20 years old. Tampa, Florida. I've been building AI systems for real businesses since before it was mainstream — and I consult on what I've actually shipped, not theory.
I don't come from a consulting firm. I come from building products, running outreach, closing deals, and shipping code — all before turning 21.
Work with me →Before AI, before products, I was running outreach — cold email, calls, pipeline management. I know what it feels like when follow-ups fall through the cracks, when CRMs are a mess, when the business depends on the founder being in every deal. That experience is why I build the tools I build.
Working as Sales Manager at Foundit Marketing, I saw how small teams with real revenue were constantly limited by manual operations. That's the gap I've been closing ever since.
Milo is an AI-powered CRM built specifically for home service contractors — roofers, HVAC companies, landscapers, cleaners. I co-founded it, designed the product, and built the entire backend on Cloudflare Workers with the Claude API powering the intelligence layer.
Milo automates lead intake, scores pipeline priority, and sends intelligent follow-up sequences so no job quote goes cold. It's a real product used by real contractors — and it's the foundation of every consulting engagement I take on.
Before narrowing my focus to consulting and Milo, I built HireRecruitAI — an end-to-end AI recruiting platform targeting Series A/B startups and staffing agencies. I built it solo: Cloudflare Workers backend, Stripe subscription billing, Claude API for candidate intelligence, and Resend for automated email sequences.
Shipping two AI products from scratch, solo, in under a year is what separates my consulting from someone who learned AI from a course.
I'm a licensed real estate agent affiliated with Compass in the Tampa Bay area. This isn't a side credential — it gives me a deep understanding of commission-based, relationship-driven businesses where every lead, every follow-up, and every deal is personal.
Most AI consultants have never run a sales motion or worked with a client whose income depends on conversion. I have — and it shapes every system I build.
Today I run cartersimmons.org as a full AI consulting practice — taking on a select number of founders and SMBs, helping them identify where AI gives them the biggest return, then building and running those systems. I'm also active on Instagram (@_cartersimmons_) building in public and sharing what I learn.
Every engagement I take is personally reviewed. I'm not farming this out to a team — it's me, doing the work.
These aren't demo projects or portfolio pieces. Every system below was built to solve a real operational problem for a real business — including my own.
An AI-powered CRM and lead follow-up platform built specifically for home service contractors — roofers, HVAC, landscapers, cleaners, and general contractors. Milo solves the #1 problem in home service: leads going cold because no one followed up fast enough.
The system automates lead intake from multiple sources, scores pipeline priority using AI, and sends intelligent, context-aware follow-up sequences without the contractor lifting a finger. Built on Cloudflare Workers with the Claude API as the intelligence core.
An end-to-end AI recruiting tool built for early-stage startups and staffing agencies. The platform automated candidate sourcing, generated AI-written personalized outreach sequences across email and LinkedIn, and managed the entire pipeline from first touch to warm lead handoff.
Built and deployed solo — full Cloudflare Workers backend, Stripe subscription billing, Claude API for candidate intelligence and message generation, Resend for email delivery, and a full drip sequence system for cold outreach.
Custom AI outreach engines built for founders and SMBs — finding ideal prospects, generating personalized first-touch messages at scale, and routing warm responses directly into a CRM without manual work. Built for cold email, LinkedIn, and Instagram DM campaigns.
Each system is trained on the client's specific offer, ICP, and tone so messages don't sound automated. The goal is personalization at a volume no sales rep can match.
AI-driven follow-up systems that monitor lead status, send context-aware messages at the right time, and escalate or close conversations without any manual input. Designed for service businesses where speed-to-response directly impacts close rate — because it always does.
These systems don't just send generic drip emails. They assess the lead's stage, what they've responded to, and what they haven't — then send the message most likely to get a reply.
AI tools trained on a business's specific voice, positioning, and offer — producing social posts, outreach copy, sales emails, and ad creative in minutes instead of hours. Used internally for Milo's own Instagram and outreach, and deployed for consulting clients.
The key difference from off-the-shelf AI writing tools: these are trained on the client's actual content, offers, and past high-performing copy — so the output sounds like them, not like a language model.
Not a linear path. A series of bets — most of which paid off.
Ran outreach, managed pipelines, worked with real clients. Saw firsthand how small teams with real revenue were constantly limited by manual operations and slow follow-up.
Got licensed and affiliated with Compass. Built an understanding of commission-based, relationship-driven sales that became core to how I think about AI systems for service businesses.
Built an AI recruiting platform solo — Cloudflare Workers, Claude API, Stripe, Resend. Targeted Series A/B startups and staffing agencies. First full AI product shipped from scratch.
Co-founded Milo — an AI CRM for home service contractors. Built the entire backend, designed the product, and took it from idea to paying customers. Still the primary product today.
Formalized consulting at cartersimmons.org — Audit → Manage → Lead. Started taking on founders and SMBs who needed AI systems built and run, not just advised on.
Running both Milo and the consulting practice. Documenting everything on Instagram (@_cartersimmons_). Taking on a selective number of engagements — every one personally reviewed.
Start with the AI Audit — a full review of your business with the top AI opportunities identified and a written roadmap. $999, delivered in 7 days.