{"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": "2026-10-26T00:37:49Z", "permalink": "https://bikoosh.com/answers/s/security-awareness-training-small-businesses-2026-10-26", "question_page": "https://bikoosh.com/answers/q/security-awareness-training/small-businesses", "brands_named": [{"position": 1, "brand": "Huntress", "label": "mentioned"}, {"position": 2, "brand": "Huntress Managed SAT", "label": "mentioned"}, {"position": 3, "brand": "KnowBe4", "label": "mentioned"}, {"position": 4, "brand": "Wizer", "label": "mentioned"}, {"position": 5, "brand": "CanIPhish", "label": "mentioned"}, {"position": 6, "brand": "Proofpoint", "label": "mentioned"}, {"position": 7, "brand": "Proofpoint ZenGuide", "label": "mentioned"}, {"position": 8, "brand": "UK", "label": "mentioned"}, {"position": 9, "brand": "CISA", "label": "mentioned"}, {"position": 10, "brand": "DefendWise", "label": "mentioned"}, {"position": 11, "brand": "G2", "label": "mentioned"}, {"position": 12, "brand": "flat-fee", "label": "recommended"}], "sources_cited": [{"url": "https://www.huntress.com/pricing-review", "domain": "huntress.com", "source_type": "vendor"}, {"url": "https://www.gartner.com/reviews/product/huntress-managed-sat", "domain": "gartner.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://solutions.trustradius.com/snippet/knowbe4-vs-proofpoint-security-awareness-training/", "domain": "solutions.trustradius.com", "source_type": "review"}, {"url": "https://www.wizer-training.com/faq", "domain": "wizer-training.com", "source_type": "other"}, {"url": "https://caniphish.com/free-phishing-test/phishing-awareness-training", "domain": "caniphish.com", "source_type": "vendor"}, {"url": "https://www.hooksecurity.co/blog/best-security-awareness-training-small-business", "domain": "hooksecurity.co", "source_type": "other"}, {"url": "https://www.g2.com/compare/beauceron-security-vs-knowbe4-security-awareness-training-vs-proofpoint-security-awareness-training", "domain": "g2.com", "source_type": "review"}], "answer_text": "## My short list\n\n**1. Huntress Managed SAT - my default pick for most small businesses.** ~$2.08/learner/month, billed annually, no tiers or add-ons. It's the one built specifically for shops with nobody whose job is \"run the training program\": setup is minutes, the curriculum and phishing simulations run themselves on a schedule, and reporting is already packaged for an auditor or insurer. If you have fewer than ~100 people and no dedicated IT security person, start here. ([pricing](https://www.huntress.com/pricing-review), [Gartner reviews](https://www.gartner.com/reviews/product/huntress-managed-sat))\n\n**2. KnowBe4 - pick this if you need compliance breadth, not just phishing.** Roughly $1.30-$2.35/user/month across its Silver-to-Diamond tiers, and by far the largest content library (HIPAA, PCI, SOC 2, harassment, the lot). The catch is real: it's priced and designed for someone who will actually log in and administer it, and the cheap per-user rates assume meaningful seat counts. ([KnowBe4 SMB page](https://www.knowbe4.com/compare/best-security-awareness-training-for-smbs-in-2026), [pricing comparison](https://solutions.trustradius.com/snippet/knowbe4-vs-proofpoint-security-aw", "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"}}