Invoice processing cut from 30 minutes to under 3 minutes.
- per invoice, down from 20 to 30 minutes
- 3 minper invoice, down from 20 to 30 minutes
- manual entry for products already in the catalog
- Zeromanual entry for products already in the catalog
Meet Team Winston.
Your always-on teammate.
Make every teammate more powerful.
What our customers say
Retailers who found what they weren't seeing.
01 / 06
Integrations
Your POS
Your Compliance
Your Customers
Your Workforce
Your Operations
Dutchie
Cova
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Alpine IQ
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Your POS
Dutchie
DutchieCova
Cova+
·Your Compliance
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·Your Customers
Alpine IQ
Alpine IQ+
·Your Workforce
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·Your Operations
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·Your entire tech stack, finally in sync.
Team Winston sits at the center of your operation — connecting POS, compliance, payroll, and analytics so every tool works together instead of in silos.
POSCompliancePayroll & HRAnalyticsCRM & Marketing
Team Winston keeps your team a step ahead, day and night.
Conversational. Proactive. Always on.
Ask for the work in a single message, or let it run overnight on its own. Pre-built prompts cover the jobs that eat your week: reorder reports, compliance variance, win-back lists.
While you are offline, Team Winston is monitoring inventory, processing invoices, and flagging risks, so you wake up in control instead of catching up.
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.
Getting started is easy.
From signup to insights in under 10 minutes.
Connect your systems
Link your POS, accounting, compliance, and marketing tools. Team Winston connects to the software you already use — no technical setup required.
Team Winston learns your business
Within minutes, Team 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.
Team Winston is autonomous. But you're always in control.
Every action Team Winston proposes flows through your team for approval. Approve, edit, or reject. Every decision is logged.
SE
Invoice #X-780217 | Kiva Sales & Service → partnersandbox4
33 new products, 2 existing. Net 60. Balance due: $5,113.60
Invoice
Team Winston Works
You Review
Authorize
Executed & Logged
Gets smarter over time
Context compounds. The longer you use Team Winston, the less you have to explain.
Every approval, correction, and edit teaches Team Winston how your team operates. Over time it stops asking, starts anticipating, and surfaces recommendations tuned to your workflows.
Day 1You correct. It listens.
Week 2It adapts to your patterns.
Month 1+Built around your team.
Role-based access
Control who reviews what
Configurable queues
Tailored to your workflows
Full audit trail
Every decision attributable
How Team Winston Compares
The alternatives, side by side.
Four ways to run your operation. Only one was built for Retail.
Knows cannabis retail
- Manual
- Your team does
- Chatbots
- Generic knowledge
- DIY agents
- You train it in
- Team Winston
- Built in
Works 24/7 on its own
- Manual
- Humans sleep
- Chatbots
- Waits to be prompted
- DIY agents
- If you build it
- Team Winston
- Always on
Plugs into your stack
- Manual
- N/A
- Chatbots
- Chat window only
- DIY agents
- You integrate it
- Team Winston
- Pre-built
Learns your operations
- Manual
- Over years
- Chatbots
- No memory
- DIY agents
- You configure it
- Team Winston
- Continuously
Human approval on every action
- Manual
- N/A
- Chatbots
- You review outputs
- DIY agents
- You build it
- Team Winston
- Role-based queues
Ready day one
- Manual
- Already in place
- Chatbots
- Narrow use only
- DIY agents
- Months to build
- Team Winston
- Turnkey
| Capability | ManualYour team does it | ChatbotsChatGPT, Claude | DIY agentsOpenClaw, Hermes, Cowork | Team WinstonRetail |
|---|---|---|---|---|
| Knows cannabis retail | Your team does | Generic knowledge | You train it in | Built in |
| Works 24/7 on its own | Humans sleep | Waits to be prompted | If you build it | Always on |
| Plugs into your stack | N/A | Chat window only | You integrate it | Pre-built |
| Learns your operations | Over years | No memory | You configure it | Continuously |
| Human approval on every action | N/A | You review outputs | You build it | Role-based queues |
| Ready day one | Already in place | Narrow use only | Months to build | Turnkey |
Works out of the box
Requires your effort
Not supported
Why can't someone just wrap a frontier model and match this?
Post-trained on real retail operations
Winston runs on frontier models and adds its own, trained on how regulated retail actually works — not a general-purpose model handed your catalog.
Access isn't understanding
A connector can reach your data. It still can't tell you why your POS, your compliance record, and your books disagree.
Your data stays yours
Training uses de-identified, aggregated patterns. Not your customer records, and nothing shared with another operator.
GET EARLY ACCESS
We're onboarding new stores now. Join the waitlist and we'll be in touch.
Questions? Talk to our team