I'm Winston.
Your always-on teammate.
Make every teammate more powerful.
Winston keeps your team a step ahead, day and night.
While you're offline, Winston is watching, processing, and preparing — so you wake up in control.
While you sleep, Winston keeps things running—monitoring inventory, processing invoices, flagging risks, and preparing your morning summary so you start the day ahead.
Inventory Alert 🛒
OG Kush at 8% - reorder queued
Invoice Processed 🧾
Acme Distributor - $1,840 matched & posted
Compliance Flag 🚩
METRC audit due in 5 days - reminder scheduled
Sales Summary Ready 📊
Weekend recap compiled for your morning briefing
Good Morning 🌅
11 task completed. Here's what you need to know.
Give every role on your team a superpower.
Conversational. Proactive. Always On. Winston handles the repetitive, time-consuming work so your cannabis retail team can focus on what actually moves the business.
Your analyst gets more done in an hour than most do in a day.
- Weekly performance summaries, automatically compiled
- Flags anomalies before they become problems
- Answers ad-hoc questions in plain English — no SQL needed
- Benchmarks products, vendors, and time periods on demand
Good morning. Here's your Morning Briefing for April 20–April 27.
Good morning. Here's your Morning Briefing for April 20–April 27.
Integrations
Your entire cannabis tech stack, finally in sync.
Winston sits at the center of your operation — connecting POS, compliance, payroll, and analytics so every tool works together instead of in silos.
Getting started is easy.
From signup to insights in under 10 minutes.
Connect your systems
Link your POS, accounting, compliance, and marketing tools. Winston connects to the software you already use — no technical setup required.
Winston learns your business
Within minutes, Winston understands your products, vendors, customers, and operations. Context compounds over time so it only gets smarter.
Get insights, take action
Chat via Slack, WhatsApp, SMS, or web. Ask questions, get recommendations, and approve actions from anywhere.
Winston is autonomous. But you're always in control.
Every action Winston proposes flows through your team for approval. Approve, edit, or reject. Every decision is logged.
Invoice #X-780217 | Kiva Sales & Service → partnersandbox4
33 new products, 2 existing. Net 60. Balance due: $5,113.60
Winston Works
You Review
Authorize
Executed & Logged
Gets smarter over time
Context compounds. The longer you use Winston, the less you have to explain.
Every approval, correction, and edit teaches Winston how your team operates. Over time it stops asking, starts anticipating, and surfaces recommendations tuned to your workflows.
Role-based access
Control who reviews what
Configurable queues
Tailored to your workflows
Full audit trail
Every decision attributable
How Winston Compares
The alternatives, side by side.
Four ways to run your operation. Only one was built for Cannabis Retail.
We're onboarding new stores now. Join the waitlist and we'll be in touch.
Questions? Talk to our team