# What Claude (Anthropic) with web search answered for security awareness training (small businesses) on 2026-10-21

## In short

On 2026-10-21, Claude (Anthropic) with web search was asked "best security awareness training for small businesses". It named 14 brands; the first six, in order, were Huntress, Curricula, Wizer, CanIPhish, KnowBe4 and Defendify.

| Fact | Value |
| --- | --- |
| Question | best security awareness training for small businesses |
| Asked on | 2026-10-21 |
| Engine | Claude (Anthropic) with web search |
| Model | claude-opus-5 |
| Brands named | 14 |
| Sources cited | 10 |
| Audience | small businesses |
| Coverage | Coverage: Claude (Anthropic) with web search. Other engines not included. |
| Last verified | 2026-10-21 |

Page: https://bikoosh.com/answers/s/security-awareness-training-small-businesses-2026-10-21
Coverage: Claude (Anthropic) with web search. Other engines not included.

## The answer, as recorded

Asked on 2026-10-21 through Claude (Anthropic) with web search (model claude-opus-5).

> ## My actual shortlist
> 
> **1. Huntress Managed Security Awareness Training (formerly Curricula)** - This is where I'd point most small businesses first. Story/animation-based episodic training that people actually finish, phishing sims, and compliance reporting, built for companies without a security team. Curricula was acquired by Huntress, and if you already use Huntress for endpoint protection it bundles cleanly. Historically it also had a genuinely usable free tier for orgs up to 1,000 employees. ([infosecurity-magazine.com](https://www.infosecurity-magazine.com/news/free-cybersecurity-training-for/))
> 
> **2. Wizer** - Best option if budget is the binding constraint. Real free tier (not a trial), microlearning video format, 20k+ orgs, 4.7★ across 12,000+ reviews. Paid tiers are cheap and SMB-priced with no big seat minimum. Start free, upgrade only if you need the reporting. ([wizer-training.com](https://wizer-training.com/about-wizer))
> 
> **3. CanIPhish** - The best *self-serve* pick, especially if your main worry is phishing specifically. Perpetual free tier, pay-as-you-go pricing rather than annual seats, setup in an afternoon, and reviewers consistently cite low admin overhead. 

## Brands named, in the order the engine gave

| Position | Brand | How it was named |
|---|---|---|
| 1 | Huntress | mentioned |
| 2 | Curricula | mentioned |
| 3 | Wizer | recommended |
| 4 | CanIPhish | mentioned |
| 5 | KnowBe4 | mentioned |
| 6 | Defendify | mentioned |
| 7 | G2 | mentioned |
| 8 | Microsoft | mentioned |
| 9 | Microsoft 365 | mentioned |
| 10 | Defender | mentioned |
| 11 | Plan 2 | mentioned |
| 12 | DefendWise | mentioned |
| 13 | flat-fee | recommended |
| 14 | Bright Defense | mentioned |

## Sources the engine cited

- https://www.infosecurity-magazine.com/news/free-cybersecurity-training-for/ (other)
- https://wizer-training.com/about-wizer (other)
- https://caniphish.com/free-phishing-test/phishing-awareness-training (vendor)
- https://www.spendhound.com/marketplace/knowbe4-pricing (other)
- https://usecure.io/blog/knowbe4-security-alternatives (other)
- https://www.hooksecurity.co/blog/best-security-awareness-training-small-business (other)
- https://www.g2.com/products/defendify-all-in-one-cybersecurity-solution/reviews_and_filters (review)
- https://www.knowbe4.com/compare/best-security-awareness-training-for-smbs-in-2026 (vendor)
- https://capterra.com/p/237504/CanIPhish/reviews/?page=2 (review)
- https://www.brightdefense.com/resources/security-awareness-training-for-small-business (vendor)

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

Alerts and membership: Answer Watch Pro, 79 USD per month: https://bikoosh.com/answers. Bikoosh is monitoring assistance, not complete protection.

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.