What each option is best at
When Mailchimp is the right choice
If people subscribed to hear from you, you need designed templates, you send recurring newsletters or you rely on audience automation, Mailchimp is the more suitable category of product.
When Drip Send is the right choice
If you are contacting a short list of potential partners, customers, interviewees or leads with a message that needs real context, Drip Send keeps the workflow closer to personal email.
Better fit for Mailchimp
Opt-in broadcasts, public newsletters, lifecycle automations and marketing teams.
Better fit for Drip Send
Founder outreach, partnership emails, customer interviews, small prospect lists and careful message review.
Responsible outreach
Drip Send should not be used to disguise mass unsolicited mail. Keep lists relevant, write honestly, respect opt-outs and send only when there is a real reason the message may help the recipient.
Verdict: use Mailchimp for audience marketing. Use Drip Send for deliberate personal outreach from your Mac.