Ian Swain

Hayman Enterprises, Philadelphia, PA

• Build and operate OPERARI (operarihq.com), the operations hub the team runs on — projects, tasks, CRM, invoices, ICS calendar feeds, R2-backed attachments, and a server-side per-project access model; FastAPI, React, PostgreSQL, Docker, Caddy
• Migrated the platform off managed hosting onto a self-administered VPS after a liveness check caught a silently suspended API — DNS cutover, TLS issuance, and the full container stack verified from outside the host
• Built the document pipeline behind the strategy work: intake to AI polish (humanize, grammar, logic, fact-check) to PPTX, PDF, DOCX, and XLSX output, with native-shape decks generated in Python
• Automated the weekly reporting pipeline — a single work log generates the invoice, progress one-sheet, and daily update, with reporting caps enforced in code rather than remembered
• Wrote the guardrail layer the delivery work runs behind: blocking pre-flight rules, deterministic session capture, and a daily liveness check across every live endpoint, so a suspended service surfaces the same day

ISDev (iswain.dev), Philadelphia, PA

• Built 15+ live AI tools and web apps for small business clients: chatbots, inventory managers, automation audit tools, and social media generators
• Contracted and delivered Inbox Intelligence (AI email management system) on a 2-week timeline — invoiced and shipped
• Designed multi-agent AI workflows, lead generation pipelines, and full-stack apps using Python, Node.js, Vue.js, and LLM APIs
• Typical project timeline: 3 days–4 weeks from description to live deployment

GreenLabs, Baltimore, MD

• Maintained HIPAA and MCA regulatory compliance in a high-volume retail environment
• Proposed workflow improvements adopted by management; earned multiple Employee of the Month awards

Charm City Hemp LLC, Baltimore, MD

• Managed operations across three retail locations: staffing, scheduling, inventory, and performance management
• Reduced turnover through structured coaching and team culture initiatives

Harbor Vapor LLC, Fells Point, MD

• Owned all operational systems for a retail location; grew it to top performer within the portfolio

The Gathering / Baltimore Food Truck Festivals, Baltimore, MD

• Ran promotion for the Taste of Two Cities and Taste of Three Cities food truck festivals from the first event in 2012 through 2015 — the series grew from two cities to three and from 40 to 60 trucks per event
• Promotion drew up to 200,000 attendees across the series; ran the Facebook, Twitter, and Instagram campaigns behind them — 21,000 followers, 1M+ campaign audience
• Managed sponsorships, 50+ vendor relationships, and end-to-end logistics across Baltimore, Washington DC, and Philadelphia

FastAPI, React, PostgreSQL, Cloudflare R2, Docker · operarihq.com

• Architected and built a multi-user operations hub for a three-person team: projects, tasks, contacts, invoices, file attachments, comments, an activity log, and ICS calendar feeds
• Designed the per-project access model — owner, members, and a silent admin role — enforced server-side in a dedicated, unit-tested authorization module; private-by-default so a missing flag can never over-expose a project
• File storage on Cloudflare R2 behind short-lived signed URLs; containerised with Docker

Python, Claude API, Flask, yfinance · github.com/IASC-00/invest-manager

• Built a 4-role multi-agent equity analysis system (fundamental, macro, bear, decision engine) producing BUY/AVOID decisions with confidence scores
• Integrated Claude API with Ollama local fallback through a custom hybrid proxy architecture
• Auto-executes paper trades with Kelly Criterion position sizing; tracks a live 44-asset watchlist with portfolio performance
• Includes a pre-screener and full Flask web UI

Python, SQLite, httpx, OSM Overpass

• Automated lead generation system targeting 25,000+ self-employed business owners across the NE US
• Chains open-data sourcing → website scraping → WHOIS → DNS verification → email enrichment for ~40% email hit rate at zero recurring cost
• CLI-driven with a private Tailscale-accessible web dashboard

Flask, PostgreSQL, Vue 3, Pinia, Vite · Live decipher.iswain.dev

• Competitive word puzzle game — ranked leaderboard, duel mechanic, share links, tutorial — designed, built, and shipped across four feature rounds on a Flask + PostgreSQL backend
• Migrated the server-rendered frontend to a Vue 3 SPA: Composition API, Pinia state, vue-router auth guards, real-time countdown timers — a legacy-to-SPA refactor done incrementally, with the old pages serving throughout
• Runs on a self-administered Linux host behind Docker and Caddy, with automatic TLS renewal

Python, SQLAlchemy, Click, Anthropic SDK

• Aggregates listings from RemoteOK, WeWorkRemotely, and Adzuna with a full application pipeline
• AI-generates tailored resumes and cover letters per role using concurrent Claude API calls; Rich terminal output and HTML dashboard

Node.js, Express, bcrypt, SQLite, Vue 3 · github.com/IASC-00/node-crm

• Full-stack contact manager: Express REST API with session auth, bcrypt password hashing, and ownership-checked CRUD for contacts and notes
• Vue 3 frontend with Pinia state management, debounced search, and inline editing; the Express server also serves the built SPA statically, so the whole app deploys as one unit

Python, ChromaDB, OpenRouter, Flask · Live rag.iswain.dev · github.com/IASC-00/rag-chatbot

• End-to-end RAG pipeline: document chunking, local ONNX embeddings (all-MiniLM-L6-v2), ChromaDB semantic retrieval, LLM answer synthesis with source citations
• Multi-model fallback chain handles per-provider rate limits on OpenRouter free tier

Python, Flask, Slack API, GitHub API · github.com/IASC-00/slack-bot

• Webhook middleware: HMAC-SHA256 Slack signature verification, AI-generated issue titles and labels via OpenRouter, GitHub Issues REST API integration

Python, OpenRouter function calling · github.com/IASC-00/tool-agent

• Agentic AI system: 4 tools (web search, stock prices, sandboxed math, SQLite notes) with OpenRouter function-calling schema design, multi-step reasoning loop, 10-iteration safety cap