POS Vendor Security Assessment Checklist

POS Vendor Security Assessment Checklist

The Complete Guide to Evaluating Your Cannabis Point-of-Sale Provider's Security

Before you trust a vendor with 420,000+ customer records, make sure they can protect them.


The Complete Dispensary Cybersecurity Hardening Guide: Protect Your Business Before You’re the Next Stiiizy
420,000+ customer records exposed. Passports leaked. Purchase histories published. Don’t let this happen to you. The Wake-Up Call: Stiiizy Breach (January 2025) On January 10, 2025, Stiiizy—one of the largest cannabis brands in California—confirmed a devastating data breach. The Everest ransomware gang stole data from over 420,

Why This Checklist Matters

The Stiiizy breach wasn't Stiiizy's fault—at least not directly.

A third-party POS vendor was compromised. The attackers exploited vulnerabilities in the vendor's systems for an entire month before anyone noticed. By then, 420,000+ customer records were stolen, including passports, driver's licenses, medical cards, and purchase histories.

Your POS vendor has access to:

  • Every customer's government ID
  • Medical cannabis card information
  • Complete purchase histories
  • Payment data
  • Employee credentials
  • Your entire business operation

If they get breached, YOU get breached.

This checklist helps you:

  1. Evaluate new POS vendors before signing contracts
  2. Assess your current vendor's security posture
  3. Identify gaps that put your business at risk
  4. Negotiate stronger security requirements
  5. Document due diligence for regulators and insurers

How to Use This Checklist

For New Vendors:

  • Complete this assessment BEFORE signing any contract
  • Require written responses to all questions
  • Request supporting documentation
  • Walk away from vendors who can't answer or refuse

For Existing Vendors:

  • Schedule a security review meeting
  • Complete assessment together
  • Identify gaps and remediation timelines
  • Document everything for your compliance files

Scoring:

  • Each section has a maximum score
  • Calculate percentage for overall security rating
  • Minimum acceptable score: 70%
  • Target score: 85%+
  • Below 60%: Do not use / replace vendor

SECTION 1: COMPANY & GOVERNANCE

Maximum Score: 50 points

1.1 Company Background

Question Response Score
How long has the company been in business? ☐ <2 years (0) ☐ 2-5 years (2) ☐ 5+ years (5) /5
How many cannabis clients do they serve? ☐ <50 (1) ☐ 50-200 (3) ☐ 200+ (5) /5
Is the company profitable/financially stable? ☐ Unknown (0) ☐ VC-funded/growing (3) ☐ Profitable (5) /5
Has the company ever filed for bankruptcy? ☐ Yes (0) ☐ No (5) /5
Are there pending lawsuits related to data breaches? ☐ Yes (0) ☐ Unknown (2) ☐ No (5) /5

Why it matters: Companies with short track records, financial instability, or breach history are higher risk. A vendor going out of business means your data could end up anywhere.


1.2 Security Leadership

Question Response Score
Do they have a dedicated Chief Information Security Officer (CISO) or security leader? ☐ No (0) ☐ Part-time/outsourced (3) ☐ Full-time CISO (5) /5
How many full-time security staff do they employ? ☐ 0 (0) ☐ 1-2 (2) ☐ 3-5 (4) ☐ 5+ (5) /5
Does security report directly to executive leadership? ☐ No (0) ☐ Yes (5) /5
Do they have a documented security policy? ☐ No (0) ☐ Yes, will share (5) /5
Is there a security awareness program for employees? ☐ No (0) ☐ Annual training (3) ☐ Ongoing program (5) /5

Why it matters: Security requires dedicated resources. A vendor with no security staff is relying on luck.

Request: Ask for the name and LinkedIn profile of their security leader. Verify they exist and have relevant experience.


Section 1 Score: ___ / 50


Cannabis Business Security Tools | cannabisrisk.diy
Comprehensive security tools, checklists, and compliance resources for cannabis businesses. Estimate breach costs, audit PoS, review vendor security, and more.

SECTION 2: CERTIFICATIONS & COMPLIANCE

Maximum Score: 60 points

Read more