Top Tech Jobs & Startup Jobs in Chicago, IL

Lead technical presales activities for connected-fleet and telematics solutions. Conduct discovery, shape solution approaches, deliver tailored demonstrations, respond to RFPs and technical questionnaires, document requirements, support pilots and evaluations, resolve technical objections, and collaborate with Product, Engineering, Quality, Implementation, and Customer Success. Translate SaaS, hardware, firmware, sensor, connectivity, and data capabilities into customer business value while supporting enterprise, fleet, OEM, and leasing customers.

The Senior Accountant supports monthly, quarterly, and annual close processes, account reconciliations, general ledger accounting, journal entries, payroll processing, tax filings, and internal controls. The role partners with AP and AR specialists, resolves payroll and accounting issues, and improves finance workflows and processes. It requires strong accounting experience, payroll knowledge, advanced Excel skills, attention to detail, and effective communication.

Leads Parisleaf’s Strategy discipline, overseeing strategic methodologies, quality standards, team development, and complex partner engagements. Provides senior counsel, facilitates executive workshops, guides research and insight development, and ensures strategy translates into creative and fundraising outcomes. Collaborates across Creative, Operations, Business Development, and Leadership while supporting business growth, partner relationships, agency planning, and thought leadership. The role is fully remote within the continental United States, with required travel.

Provides strategic in-house legal support focused on vendor, technology, professional services, and healthcare agreements. Drafts and negotiates contracts, manages the contract lifecycle, advises on healthcare regulatory and compliance matters, partners with executives on business risks, develops legal training, promotes CLM tools, and manages outside counsel. Requires a law degree, active state bar membership, and at least four years of legal experience.

Lead and grow Proof’s IT Engineering team while transforming corporate IT from reactive help desk support into an engineering-first function. Own the strategy and roadmap for identity, access, endpoints, SaaS, vendors, procurement, and budgeting. Mentor engineers, implement infrastructure-as-code, CI/CD, GitOps, automation, and AI-driven operations, reduce ticket volume through root-cause fixes, and partner with InfoSec on security and compliance.

Source, engage, assess, and manage executive-level candidates for clients. Coordinate interviews, manage candidate expectations, maintain pipelines and networks, collaborate with sourcing, and deliver high-quality placements in a remote environment.

Coordinate inland shipments by rail, truck, barge, and feeder vessel; handle customer inquiries; arrange transport bookings; manage cargo release, customs, and dwell-time issues; liaise with vendors, terminals, legal/insurance, and internal teams to ensure timely, cost-effective intermodal operations and claims documentation.

Sell PartsBase memberships, digital advertising, and PBExpo opportunities to aviation, aerospace, and defense organizations. The Account Executive will prospect through multiple channels, build client relationships, conduct virtual presentations, use consultative selling, negotiate solutions, and collaborate with marketing, customer success, and product teams. The role is fully remote and requires continuous learning about industry trends and product developments.

Drives revenue growth across a defined territory by prospecting, closing new and win-back opportunities, onboarding accounts, and meeting sales goals. Builds relationships with optometrists and ophthalmologists, provides product and process education, manages customer data and communications, analyzes territory trends using CRM and business intelligence tools, and coordinates internal sales resources to improve account performance.

Executes Salesforce Data 360 and Marketing Cloud configuration under Lead Consultant direction, including data ingestion, mapping, identity resolution, calculated insights, segmentation, activation, journeys, automations, testing, QA, documentation, and requirements gathering. Supports client discovery, user stories, data validation, pre-sales estimates, and HIPAA-compliant delivery while developing toward consultant-level ownership.