Top Tech Jobs & Startup Jobs in Chicago, IL

Provides bilingual English-Spanish executive and administrative support for a physical therapy practice. Responsibilities include managing calls, emails, texts, appointments, calendars, client pricing inquiries, records, workflow tools, and executive personal scheduling. The role also supports travel bookings, medical appointments, family itineraries, LinkedIn updates, networking, and light social media management. Requires strong organization, confidentiality, remote work capability, and familiarity with Google Calendar, Zoom Phone, scheduling platforms, and workflow automation.

Build and integrate conversational AI systems for outbound voice calls, chatbots, and call auditing. Design dynamic conversation flows, intent and objection handling, escalation logic, knowledge bases, transcription and speech-analysis pipelines, and QA scoring. Integrate transcripts, summaries, and outcomes with GoHighLevel or other CRMs, while supporting telephony portability, restricted data access, and future client deployment. The contractor owns end-to-end execution and submits a proposed scope, timeline, hours, and cost.

Build two AI-assisted reporting systems that consolidate account and internal data, validate KPIs, automate refreshes and recurring report delivery, generate AI summaries, and produce dashboards. The contractor will independently manage requirements, integrations, error handling, documentation, cost assumptions, timeline, and execution under a fixed-scope project engagement.

Configure and customize Salesforce, GoHighLevel, and Zoho CRM/Recruit environments; build workflows, communications, reporting, dashboards, AI-assisted features, and reusable templates. Standardize recruitment stages, integrate APIs, document configurations, and maintain human review controls for AI workflows. This remote, fixed-scope project requires solo execution, a proposed RFQ covering timeline, hours, cost, assumptions, and deliverables, plus NDA and background-check compliance.

Leads financial projections, scenario planning, profitability and cost analysis across multiple entities and geographies. Manages payroll and workforce cost analysis, break-even assessments, budgeting, forecasting, executive reporting, KPI tracking, and cross-functional financial projects. Improves financial processes, reporting systems, and decision-making while partnering with Finance, HR, Operations, and senior leadership.

Manage scalable email infrastructure and marketing campaigns in GoHighLevel. Responsibilities include domain and mailbox warm-up, SPF/DKIM/DMARC configuration, high-volume sending, deliverability monitoring, CRM integration, segmentation, automation, troubleshooting, campaign testing, optimization, and performance reporting.

Own end-to-end email marketing operations for a fixed-scope project, including domain and sending infrastructure review, SPF/DKIM/DMARC authentication, domain warming, CRM-integrated campaigns and automation workflows, AI-assisted segmentation and personalization, and deliverability monitoring and optimization. The specialist will work independently, propose the project scope, timeline, hours, and cost, and provide a portfolio and RFQ.

Develop and maintain TeamFicient’s website in a solo, fixed-scope engagement. Responsibilities include fixing real-time availability functionality, proposing and staging a roles-page redesign, building an internal services page, performing website health checks, resolving technical issues, improving technical and on-page SEO, and safely managing staging and production environments. The contractor must submit an RFQ with approach, timeline, hours, costs, assumptions, and risks, and complete an NDA and background check.