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Drop Cowboy pricing

#6 of 42 in Voicemail Drop Software

Drop Cowboy costs from $125/mo on its cheapest paid plan; 6 plans in all, as listed on dropcowboy.com — prices checked 21 Sep 2026.

8.5/10Editor score
Visit Drop Cowboy
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Drop Cowboy pricing at a glance

Plans Paid No free plan — trial or paid only. Prices checked 21 Sep 2026.
See plans on dropcowboy.com

Drop Cowboy plans & pricing

PlanPriceKey limits
Prime$125/mo Auto-renews monthly
  • 62,762 messages/year
  • Additional messages: 2.1¢ each
Large Business$250/mo Auto-renews monthly
  • 136,986 messages/year
  • Additional messages: 1.9¢ each
Extra-Large$500/mo Auto-renews monthly
  • 301,508 messages/year
  • Additional messages: 1.7¢ each
Enterprise$1,000/mo Auto-renews monthly
  • 670,391 messages/year
  • Additional messages: 1.5¢ each
Ultra$4,000/mo Auto-renews monthly
  • 3,221,477 messages/year
  • Additional messages: 1.2¢ each
Wholesale BYOC$0.004/unit usage-based As low as $0.004 per message; varies by volume; plus carrier fees
  • Bring your own carrier
  • Works with Twilio and other SIP providers
  • Unlimited campaigns
  • Dedicated account manager

Prices as published by the vendor on dropcowboy.com, checked 21 Sep 2026; taxes and regional pricing may differ. We do not change a plan's price or its limits — this table is what the vendor's own pricing page said on that date.

What the price includes

  • Money-back guarantee
    1 days
  • Built for
    Small business, Mid-market, Enterprise
  • Integrations
    100+ integrations: Salesforce, HubSpot, Zoho CRM, Pipedrive, Keap, ActiveCampaign …
  • Free plan
    No
  • Paid from
    $125/mo
  • Drop trigger
    Both

Our full Drop Cowboy verdict, fact sheet and score →

Prices checked by iTechGuides Editors · Editorial team · Updated Oct 2026

Advertiser disclosure: iTechGuides is reader-supported. Vendors can pay for top positions in our rankings and for a place on other products' pages, and we may earn a commission when you click some links. Bought places stand at the number bought; this page and our disclosure say so. Paying vendors may get a fuller, more detailed review from our editors, and that review can change their score. How we rank.

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