solutions, present proposals, negotiate contracts, close deals, track sales metrics, and collaborate with internal teams to ensure customer satisfaction.

Build and ship end-to-end product features across an author analytics dashboard, marketing site, free tools, billing, email, and AI-assisted functionality. Design data models and APIs, integrate third-party services, develop production LLM features, and maintain testing, monitoring, performance, and observability. The role includes code review, technical documentation, independent product decisions, and close collaboration with the founder in a remote-first environment.

Own end-to-end product design across AuthorClimb’s marketing site and data-dense dashboard. Responsibilities include problem framing, user flows, UI design, design systems, dashboard analytics, marketing pages, prototypes, engineering specifications, accessibility, and final polish. The designer will be the sole design owner, collaborating directly with the founder and engineering team in a remote, fast-shipping environment.

Own AuthorClimb’s full marketing function, including positioning, messaging, channel strategy, funnel measurement, launches, and team development. Lead growth across paid social, search, SEO content, email, and partnerships while personally producing high-quality marketing copy. Manage the full customer journey from first impression through paid subscription and report on performance. Hire and develop content and growth marketers as the company scales.

Owns channel sales and business development across assigned regions, recruiting and activating strategic partners and subagents. Manages the full sales cycle from prospecting and qualification through demonstrations, proposals, negotiation, and closing. Educates partners on products, processes, value propositions, and commitments while expanding customer relationships and achieving quota. Collaborates with sales leadership on go-to-market strategy, growth goals, and partner engagement.

Leads healthcare program and project delivery across multiple workstreams, managing scope, timelines, stakeholders, budgets, governance, risks, and dependencies. Analyzes dashboards, reports, operational metrics, and large datasets to identify performance gaps and recommend improvements. Develops policies, workflows, playbooks, business requirements, test plans, and training materials. Drives change management, provider engagement, quality improvement, compliance, reporting, and issue resolution across cross-functional teams.

Leads large-scale quality systems and analytics programs across a complex, regulated healthcare organization. Responsibilities include program design and delivery, governance, portfolio and project management, process improvement, change management, budgeting, performance reporting, stakeholder engagement, documentation, business requirements, testing, training, and cross-functional collaboration with legal, compliance, and IT teams.

Supports IT SOX audits, IT general controls, system documentation, access governance, role and entitlement management, account cleanup, policy development, and remediation tracking. The role partners with IT, InfoSec, Internal Audit, and business stakeholders to strengthen least-privilege access, maintain system hygiene, and ensure compliance in a regulated environment.

Supports US warranty insurance product development and carrier operations. Responsibilities include analyzing product performance, managing pricing and coverage modules, maintaining policy documentation, coordinating carrier reporting and reconciliations, supporting carrier relationships, responding to audits and due diligence requests, identifying compliance risks, and collaborating with Legal, Actuarial, Finance, and Technology teams. The role also assists with product submissions and capacity requests while developing expertise in insurance product design and commercial terms.

Lead complex enterprise SaaS sales for engineering firms across North America. Manage the full sales cycle from qualified leads and discovery through pilots, procurement, negotiation, and multi-year contract close. Build relationships with executives, engineers, and internal champions; generate outbound pipeline; represent the company at industry events; and collaborate with Product, Marketing, and Customer Success to support onboarding and expansion.

Manage social media campaigns for television projects by posting content, engaging communities, writing creative copy, maintaining content calendars, reporting consumer sentiment, and developing social content ideas. The role requires platform expertise across TikTok, Instagram, Facebook, Twitter/X, and Reddit, along with strong collaboration, communication, and deadline-management skills. Occasional nights and weekends may be required.