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Secure Communications Guide: Encrypted Messaging and Email for the Privacy-Conscious

A practical guide to secure messaging and email. Covers Signal, ProtonMail, PGP, and operational security principles for protecting your communications from surveillance and interception.

FILED BY:HD Staff
DATE:2025-02-15
READ TIME:4 MIN
VISUAL ASSET
Secure Communications Guide: Encrypted Messaging and Email for the Privacy-Conscious
DOCUMENT BODY

Your communications reveal more about you than almost any other data. Who you talk to, when, and what you say paints a detailed picture of your life. This guide covers how to communicate securely in an age of mass surveillance and data breaches.

Threat Modeling: Who Are You Protecting Against?

Before choosing tools, understand your threat model:

  • Casual privacy: Protecting against data brokers, advertisers, hackers
  • Professional security: Protecting sources, clients, business communications
  • High-risk activism: Protecting against state-level surveillance

Your threat model determines your tooling. Overkill creates friction that leads to abandoning security measures entirely.

Encrypted Messaging Apps

Signal

  • End-to-end encrypted by default
  • Open source and audited
  • Minimal metadata collection
  • Disappearing messages feature
  • Available on iOS, Android, and Desktop
  • Limitation: Requires phone number to register

Best for: Most users who want secure messaging without complexity

Tier 2: Enhanced Privacy

Session

  • No phone number or email required
  • Decentralized network (no central server)
  • Based on Signal protocol
  • Anonymous account creation
  • Limitation: Smaller user base, less polished UX

Briar

  • Works over Tor, Wi-Fi, or Bluetooth
  • Functions without internet connection
  • Designed for activists and journalists
  • Limitation: Android only, battery intensive

What to Avoid

  • SMS/MMS: Unencrypted, stored by carriers, easily intercepted
  • WhatsApp: E2E encrypted but owned by Meta, collects extensive metadata
  • Telegram: Not E2E encrypted by default (only "Secret Chats"), Russian origin raises concerns
  • iMessage: E2E encrypted but tied to Apple ecosystem, iCloud backups can expose messages

Secure Email

The Email Problem

Email was never designed for security. Even "encrypted" email has significant limitations:

  • Metadata (who you email, when, subject lines) is not encrypted
  • Both sender and recipient must use encryption for it to work
  • Key management is complex for average users

ProtonMail

  • End-to-end encrypted between ProtonMail users
  • Based in Switzerland (strong privacy laws)
  • Zero-knowledge encryption (they can't read your mail)
  • Free tier available
  • Encrypted email to non-ProtonMail users via password-protected links

Tutanota

  • End-to-end encrypted
  • Based in Germany
  • Open source
  • Encrypted calendar included
  • More affordable than ProtonMail

Mailfence

  • Based in Belgium
  • OpenPGP integration
  • Documents and calendar included

PGP/GPG for Existing Email

For users who need to use existing email providers:

  • Mailvelope: Browser extension for webmail
  • GPG4Win: Windows desktop client
  • GPGTools: macOS integration

Note: PGP has a steep learning curve and is easy to misconfigure. Consider whether a secure email provider might be simpler.

Voice and Video Calls

  • Signal: Encrypted voice and video calls
  • Jitsi Meet: Open source video conferencing, no account required
  • Wire: Encrypted calls, EU-based

Avoid

  • Regular phone calls (unencrypted, logged by carriers)
  • Zoom (history of security issues, not E2E by default)
  • Skype (Microsoft-owned, known cooperation with surveillance)

Operational Security (OPSEC) Principles

1. Compartmentalization

Separate your identities:

  • Different email addresses for different purposes
  • Don't link personal and professional communications
  • Use different devices for high-risk activities if possible

2. Metadata Matters

Even if message content is encrypted, metadata reveals:

  • Who you communicate with
  • When and how often
  • Your location (IP address)
  • Device information

Use Tor or a VPN to mask IP addresses when metadata matters.

3. Verify Identity

  • Compare Signal safety numbers in person when possible
  • Verify PGP key fingerprints through a separate channel
  • Be wary of contacts who suddenly change keys without explanation

4. Disappearing Messages

Enable disappearing messages for sensitive conversations:

  • Signal: Customizable timers from 30 seconds to 4 weeks
  • Reduces risk if device is compromised later
  • Not foolproof (recipient can screenshot)

5. Device Security

Encrypted communications mean nothing on a compromised device:

  • Keep operating system and apps updated
  • Use strong device encryption and PIN/password
  • Be cautious about app permissions
  • Consider separate devices for sensitive communications

Quick Reference: Communication Security Levels

NeedSolutionNotes
Casual private messagingSignalBest balance of security and usability
Anonymous messagingSessionNo phone number required
Secure email (daily use)ProtonMailE2E encrypted, user-friendly
Encrypted email to anyoneProtonMail + passwordRecipient gets secure link
Video conferencingJitsi MeetNo account needed, open source
High-risk activismBriar + TorMaximum anonymity, steeper learning curve

Getting Started

Don't try to implement everything at once. Start with:

  1. Install Signal and convince your regular contacts to use it
  2. Create a ProtonMail account for sensitive correspondence
  3. Enable disappearing messages by default in Signal
  4. Review your existing accounts for unnecessary data retention
METADATA
TAGS: #Encryption #Privacy #Secure Communications #Signal #ProtonMail #OPSEC
SOURCE
HD Staff
FILED BY
HD Staff

Covering the underground since 2020.

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