# What Claude (Anthropic) with web search answered for security awareness training (small businesses) on 2026-09-10

## In short

On 2026-09-10, Claude (Anthropic) with web search was asked "best security awareness training for small businesses". It named 10 brands, in this order: KnowBe4, Huntress, Microsoft 365, Hoxhunt, EasyLlama, NINJIO.

| Fact | Value |
| --- | --- |
| Question | best security awareness training for small businesses |
| Asked on | 2026-09-10 |
| Engine | Claude (Anthropic) with web search |
| Model | claude-opus-5 |
| Brands named | 10 |
| Sources cited | 15 |
| Audience | small businesses |
| Coverage | Coverage: Claude (Anthropic) with web search. Other engines not included. |
| Last verified | 2026-09-10 |

Page: https://bikoosh.com/answers/s/security-awareness-training-small-businesses-2026-09-10
Coverage: Claude (Anthropic) with web search. Other engines not included.

## The answer, as recorded

Asked on 2026-09-10 through Claude (Anthropic) with web search (model claude-opus-5).

> For most small businesses I'd pick **KnowBe4** by default. If nobody on your team has time to run a program, pick **Huntress**. If you're on Microsoft 365 and only need the basics, consider **Microsoft's built-in option** first.
> 
> A caveat: many of the "best of" lists online are written by the vendors themselves (KnowBe4, Hoxhunt, Adaptive, EasyLlama, NINJIO, Huntress). The ranking below is my own judgment, not theirs.
> 
> 1. **KnowBe4 Security Awareness Training.** This is the market standard and the safest choice. It has the largest content library, role-based training paths and phishing simulations, and you pay per user. Third-party pricing sites put list prices at about $15.60-$28.20 per seat per year, so roughly $1,500-$2,800 a year for 100 users. There's a 25-seat minimum and a 12-month contract, and buyers often negotiate discounts. The pricing sites don't fully agree on the numbers, so get a quote.
>  - https://www.knowbe4.com/compare/best-security-awareness-training-for-smbs-in-2026
>  - https://cipherssecurity.com/knowbe4-pricing-2026-tier-cost-breakdown/
>  - https://www.vendr.com/marketplace/knowbe4
> 
> 2. **Huntress Managed Security Awareness Training.** Best if you have no IT or s

## Brands named, in the order the engine gave

| Position | Brand | How it was named |
|---|---|---|
| 1 | KnowBe4 | mentioned |
| 2 | Huntress | mentioned |
| 3 | Microsoft 365 | mentioned |
| 4 | Hoxhunt | mentioned |
| 5 | EasyLlama | mentioned |
| 6 | NINJIO | mentioned |
| 7 | Microsoft Defender | mentioned |
| 8 | Kit | mentioned |
| 9 | Proofpoint | mentioned |
| 10 | Huntress Managed SAT | mentioned |

## Sources the engine cited

- https://www.knowbe4.com/compare/best-security-awareness-training-for-smbs-in-2026 (vendor)
- https://cipherssecurity.com/knowbe4-pricing-2026-tier-cost-breakdown/ (other)
- https://www.vendr.com/marketplace/knowbe4 (other)
- https://www.huntress.com/platform/security-awareness-training (vendor)
- https://www.huntress.com/pricing/sat (vendor)
- https://www.peerspot.com/products/huntress-managed-security-awareness-training-reviews (other)
- https://learn.microsoft.com/en-us/defender-office-365/attack-simulation-training-faq (vendor)
- https://learn.microsoft.com/en-us/defender-office-365/attack-simulation-training-get-started (vendor)
- https://www.selecthub.com/security-awareness-training-software/hoxhunt-vs-knowbe4-security-awareness-training/ (other)
- https://www.easyllama.com/blog/best-security-awareness-training-providers (vendor)
- https://ninjio.com/blog/top-security-awareness-training-providers-2026/ (other)
- https://www.brside.com/blog/10-best-knowbe4-alternatives-for-security-awareness-training (other)
- https://www.cisa.gov/cybersecurity-awareness-training (reference)
- https://www.adaptivesecurity.com/blog/best-security-awareness-training-small-businesses (other)
- https://www.adaptivesecurity.com/blog/security-awareness-training-best-practices-2026 (other)

The question page: https://bikoosh.com/answers/q/security-awareness-training/small-businesses

Answer Watch records what one AI answer engine said on one date, nothing more. Each page names the engine and the model, carries the date the question was asked, and lists the brands that appeared in the answer in the order the engine gave them, with the sources it cited. It is a measurement, not a ranking, not a recommendation and not a claim about the world. Brands that did not appear in an answer are not named on any public page. Coverage: Claude (Anthropic) with web search. Other engines not included.