Actively AI vs Letterdrop
At their core, sales intelligence tools like Actively usually attempt two things:
- Find contacts worth reaching: instead of spraying a huge list, filter for people who show signals of interest (web behavior, mentions, CRM data, call cues)
- Automate outreach + follow-ups: generate personalized message drafts, schedule follow-ups, trigger actions based on responses, reduce manual sequence setup
Actively raised $22.5M in funding in April 2025, positioning itself as a challenger to prior AI SDR models by emphasizing reasoning over volume.
How does it compare to Letterdrop? Let's review.
Actively AI
Actively looks across your CRM records, past calls, and emails to figure out which accounts or people are most likely to reply or buy.
It then hands your reps a prioritized “to-do list” with suggestions for who to reach out to, when, and with what message.
Over time, it watches which plays work and gets smarter so its recommendations improve.
Pricing
- Enterprise-focused pricing (no transparent tiers).
- Higher cost of entry, designed for large teams.

Key Features
- Surfaces the right accounts and contacts
- Suggests timing and message ideas
- Learns from your own data for tailored results
- Integrates with CRM and sales tools
- Improves over time with feedback
- Automates busy work like list cleanup and enrichment
- Meets enterprise security standards (GDPR, SOC 2)
Letterdrop
Letterdrop does everything Actively does and goes that extra step further: execution.
Instead of stopping at recommendations, Letterdrop:
- actually moves contacts through automated workflows: drafting and delivering outreach inside Apollo, Outreach, email, etc.
- layers in third-party data like web activity, hiring signals, and more on top of your CRM and call data. That means richer context, warmer leads, and messages that feel genuinely relevant.
- unlike Actively, Letterdrop doesn’t just focus on outbound. It also automates nurture and thought leadership, so your team builds trust in target accounts over time, not just when you cold email.
Letterdrop can also automatically revive closed-lost deals if you're interested in that.
Pricing
- Beacon (Social Selling Agent): $249/mo annual ($299/mo monthly) → for founders or individual AEs.
- Beacon + Watchtower (Conversational Intent): $1,249/mo annual → for Demand Gen, RevOps, and Sales teams who want to scale pipeline.
- Enterprise: Custom pricing for teams with advanced needs and integrations.

Actively AI vs Letterdrop
Feature | Actively | Letterdrop |
---|---|---|
Contact-level enrichment | Surfaces high-propensity accounts and contacts based on CRM, call logs, and external signals | Surfaces real contacts showing intent across CRM, calls, web, and social activity |
Context for outreach | Provides “why now” reasoning and suggestions for next steps | Adds detailed context from signals + live web search to inform outreach |
Message drafting | Suggests timing and message ideas | Auto-drafts tailored outreach rooted in actual signals and context |
Workflow automation | Reps must act on recommendations manually | Automates outreach workflows directly into Apollo, Outreach, HubSpot, etc. |
Follow up management | Continuous learning from outcomes, but follow-ups handled by reps | Automates reminders and follow-ups so reps don’t miss promised check-ins |
Nurture | None | Blends outbound with content/thought leadership automation to warm leads over time |
Integrations | Connects into CRM, engagement platforms, call recording tools | CRM + calls + web + social + hiring signals |
Pricing | Premium enterprise | Packages for individual features + teams |
In all honesty, it's a close one.
Both Actively and Letterdrop promise to help your team find the right people to reach and automate parts of the outbound process. The difference is in how far they actually take you from “signal” to action.
If you want to take your outreach from signal to execution all the way through, let us know.
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