Hire the Best System Automation Specialists in Illinois

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Al A.

Addison, Illinois

$49/hr
5.0
4 jobs

Hi, I'm Al. I specialize in building workflow automations and "intelligent employee" systems, including AI Voice Agents and integrations that don't just move data, but think and act on it. With 3+ years of experience in healthcare technology, I've trained new hires on enterprise software (Epic), managed builds and workflow optimization projects, and led software project management, coordinating staff, stakeholders, and cross-functional teams to keep complex projects moving. I've worked extensively with platforms like JIRA and Clarity, provided ongoing software support, and managed numerous go-lives, deploying brand-new systems and supporting users through the transition. That background gives me a precision and "zero-failure" mindset most automation freelancers lack. My Core Expertise: Workflow Architecture: Turning messy manual processes into streamlined, "set-and-forget" systems using tools like Airtable, monday, and Google Sheets, connected through automation platforms like n8n, Make, and Zapier. Voice AI Agents: Building conversational AI (Voiceflow, Retell AI) that handles lead gen, scheduling, and customer support with human-like flow. Advanced AI Integration: Connecting AI to your existing stack via Make or n8n to automate content, emails, and data analysis. CRM Integrations: Seamlessly linking your workflows and automations with your CRM to keep data flowing without manual upkeep. Software I'm familiar with includes Airtable, monday, n8n, Make, Zapier, Voiceflow, Retell AI, JIRA, Clarity, Epic, Google Suite, and more

  • System Automation
  • Automation
  • Artificial Intelligence
  • Make.com
  • n8n
  • CRM Automation
  • Automated Workflow
  • Automated Monitoring
  • Email Automation
  • Build Automation
  • Automation Framework
  • Task Automation
  • Marketing Automation
  • Document Automation
  • AI Agent Development
Jon-Paul R.

Normal, Illinois

$50/hr
5.0
171 jobs

💠 I step into a founder-led service business, understand how it currently operates, and design the systems, structure, and roadmap that allow it to scale. ⭐ Top Rated on Upwork, 5.0 across 135 jobs 🌎 US Citizen in the Philippines (GMT+8), working U.S. hours Most business owners didn't sign up to be human middleware between a dozen tools. But here we are. You're not looking for AI. You're looking for relief. I've spent 25+ years in IT: running systems and teams, writing SOPs, handling CRM handoffs, cleaning up the messes nobody documented. I know what automation has to survive inside, because I've lived in it. I run my own practice on a custom AI operating system I built from scratch. Everything I recommend, I've built and run myself. ▌ THE REAL PROBLEM You've probably already tried AI: a "game-changing" tool that took 40 minutes to set up just to send one email. It helped in a demo, then it didn't deliver. Most problems aren't about tools. Work gets stuck between inboxes, spreadsheets, people, and decisions nobody wrote down: who owns what, what happens at the handoff, what breaks when someone's out. What you needed wasn't another tool. It was someone to build the right thing for your situation, keep your judgment where it belongs, and keep it running while you run the business — and, if you want, stay on and run it for you. That's a different skillset. That's what I do. ▌ WHAT I ACTUALLY BUILD (AND THE PROOF) 🖥️ AI OPERATING SYSTEMS: Know-how lived in scattered chats, folders, and in minds. I engineered AIOS, a digital operating system, to serve as an operational backbone. It actively captures institutional knowledge — client history, proof points, hard-won decisions — into a living control plane that standardizes how work gets done and automates onboarding for every new engagement. Purpose-built skill agents act as role-based specialists — research, deliverable production, client reconciliation, invoicing — while built-in audit loops reinforce strict governance, demanding my explicit sign-off before anything client-facing ships. ✈️ AVIATION & CRM AUTOMATION: A broker was losing hours of hand work on every lead, tied to an always-on office PC. I built lead-enrichment, content, and follow-up pipelines on Claude Code + the Claude API into HubSpot, then moved them to run unattended in the cloud. Lead prep dropped to near-zero. 🩺 HEALTHCARE ADMIN: A benefits team drowning in 2,400 emails a month. I built Microsoft Copilot prompts into Outlook that reads a whole thread, classifies the request, grounds every answer in her own policy knowledge base with the evidence cited, and drafts both replies with missing details flagged rather than invented. 🏗️ CONSTRUCTION & TRADES: A key person's knowledge lived in his head; hiring was paper and manual checks. I built an operations manual plus quick-starts so backup staff have a real playbook — plus Claude hiring screens (I-9, drug-test, background, capability scoring, standardized report). The HR team runs it today. ▌ THREE WAYS I DELIVER IT (USUALLY A MIX) ▪ TRAIN YOUR PEOPLE — for judgment or relationship work, I make your team great with AI and coach them until it's second nature. They stay the driver. ▪ AUTOMATE IT — for repetitive, high-volume work, I build the pipeline that runs on its own and waits for a human's yes. ▪ I RUN IT — when you'd rather not run it at all, I stay on as your operator, so you just get the outcome. A human stays on the decision either way, and I never lock you in: it's your systems and your files, handable to someone else tomorrow. ▌ THE TECH STACK ▪ Agents & infrastructure: Claude Code, Claude Teams, scheduled cloud agents (Routines) — nothing to babysit ▪ Workflows: n8n (my depth, deterministic routing), Make, Zapier, custom production agents ▪ Models: Claude, OpenAI, Gemini — to read, sort, draft, decide, with human approval where it matters ▪ Data & APIs: Supabase, Airtable, Postgres, Google Sheets, REST/webhook integrations, RAG ▪ CRM & where work lives: HubSpot, ClickUp, Airtable, Notion, Monday, Smartsheet, Google Workspace ▌ HOW I WORK START WITH THE PRESSURE: The one thing costing you the most time or attention right now, not an "AI transformation." I get inside how the work actually happens. BUILD SMALL, PROVE IT, EARN THE NEXT: No month-long black box. I build the smallest useful piece, run it alongside what you have, and prove it on real work before you depend on it. Often the most valuable thing I do is talk you out of the flashy build until the foundation that carries it is in. GOVERN THE WHOLE WAY: Read-only by default, a human on anything that matters, monitoring and an escalation path. If something breaks, you hear it from me before your clients do. DONE MEANS YOUR PEOPLE CAN RUN IT: Documented so it lives in your business, not in my head. ▌ SOUND LIKE YOUR BUSINESS? Message me with two things: the one workflow eating the most time right now, and the tools you use today.

  • Automation
  • HubSpot
  • AI Agent Development
  • Automated Workflow
  • Google Workspace
  • n8n
  • API Integration
  • Airtable
  • ClickUp
  • CRM Automation
  • Business Process Automation
  • Email Automation
  • Marketing Operations & Workflow
  • AI Chatbot
  • Marketing Automation
  • Lead Management Automation
  • LLM Prompt
  • Social Media Marketing Automation
  • Spreadsheet Automation
  • Google Sheets Automation
Andrew Z.

Chicago, Illinois

$150/hr
5.0
43 jobs

Most small businesses lose 15–20 hours a week to manual work that should be running on its own. I help fix that, and usually find the bigger problems hiding underneath it! I'm a fractional technical consultant for small businesses and solo founders. That means I'm the person you bring in when your operation has outgrown spreadsheets and copy-paste, but isn't big enough for a full engineering team. My work spans three things that usually get sold separately - process automation, AI integration, and full-stack development - because in practice they're inseparable. A good automation depends on understanding the business process behind it. A useful AI feature depends on the systems feeding it. And most projects eventually need real code to hold them together. The real work happens before anything gets built: understanding how your business actually runs, where the friction is, and what's worth automating versus what isn't. Then I build it, and you'll understand what I built and why. My clients typically see ROI within the first project through time savings, fewer errors, and far better visibility into their operations. My rate reflects 10+ years of technical experience and the fact that you're getting strategy and execution from one person instead of a chain of specialists. COMMON PROJECTS → Multi-Platform Reporting: Unified dashboards pulling data from Stripe, QuickBooks, your CRM, and project tools into a single view (Airtable, Google Sheets, Knack, or custom web apps). → AI-Powered Workflows: Put AI to practical work - automated drafting, document classification, intelligent routing, internal chat tools connected to your own data - built to solve a real problem, not to chase a buzzword. All delivered in the platforms you already use. → Document Automation: Generate contracts, invoices, reports, and proposals automatically from form submissions or CRM data - saving 5–10 hours a week on paperwork. → Custom API & Application Development: When off-the-shelf tools hit their limit, I build Python-based integrations and lightweight applications that handle complex logic, data transformations, and enterprise API connections. My primary tech stack: n8n, Zapier, Python, Airtable, AI frameworks, REST APIs, Google Workspace, and a wide range of CRMs and business tools. I work best with small business owners and founders who: - Are juggling 3+ business tools that don't talk to each other - Have repetitive tasks eating 5+ hours a week - Want practical solutions, not enterprise complexity Ready to take something off your plate? Send me a message describing what you're spending too much time on manually. I'll tell you honestly whether automation is a good fit and what's possible. RESPONSE TIME: Within 24 hours for all inquiries

  • Zapier
  • API Integration
  • Business Process Automation
  • Python
  • API Development
  • n8n
  • Airtable
  • CRM Software
  • Data Integration
Michael D.

Chicago, Illinois

$50/hr
4.3
30 jobs

Your business doesn't need another spreadsheet. It needs a system. I design Smartsheet solutions that replace spreadsheets, automate workflows, standardize operations, and give leadership real-time visibility. As a Smartsheet Aligned Certified Solution Professional, Core Product Certified consultant, and PMP, I combine technical expertise with operational design to build systems that organizations actually use—not dashboards that become shelfware. Whether you're building a PMO, managing campaigns, tracking grants, coordinating field teams, or replacing disconnected spreadsheets, I help eliminate manual work, improve data quality, and create scalable processes that grow with your business. I don't just build Smartsheet solutions—I help organizations design the operational systems that run their business. Common Client Engagements ✔ PMO Design & Implementation ✔ Executive & Operational Dashboards ✔ Project & Portfolio Management ✔ Resource Planning & Capacity Tracking ✔ Intake & Approval Workflows ✔ Workflow Automation ✔ CRM & Business Process Systems ✔ Budget & Cost Tracking ✔ Smartsheet Control Center ✔ DataMesh & Cross-Sheet Architecture ✔ API, Zapier & System Integrations ✔ Executive Reporting & KPI Dashboards Industries Served I've designed operational systems for organizations in: Construction & Engineering Financial Services & Mortgage Healthcare & Life Sciences Manufacturing Nonprofits Marketing & Event Operations Professional Services While every industry is different, the challenge is usually the same: disconnected spreadsheets, manual processes, inconsistent reporting, and limited visibility. My focus is building systems that solve those problems. Results I've helped organizations: • Reduce manual work by 75% • Cut daily operational tasks from 2 hours to 20 minutes • Build enterprise workflows supporting 3,000+ monthly transactions • Standardize project delivery across multiple departments using Smartsheet Control Center • Replace disconnected spreadsheets with centralized operational dashboards that leadership trusts My Approach Technology should simplify work—not create more of it. I design practical, scalable Smartsheet solutions that improve efficiency, strengthen reporting, and give teams confidence in the data they're using every day. Every solution is designed to be intuitive, maintainable, and flexible enough to evolve as your organization grows. Whether you need a PMO, executive dashboard, campaign management system, resource planning solution, project portfolio, or a complete Control Center implementation, my goal is always the same: Build a system your team will actually adopt.

  • Smartsheet
  • Project Management
  • Six Sigma
Hashir A.

Chicago, Illinois

$70/hr
4.6
20 jobs

Quick Snapshot: I'm an official Gold Make Partner 🥇 and a Certified n8n Expert, and I’ve saved businesses over 500+ hours a month by automating repetitive tasks and optimizing workflows. I specialize in Make.com and n8n integrations, CRM automations, and API connections that streamline processes, cut costs, and boost productivity. The Longer Version: Officially Certified Make.com & n8n Expert | Gold Make Partner As a certified automation specialist in both Make.com and n8n, I build powerful, custom workflows that eliminate repetitive tasks, reduce costs, and enhance business performance. Whether it’s integrating CRMs, automating complex processes, or connecting APIs across tools, I deliver scalable automations tailored to your exact needs. Results That Speak: - Saved a SaaS company $10,000/month by automating lead management and CRM processes. - Boosted order processing speed by 50% for an e-commerce business, cutting operational costs. - Reduced data entry time by 75% with automated reporting for a financial services client. Simplifying Your Business Operations: - Streamline Workflows: Automate manual tasks and reclaim time to focus on high-impact work. - Seamless Integrations: Connect all your platforms with precision using Make.com or n8n. - Scalable Solutions: Build automations that evolve with your business and eliminate bottlenecks. Software Expertise: I’ve worked with top software, CRMs, and tools, including: - CRMs: HubSpot, Salesforce, Zoho, Pipedrive - Automation Tools: Make.com, n8n, Zapier, ActivePieces - Marketing Platforms: ActiveCampaign, Mailchimp, ClickFunnels - Project Management: Asana, Trello, Monday.com - E-commerce: Shopify, WooCommerce, BigCommerce - API Integrations: Custom APIs, Google Workspace, Slack, RSS …and many more! Communication & Collaboration First: I believe the best results come from clear and consistent communication. From our first call to project completion, I keep you in the loop every step of the way. I don’t just deliver automations—I partner with you to understand your goals and align solutions that truly work. What You Get Working with Me: - Tailored Automation Solutions: Built for your business, not just off-the-shelf. - Seamless Integrations: Flawless connections across CRMs, APIs, and third-party tools. - Proactive Support: Continuous optimization and real-time support. - Transparent & On-Time Delivery: Clear timelines, measurable impact. Ready to eliminate inefficiencies and scale smarter? Let’s talk about how Make.com and n8n automations can transform your business.

  • System Automation
  • Automation
  • CRM Automation
  • Make.com
  • Zapier
  • Artificial Intelligence
  • CRM Development
  • Technical SEO
  • Shopify SEO
  • Communications
  • Build Automation
  • n8n
  • Claude
  • Front-End Development
  • AI Agent Development
  • AI Builder
  • Email Automation
  • CRM Software
  • Zoho CRM
  • HubSpot
Muhammad M.

Skokie, Illinois

$48/hr
4.8
21 jobs

I help businesses generate more revenue and cut costs with AI automation that scales. $250K+ generated for Apple • $180K/year saved for clients • 10+ years enterprise engineering I design AI automation systems for agencies, SaaS companies, and e-commerce brands that eliminate manual work, connect your tools, and turn messy processes into smooth, scalable operations. What clients hire me for: ⚡ CRM Automation: GoHighLevel, HubSpot, Monday, Pipedrive. Automated lead routing, follow-ups, and data sync that keeps your sales team focused on closing, not data entry. ⚡ Workflow Automation: n8n, Make, Zapier. I connect your apps into seamless end-to-end systems that run 24/7 without manual intervention. ⚡ API & Custom Integrations: When off-the-shelf tools don't cut it, I build custom connections between your software stack using REST APIs, webhooks, and custom code. ⚡ AI Agents & Chatbots: Lead qualification, customer support automation, intelligent document processing. AI that actually saves your team time. ⚡ Process Optimization: I eliminate 70%+ of manual work and save hundreds of hours monthly by redesigning workflows for maximum efficiency. Real client outcomes: → Generated $250K+ in B2B revenue for Apple ($3T market cap) → Saved Rock Gate Capital ($500M+ Amazon partner) $180K/year through AI automation → Cut $100K+ in costs for America's largest truckers marketplace → Reduced manual work by 70%+ across multiple clients → Automated processes handling 1000+ transactions daily with zero errors Why work with me: I bring 10+ years of enterprise engineering experience into the AI space. You don't just get automation; you get systems that scale, stay reliable, and get adopted by your team. I don't just connect tools. I architect end-to-end systems tailored to your workflows, your people, and your goals. My process: 1. Discovery call → I take time to understand your bottlenecks, goals, and what success looks like for you 2. Solution design → I scope the automation with clear timelines and costs upfront. No surprise bills, no scope creep. 3. Build & test → I deliver reliable, scalable systems built on enterprise-grade architecture 4. Documentation & training → Every project includes video walkthroughs and documentation so your team can maintain and scale what I build What you get: Clear communication, fully documented systems, measurable ROI, and a partner who cares about your business outcomes. Tools & Platforms I work with: Automation: n8n, Make, Zapier CRMs: GoHighLevel, HubSpot, Monday, ClickUp, Airtable, Pipedrive, Salesforce AI: ChatGPT, Claude, GPT-4/GPT-5, custom AI agents, RAG systems, LangChain Integrations: REST APIs, webhooks, custom connectors, Postman E-commerce: Shopify, WooCommerce, Amazon, order automation Communication: Slack, Twilio, WhatsApp, email automation Cloud Infrastructure: AWS Certified (Solutions Architect + Developer), scalable systems built for growth Databases: Airtable, Google Sheets, PostgreSQL, MongoDB Who I work best with: ✅ Marketing agencies needing to automate client delivery and reporting ✅ SaaS companies building AI features into their products ✅ E-commerce brands looking to reduce operational overhead ✅ Service businesses drowning in manual follow-ups and scheduling ✅ Companies ready to invest in automation that delivers measurable ROI Ready to eliminate manual work and scale faster? Send me a message with your biggest automation challenge. I'll tell you exactly how I'd solve it and what results you can expect. Whether we work together for a week or long-term, you'll get clear communication, high-quality builds, and real results. Looking forward to working with you! 👋 📌 Keywords for Search Optimization: AI automation expert, n8n specialist, Make automation, Zapier integration, GoHighLevel setup, CRM automation, workflow automation, API integration, AI chatbot development, AI agent builder, custom webhooks, marketing automation, lead generation automation, HubSpot automation, Salesforce integration, Monday CRM, e-commerce automation, Shopify automation, AI voice agent, business process automation, no-code automation, intelligent automation systems

  • System Automation
  • Automation
  • Advertising Automation
  • Email Automation
  • Social Media Marketing Automation
  • CRM Automation
  • Lead Management Automation
  • Zapier
  • Make.com
  • Marketing Automation
  • Marketing Automation Strategy
  • Lead Generation Strategy
  • ChatGPT
  • AI Implementation
  • n8n
  • Claude

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