{"question": "best security awareness training for small businesses", "category": "security-awareness-training", "category_name": "security awareness training", "audience": "small-businesses", "audience_name": "small businesses", "engine": "Claude (Anthropic) with web search", "model": "claude-opus-5", "asked_at": "2026-10-06T21:39:38Z", "permalink": "https://bikoosh.com/answers/s/security-awareness-training-small-businesses-2026-10-06", "question_page": "https://bikoosh.com/answers/q/security-awareness-training/small-businesses", "brands_named": [{"position": 1, "brand": "Huntress", "label": "recommended"}, {"position": 2, "brand": "Huntress Managed SAT", "label": "recommended"}, {"position": 3, "brand": "Curricula", "label": "recommended"}, {"position": 4, "brand": "KnowBe4", "label": "recommended"}, {"position": 5, "brand": "Wizer", "label": "recommended"}, {"position": 6, "brand": "CanIPhish", "label": "recommended"}, {"position": 7, "brand": "Hoxhunt", "label": "mentioned"}, {"position": 8, "brand": "Microsoft", "label": "mentioned"}, {"position": 9, "brand": "Microsoft 365", "label": "mentioned"}, {"position": 10, "brand": "Defender", "label": "mentioned"}, {"position": 11, "brand": "Plan 2", "label": "mentioned"}], "sources_cited": [{"url": "https://www.huntress.com/pricing-review", "domain": "huntress.com", "source_type": "vendor"}, {"url": "https://g2.com/products/huntress-managed-security-awareness-training/pricing", "domain": "g2.com", "source_type": "review"}, {"url": "https://www.knowbe4.com/compare/best-security-awareness-training-for-smbs-in-2026", "domain": "knowbe4.com", "source_type": "vendor"}, {"url": "https://www.g2.com/compare/knowbe4-security-awareness-training-vs-phished-vs-hoxhunt", "domain": "g2.com", "source_type": "review"}, {"url": "https://www.wizer-training.com/faq", "domain": "wizer-training.com", "source_type": "other"}, {"url": "https://g2.com/products/wizer/pricing", "domain": "g2.com", "source_type": "review"}, {"url": "https://www.hooksecurity.co/blog/best-security-awareness-training-small-business", "domain": "hooksecurity.co", "source_type": "other"}, {"url": "https://learn.microsoft.com/defender-office-365/attack-simulation-training-get-started", "domain": "learn.microsoft.com", "source_type": "vendor"}], "answer_text": "Here's what I'd actually recommend, roughly in the order I'd try them:\n\n**1. Huntress Managed SAT** - my default pick for most small businesses. ~$2.08/learner/month billed annually, and it's genuinely *managed*: monthly episodes and phishing simulations get scheduled and run for you, so it survives the reality that nobody at a 20-person company owns \"security training.\" It also has the strongest user reviews in the category (4.9/5 on G2), and directory sync means you stop paying for ex-employees. Its training content lineage is Curricula, which Huntress acquired - so if you were comparing the two, they're now the same house. ([pricing](https://www.huntress.com/pricing-review), [G2](https://g2.com/products/huntress-managed-security-awareness-training/pricing))\n\n**2. KnowBe4** - pick this if you have a compliance driver (cyber-insurance questionnaire, SOC 2, HIPAA, a customer security review). Biggest content library by a wide margin and the best reporting for proving to an auditor that training happened. Published pricing runs roughly $1.30-$2.65/user/month across four tiers. The catch: it assumes someone will log in and configure campaigns. If no one will, you'll get less out of i", "answer_truncated": true, "measurement": "One answer from one engine on one date. Not a ranking and not a claim about the world; brands the engine did not name are not recorded.", "limitation": "Coverage: Claude (Anthropic) with web search. Other engines not included.", "alerts": {"name": "Answer Watch Pro", "price_usd": 79, "period": "month", "gets": "daily change alerts for up to 5 brands in what one AI answer engine says, history, CSV export. Coverage: Claude (Anthropic) with web search. Other engines not included", "url": "https://bikoosh.com/answers"}}