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Tech riderRev. 1 Oct 2026

Drop Cowboy

Ch 196.7of 42 Voicemail Drop Software
  1. 1Runs onAPI, Web
  2. 2Costspaid from $125/mo
  3. 3Drop triggerboth
  4. 4CRM integrationsYes
  5. 5Scheduled dropsYes
  6. 6Drop analyticsYes
  7. 7Contact importboth
7 lines stated Written from the maker's own pages: dropcowboy.com
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The Drop Cowboy homepage

Overview

Drop Cowboy is ranked #19 of 42 in voicemail drop software on Specifiction. It runs on API, Web. There is no free plan. Paid plans start at $125/mo.

Drop Cowboy plans and pricing

All plans
Wholesale BYOC Free + carrier fees Varies by volume · Requires Twilio or compatible SIP provider · Unlimited campaigns dropcowboy.com · 1 Oct 2026
Prime $125/mo 62,762 Messages/Year · Additional messages: 2.1¢ each · Unused funds roll over dropcowboy.com · 1 Oct 2026
Large Business $250/mo 136,986 Messages/Year · Additional messages: 1.9¢ each · Priority support dropcowboy.com · 1 Oct 2026
Extra-Large $500/mo 301,508 Messages/Year · Additional messages: 1.7¢ each · Priority support dropcowboy.com · 1 Oct 2026
Enterprise $1,000/mo 670,391 Messages/Year · Additional messages: 1.5¢ each · Dedicated onboarding dropcowboy.com · 1 Oct 2026
Ultra $4,000/mo 3,221,477 Messages/Year · Additional messages: 1.2¢ each · Dedicated onboarding dropcowboy.com · 1 Oct 2026

Compared on voicemail drop software

Free plan
Nodropcowboy.com
Drop trigger
bothdropcowboy.com
CRM integrations
Yesdropcowboy.com
Scheduled drops
Yesdropcowboy.com
Drop analytics
Yesdropcowboy.com
Contact import
bothdropcowboy.com

Facts

Core product
Drop Cowboy delivers ringless voicemail, SMS, MMS, and voice broadcast messages through one communications platform.dropcowboy.com · 1 Oct 2026
AI voice cloning
Mimic AI can clone a voice from a 30-second sample and insert names, addresses, and other custom fields into messages.dropcowboy.com · 1 Oct 2026
Automation
The platform supports automated workflows, scheduling, merge fields, A/B testing, analytics, and CRM-triggered campaigns.dropcowboy.com · 1 Oct 2026
Integrations
Drop Cowboy lists native connections for Salesforce, HubSpot, Zoho, Pipedrive, Keap, and more than 100 CRMs, plus Zapier and a REST API.dropcowboy.com · 1 Oct 2026
Compliance tools
The service provides DNC scrubbing, suppression lists, consent tracking, and time-zone-aware quiet-hours enforcement for TCPA-related outreach.dropcowboy.com · 1 Oct 2026
Security
Drop Cowboy states that data in transit uses 256-bit SSL/TLS encryption and that stored data is encrypted at rest.dropcowboy.com · 1 Oct 2026
Compliance standards
The security page states adherence to GDPR, CCPA, TCPA/TFR, and regular third-party security audits.dropcowboy.com · 1 Oct 2026
Support
Every customer gets a dedicated account manager, with US-based support, live chat, email, and phone assistance.dropcowboy.com · 1 Oct 2026
Sending limit
Usage-based plans are limited to 120,000 messages per hour per campaign.dropcowboy.com · 1 Oct 2026
Calling limit
Dialer seats include up to 24 hours of talk time per seat per day; excess usage is billed at the messaging plan's per-message rate.dropcowboy.com · 1 Oct 2026
Additional fees
A $0.0031 compliance fee applies per message, while Mimic AI voice cloning is billed at $0.005 per 100 characters.dropcowboy.com · 1 Oct 2026
Target customers
Drop Cowboy says it serves real estate, financial services, healthcare, retail, automotive, solar and home services, government, and other industries.dropcowboy.com · 1 Oct 2026

Company

Founded
2017dropcowboy.com · 28 Sept 2026
Headquarters
Sheridan, Wyoming, United Statesdropcowboy.com · 28 Sept 2026

Best Drop Cowboy alternatives

See all 20
All accessCh 01 Ring.io Free planFree trialAndroid from $90/mo7.9 All accessCh 02 Freshsales Free planFree trialAndroid from $9/mo7.8 All accessCh 03 CloudTalk AI Voice Agent Free trialAndroidAPI 7.6 All accessCh 04 Dialpad Support Free trialAndroidAPI from $8,095/mo7.4 All accessCh 05 JustCall Sales Dialer Free trialAndroidAPI from $29/mo7.4 All accessCh 06 Agile CRM Free planAndroidAPI from $8.99/mo7.3

Where it ranks on Specifiction

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