{"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": "2026-10-03T01:20:48Z", "permalink": "https://bikoosh.com/answers/s/security-awareness-training-small-businesses-2026-10-03", "question_page": "https://bikoosh.com/answers/q/security-awareness-training/small-businesses", "brands_named": [{"position": 1, "brand": "Huntress", "label": "mentioned"}, {"position": 2, "brand": "KnowBe4", "label": "mentioned"}, {"position": 3, "brand": "Wizer", "label": "mentioned"}, {"position": 4, "brand": "CanIPhish", "label": "mentioned"}, {"position": 5, "brand": "Hoxhunt", "label": "compared"}, {"position": 6, "brand": "Slack", "label": "mentioned"}, {"position": 7, "brand": "Microsoft", "label": "mentioned"}, {"position": 8, "brand": "Microsoft 365", "label": "mentioned"}, {"position": 9, "brand": "Microsoft 365 Business", "label": "mentioned"}, {"position": 10, "brand": "Microsoft 365 Business Premium", "label": "mentioned"}, {"position": 11, "brand": "Defender", "label": "mentioned"}, {"position": 12, "brand": "Plan 1", "label": "mentioned"}, {"position": 13, "brand": "Plan 2", "label": "mentioned"}], "sources_cited": [{"url": "https://www.g2.com/products/huntress-managed-security-awareness-training/reviews", "domain": "g2.com", "source_type": "review"}, {"url": "https://expertinsights.com/security-awareness-training/the-top-alternatives-to-knowbe4", "domain": "expertinsights.com", "source_type": "other"}, {"url": "https://www.hooksecurity.co/blog/best-security-awareness-training-small-business", "domain": "hooksecurity.co", "source_type": "other"}, {"url": "https://hoxhunt.com/blog/best-phishing-simulation-tools", "domain": "hoxhunt.com", "source_type": "vendor"}, {"url": "https://www.microsoft.com/en-us/security/business/threat-protection/attack-simulation-training", "domain": "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 Security Awareness Training** - My default pick for a small business, especially if you already have or are considering Huntress for endpoint/ITDR. The episodes are story-driven and short enough that people actually watch them, it's genuinely \"set and forget\" for an admin who isn't a security person, and it's commonly delivered through an MSP so you don't have to run the program yourself. Reviews consistently call out engagement and low admin overhead. ([G2](https://www.g2.com/products/huntress-managed-security-awareness-training/reviews))\n\n**2. KnowBe4** - The safe, boring, defensible choice. Biggest content library by far, the most mature phishing simulation engine, and the one your cyber insurer or SOC 2 auditor will recognize without asking questions. Downsides: no public pricing (expect a discovery call before any number), a 25-seat minimum that penalizes very small teams, and roughly $15-50/user/year depending on tier. If you have ~25+ employees and a compliance requirement, start here. ([Expert Insights](https://expertinsights.com/security-awareness-training/the-top-alternatives-to-", "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"}}