Top Tech Jobs & Startup Jobs in Chicago, IL

Handles provisioning requests and service changes for U.S. public-sector and federal customers. Reviews authorization, customer and tenant details, entitlements, and approvals; configures or decommissions tenants and services; validates changes; documents work and exceptions; and follows federal security, access-control, data-handling, and compliance procedures. The role requires strong communication, analytical problem-solving, customer service experience, change-control documentation, and U.S. citizenship.

Implement Dropbox SaaS solutions for SMB, mid-market, and enterprise customers from kickoff through post-launch handoff. Manage configuration, integrations, identity setup, migrations, testing, enablement, and go-live across concurrent implementations. Translate solution designs into delivery plans, lead technical workshops, troubleshoot issues, document decisions, and coordinate with internal teams and partners. Improve implementation consistency through reusable documentation, playbooks, and deployment feedback.

Own the full sales cycle for mid-market real estate brokerages, from outbound prospecting and discovery through product demonstrations, multi-stakeholder negotiations, and closing. Build and manage a healthy pipeline, achieve quarterly quota, maintain accurate CRM forecasts, attend industry events, and collaborate with business development, product, onboarding, and customer success teams. The role requires PropTech and mid-market B2B SaaS sales experience, consultative selling skills, and quarterly travel.

Provides Tier 1 customer support through phone, email, and chat. Troubleshoots product issues, educates customers on MyCase, LawPay, and CPACharge, investigates reported problems, escalates technical issues to Tier 2, stays current on product releases, and documents interactions in Salesforce.

Leads strategic business development for healthcare manufacturing, medical equipment, medical device, and drug delivery opportunities. Identifies large-scale deals, builds cross-functional business cases and proposals, develops partnerships, conducts market analysis, negotiates high-value contracts, and maintains executive customer relationships. Provides market insights to senior management and supports sales growth through strategic initiatives. Domestic and international travel is required.

Own brand and product writing across campaigns, launches, and user touchpoints. Translate complex AI and product functionality into clear, compelling language; shape content strategy; collaborate with Product, Engineering, Marketing, Legal, Design, and Research; manage multiple projects; advocate for users; elevate writing quality; and mentor other writers.

Own technical relationships with regional reseller and VAR partners, serving as their primary Huntress advisor. Train partners, run demonstrations and proof-of-concept evaluations, onboard deployments, support customer opportunities, address technical objections, develop enablement materials, and track partner activity in Salesforce. The role requires translating cybersecurity concepts into business value and collaborating across teams to drive partner readiness, pipeline, and successful customer outcomes.

Provide frontline member support through phone, chat, and email. Explain healthcare benefits and claims, guide members toward quality care, resolve complex issues, de-escalate concerns, collaborate across departments, escalate feedback, follow evolving procedures, and protect member privacy under HIPAA and data security requirements.

Lead a platform configuration and implementation engineering team, owning technical direction, delivery commitments, architecture, system reliability, hiring, and engineer development. Collaborate across Product, Delivery, Underwriting, Compliance, and peer engineering teams. Guide distributed systems and microservices development, promote configuration-driven solutions, adopt AI development tooling, monitor team and system metrics, and contribute hands-on to design and code reviews.

As a Pre-Sales Solutions Engineer, you will drive technical pre-sales engagements, architect custom solutions, and guide customers on API integration and deployment strategies, enhancing their experience with Voice AI technologies.