Human in the Loop

Compliance, product, and AI — built from the inside out

I'm Kris Gracia. I've spent a decade in regulated cannabis — building compliance systems, shipping product in shifting regulatory environments, and wiring AI into the workflows that keep operators on the right side of enforcement.

Cannabis compliance Product leadership AI + automation METRC & seed-to-sale

What I Do

I work at the intersection of regulation, technology, and operations — where the rules are ambiguous, the stakes are real, and the right system design makes or breaks a business.

⚖️

Regulatory Analysis

Deep dives into state cannabis statutes, enforcement patterns, and the grey areas where operators actually get tripped up.

🛠️

Compliance Tooling

METRC integrations, reconciliation workflows, packaging audits, and SOP systems — built for how teams actually work.

🤖

AI & Automation

Guardrailed AI agents for SOP drafting, label QA, change impact analysis, and regulatory data extraction — humans stay in the loop.

📊

Product & Roadmap

Sequencing what to build, grounding decisions in regulatory constraints and operator reality, and shipping things that actually stick.

Featured Work

These are the projects I'm building and shipping — compliance intelligence, operational tooling, and the systems that connect them.

📚

Grey Matter Volumes

State-by-state cannabis compliance intelligence across 12 markets. Field notes from enforcement front lines, margin analysis at the regulatory edges, and the LOTL Stack breakdowns that operators actually need.

12 states · Live
⚙️

The ClearLine OS

A high-level operating framework for regulated products — shared playbooks, bounded automation, and the intelligence layer that keeps the work aligned.

Internal framework
🧠

Penumbrant Papers

Research briefs on the grey areas of cannabis regulation — the spaces where statutes are silent, enforcement is discretionary, and operators need a map more than a manual.

Per-state series
🔬

Clear-FrontLines

Personal working repo for real-time compliance experiments, automation prototypes, and the kind of builds that happen at the intersection of code and regulation.

Active development

The Path Here

I've been in regulated cannabis since before most states had a rulebook. Here's how that shaped what I build today.

Moments That Shaped the Work

2017

Entering Cannabis

Started at The Green Solution on March 10th, 2017 — hired on the spot a couple of days after being fired from the Rio Grande in downtown Denver. Slept on my boss's couch, worked 6am–5pm trimming shifts at Rocky Mountain Tillage's Steele St. indoor grow: a 50,000+ sq. ft. hydroponic operation in what Denver now calls MIP Alley. That floor is where I cut my teeth and where I first met Mina — my future boss.

2017–2019

Turn & Churn, Proving Mettle

The early Colorado market rewarded hustle over tenure — bouncing between companies wasn't frowned upon, so long as you proved your worth at every stop. I moved through The Lab/The Clinic (now Schwazze) in packaging, back to The Green Solution as an Asset Protection guard at the Colfax flagship — the company's first spec-built store — then into warehouse distribution under the newly-united TGS Global, under Lou and Mina. Working hard and staying humble paid off: I was promoted to supervisor, taking over the distro operation from Mina herself as she ascended to Corporate HQ. Before leaving on February 28th, 2020, I helped open the final five stores of the chain ahead of its sale to Columbia Care.

2020

The World Paused. Cannabis Didn't.

I left TGS two weeks before everything changed. During COVID, I worked as a budtender at Colfax Pot Shop — owned by a former NASA engineer from Cocoa Beach who refused to let even the Governor chain his doors. When Denver initially classified dispensaries as non-essential, we scrambled. When the call reversed and the line snaked two city blocks, we learned what essential actually means: staying clean, compliant, and open when everyone else was closed.

2021–2023

The October Incident & Back to the Floor

October 28th, 2021: a volatile roommate meltdown — Aaron's antidepressant-fueled explosion, a police-escorted Suburban ride, and a sprint through Philadelphia International Airport that closed with a TSA wave-through as the plane door shut. I made the flight. That night ended in Denver-bound steak and survival, with Aaron Carter on the stereo. The chaos clarified the mission. Jesse — my old boss from my trimming days — got me in at Kaya, a cannabis operator in the Colorado market, and I landed back on familiar ground. That run lasted through March 2022, when the layoffs came and the floor shifted again. Spark Dispensary came next, then The Stone — two more operators, two more sets of hard-earned lessons. After The Stone, I made a move to Los Angeles to try my hand at STIIIZY. The results were less than stellar. But LA was where I met P — and that changed the calculation. I decided to leave for Atlanta, initially to keep the bills paid, but it ended up costing me considerably more in time, and in other things.

2024–Present

The Unmooring & What Got Built

When P and I broke up — definitively, before anything else — I started sketching what would become ClearLine. Not out of bitterness, but because a decade of moving through this industry from the floor up had given me something most compliance voices don't have: the view from inside the operation. The idea had been forming for years. The breakup cleared the last obstacle to taking it seriously. Minnesota was the next logical move — a new adult-use market, familiar regulatory architecture, and a genuine opening. The November 2025 government shutdown reshuffled the deck entirely. The Hemp Ban signed into law made the urgency undeniable and the mission concrete. ClearLine went from machinations to execution. EIN acquired 11/11. Building now: guardrailed AI agents, compliance architecture, and the Grey Matter Volumes — for every operator who ever felt like the rules were written by people who never worked a closing shift.

Looking in the Margins

Being ostracized, looked over, and disregarded wasn't a setback — it was an education. When you're pushed to the edges, you learn to see what others miss. You notice the patterns in the margins, the signals in the noise, the opportunities in the overlooked.

That perspective became the advantage. While others focused on the center, I studied the penumbra — the gray areas where regulations meet reality, where enforcement discretion determines outcomes, where understanding the full picture makes all the difference.

Markets I Know

Colorado Minnesota Ohio Michigan Oklahoma Missouri California New York Pennsylvania Florida Texas Nebraska

Active in 6 markets · Researching 6 more · Read the Grey Matter Volumes →

Stack & Tools

I build with tools that let me move fast and stay close to the work.

  • Languages — Python, JavaScript, SQL, YAML
  • AI — Claude, Copilot, Gemini, custom agents
  • Platforms — GitHub, Obsidian, Google Workspace
  • Compliance — METRC, BioTrack, state licensing portals
aka Kris in the Loop The irreplaceable, carbon-based variable in every compliance workflow.

Say Hello

Whether it's a question about compliance, a project idea, or just connecting — I'd like to hear from you.