Contacts or sends — know which meter you are on
This is the pricing fork that decides your five-year cost. Mailchimp, Klaviyo, ActiveCampaign and Kit charge primarily by how many contacts you store; Brevo charges primarily by how many emails you send. If you have a large list you mail occasionally, send-based pricing can be dramatically cheaper. If you mail a small list constantly, contact-based pricing wins. Model both against your actual list growth before you commit, because migrating a warmed list is genuinely painful.
Match automation depth to your sales motion
Ecommerce lives or dies on behavioral triggers tied to catalog and order data — that is Klaviyo's entire architecture and why product sellers pay its premium. B2B and service businesses need lead scoring, CRM-shaped contact records and conditional branching, which is ActiveCampaign's strength. Creators need frictionless broadcasts, tagging and paid subscriptions, which is what Kit optimizes for. Buying against the wrong motion is the most common expensive mistake in this category.
Deliverability is mostly your job
Every platform on this list has competent infrastructure. Inbox placement is determined far more by your authentication and list hygiene than by vendor choice: set up SPF, DKIM and DMARC on day one, use double opt-in, and suppress non-openers on a schedule. Treat any vendor claiming a specific inbox rate as marketing rather than a spec.
Check the exit before the entrance
Ask what you can export and how. Contacts and unsubscribes are portable everywhere; automations, templates and historical engagement usually are not. Assume you will rebuild your flows if you move, and weight the "will we outgrow this" question accordingly.