Woman made a mistake in the office
11 min

Human Error and Outbound Email Security: Risks & Solutions

Posted by Picture of Sam Kendall Sam Kendall

Most email incidents start with a simple human mistake: the wrong recipient, the wrong attachment, or a reply-all sent too quickly.

You can reduce these errors by adding safeguards at the point of send - prompts, automated encryption, recipient checks, and the ability to cut off access if something goes wrong.

Email mistakes tend to fall into a small set of patterns.

Once you understand the common errors, you can map them to practical controls - for example, send-time prompts, encryption, recipient authentication, and tracking and revoke - to reduce both the chance of a slip and the impact if one happens.

This guide explains why email mistakes happen, what they can cost, and steps you can take to reduce incidents.

Contents

 

Human Error in Email: What It Actually Means

When people talk about human error and email security, it can be tempting to think the risks can be solved by "being more careful."

In reality, most incidents are predictable slips in familiar conditions: high volume, constant switching, and little time to think.

Mistakes are normal.

The key point is that mistakes are only as inevitable as we allow them to be. The systems we build can account for this and make safe behaviour easy - even on the busiest days.

The Email Mistakes That Keep Reappearing

Most organisations see the same patterns, because the way people work, and the way email works, is fairly consistent.

  • Wrong recipient: autocomplete selects the wrong “James”, or an outdated list includes someone who no longer needs access.
  • Reply all: internal context or sensitive details are distributed wider than intended.
  • Wrong attachment: similar filenames, older versions, or files from another case get attached in a rush - sometimes with hidden tabs, tracked changes, or metadata still inside.
  • CC instead of BCC: recipient addresses are exposed in bulk messages to many other recipients.
  • Forwarding or copying into the wrong channel: content is moved into personal inboxes or non-approved tools to work around barriers in the corporate email setup.

Common types of email error

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Why Mistakes Happen at Work

People don't make errors because they don't care.

They make errors because modern work (and life) encourages speed and context switching, and native email gives you very few “pause and confirm” moments.

Research suggests it can take about 23 minutes to get back on task after an interruption - which helps explain why “quick sends” are where mistakes show up.

Cognitive Load Makes “Double Checking” Disappear

When teams are overloaded, the brain uses shortcuts to keep work moving.

Those shortcuts are useful for productivity, but can be risky for confidentiality, especially when recipients and attachments are only one click away.

In practice, “I’ll double-check” is the first step that gets skipped when the inbox is full.

Ambiguity Drives Workarounds

If the “approved way” to send sensitive information is unclear, slow, or inconsistent, people will improvise.

Again, this is not for lack of care, it's people trying to get the job done.

Over time, those workarounds become normal, and the risk becomes an operational issue rather than a mistake in the moment.

Why Email Magnifies Risk

Email is fast, universal, and deeply embedded in workflows.

Ofcom has reported that 88% of UK online adults use an email service.

But it is also routinely used for information it wasn't designed to protect.

People Are Still Being Asked to Share Sensitive Data by Email

Our consumer research (2,000 UK adults, 17 - 20 February 2023) found that 73% of consumers have been asked by a business they deal with to share personal data over email.

We also found that 24% of UK adults say they have accidentally shared personal data with the wrong recipient via email.

Of those surveyed, 16% said this happened within the past three months.

That's too common to be an edge case. It also means many of these behaviours are predictable enough to put safeguards in place to reduce their impact.

More than a half of consumers have sent sensitive data by email-1

Speed Features Reduce Friction in the Wrong Places

Autocomplete, threads, and mobile sending are great for responsiveness.

But they also remove the small pauses where people might otherwise spot the wrong name, a hidden CC field, or a mismatched attachment.

That is why many secure email solutions add lightweight prompts at the exact moment people are about to send - in context.

What An Email Mistake Can Cost

Some mistakes are contained quickly, and some can escalate.

The difference is usually what was sent, who can access it, how widely it spreads, and how fast the organisation can respond with clear steps.

Regulatory Exposure Starts With Simple Slips

Under the UK GDPR, organisations must assess the risk to people’s rights and freedoms after a personal data breach.

If the breach is likely to result in a risk, the ICO says you must report it within 72 hours of becoming aware of it (where feasible), and record what happened and your decisions in response.

If the breach is likely to result in a high risk, you must inform the affected people without undue delay.

This is not legal advice, but the guidance is clear: treat a mistakenly sent email as an incident until you have assessed the risk.

The Hidden Costs: Time, Rework, and Loss of Momentum

Even when an error is contained, teams can lose hours to triage, follow-ups, reissuing documents, and internal escalations.

This can have a knock-on effect, creating onboarding delays, payroll corrections, and approval bottlenecks elsewhere within the organisation.

Putting small barriers in the way of risky sends might feel inefficient, but it beats downtime that spreads through a team or company.

"Human error is predictable when people are overloaded.

If you want fewer email incidents, reduce the decision burden in the moment of sending, and back it up with simple, practised response steps."

Paul Holland, Founder, Beyond Encryption

A Practical Prevention Framework: People, Process, and Protection

The most resilient organisations treat human error as a design input.

That means supporting staff with habits, workflows, and tools that hold up under pressure.

People: Train for Reality, Not Perfection

Training can be most effective when it is short, specific, consistent, and matched to real scenarios.

Focus on repeatable behaviours, such as checking the first and last recipient, confirming the attachment matches the subject, and pausing on any “urgent change” request that involves money or credentials.

Make it clear to staff that reporting a mistake quickly is actively encouraged and rewarded.

Process: Standardise the High-Risk Journeys

Select a small number of workflows where email mistakes represent the greatest risk, then standardise them for consistency.

  • External sends of personal data: define what personal data is involved, and what must be protected.
  • Bulk communications: use templates, approvals, and clear rules for BCC and distribution lists (or a dedicated bulk-send secure email tool like Mailock).
  • HR and payroll documents: standardise naming, version control, and attachment checks to reduce “wrong file” sends.
  • Payment or bank detail changes: make verification steps non-negotiable - for example, confirm changes using a trusted channel (such as calling back on a known number) and use a second-person approval before anything is processed.

Where your email platform supports it, a short outbox hold (for example, 30 seconds) acts as an “undo send” window and can add a second chance without changing how people work.

Protection: Add Safeguards That Fit Normal Email Habits

A control that addresses email errors works best when it does two things: it helps people choose the safer option at send time, and it limits exposure if a message is sent in error.

Mailock is designed to help teams send sensitive communications securely by email, with encryption and recipient authentication layered onto everyday email workflows to help reduce unauthorised access.

To make secure sending practical day to day, any security controls you apply should map directly to common mistakes:

  • Security alerts: surface prompts at the point of send when a message looks sensitive (for example, personal data or bank details) so staff are nudged into a safer journey.
  • Automated encryption: rules that secure messages by default for defined journeys, so protection does not depend on memory or perfect attention.
  • Recipient authentication: extra checks that make it harder for an unintended recipient to open a message if it was sent by mistake.
  • Message revoke: the ability to remove access to a secure message if it was sent in error (where supported), reducing exposure.
  • Tracking: visibility of delivery and opening activity, which helps incident responders address breaches with data instead of estimates.
  • Secure replies: keeps the conversation protected end to end, so sensitive follow-ups don't drop back into standard email.

Reply enterprise-1

Detection and Response: Make Mistakes Easier to Contain

No control prevents every incident, so your response needs to be routine.

Make sure your team can quickly answer three questions: what was sent, who can access it, and what you can do next.

Where you have it, use tracking and revoke capabilities to reduce exposure and capture a clear timeline for your incident log.

Clear escalation paths, documented steps, and the right visibility reduce time spent guessing when pressure is highest.

Simple Changes You Can Implement This Week

Here are some changes you can make this week to reduce your team's outbound email risk.

Reduce Wrong-Recipient Risk Without Adding Friction

  • Directory hygiene: remove stale contacts and keep distribution lists current.
  • External recipient cues: activate 'external sender' alerts, and tell staff to add external recipients last.
  • Autocomplete control: for high-risk teams, limit auto-complete functions that can increase wrong-recipient sends.
  • Attachment hygiene: agree simple rules for checking filenames and versions, and remove hidden data (tracked changes, hidden tabs, metadata) before sending.
  • Shared mailbox discipline: standardise naming conventions, signatures, and sending rules, so it's clear to people what account they are in, if they have access to shared mailboxes.

Use Secure Email Controls by Default for Sensitive Sends

If you already have access to a secure email platform, the fastest win is making it normal for the journeys that create the most mistakes.

  • Define your “secure by default” categories: HR documents, onboarding packs, ID evidence, bank details, medical information, or regulated customer communications.
  • Switch on security alerts/nudges: use prompts or custom rules to nudge staff when messages look sensitive.
  • Apply stronger access controls where relevant: apply recipient authentication for higher-risk sends, especially external recipients.
  • Make containment practical: use tracking to confirm exposure and revoke access where available if a message is sent in error.

Create a Simple “Wrong Recipient” Playbook

A one-page playbook for 'what happens if things go wrong' can be the difference between a contained slip and a slow-moving incident.

For example, you could use a simple step-by-step procedure:

  1. Log and contain: start an incident log. If you are using secure email, check tracking and revoke access where possible. If you aren't, focus on limiting further sharing.
  2. Confirm exposure: what data was included, and who can realistically access it?
  3. Contact the recipient: request deletion, and record the response.
  4. Assess risk: consider likely impact to people’s rights and freedoms, then document your decision.
  5. Escalate early: involve your DPO (Data Protection Officer), security lead, or incident response owner straight away.

Just email it (securely)! CTA

Reviewing Solutions? Look at What Matters

Not every organisation needs the same controls.

But most organisations do need the same outcome: sensitive information reaches the right person, with minimal rework and fewer incidents.

Common Solutions - and the Pitfalls 

Approach Strengths Where Human Error Bites
Standard email + policies Low friction, familiar, quick rollout Relies heavily on perfect checking under pressure - mistakes are still inevitable
Portals for sensitive data Strong control over access and storage Workarounds appear when portals slow down everyday workflows and people resort to email
Secure email platform Protects sensitive content while keeping email usable If policies or alerts are not properly implemented, staff still guess what to protect and when.
Rule-based security Central controls, policy enforcement, reporting Exceptions can push staff to bypass controls if they have no access to apply security manually.

Questions to Ask When You Compare Solutions

  • Recipient assurance: can you add recipient authentication when it matters?
  • Sender experience: does it fit normal working patterns, including busy periods?
  • Recipient experience: will customers and colleagues use it without repeated chasing?
  • Visibility: can you support incident response with tracking and clear status?
  • Containment: can you revoke access if something is sent in error?
  • Admin control: can you set policies by team, risk level, and use case?

If your objective is fewer incidents and fewer bottlenecks, prioritise the approach that reduces decisions for senders and removes uncertainty during response.

And to address outbound email risks with a dedicated secure email solution, you can learn more about Mailock here.

 

FAQs

Is human error really the biggest email security risk?

It is one of the most consistent risks in day-to-day email use, because small slips are common under time pressure.

What is the most common human error in email?

Wrong-recipient emailing is a frequent issue, often driven by autocomplete and outdated lists.

Wrong attachments and reply-all incidents are also common, especially in busy teams juggling multiple cases.

Which secure email features reduce human error?

Look for features that reduce decisions at send time and reduce exposure if a mistake happens: send-time prompts (security alerts), automated encryption rules, recipient authentication, recipient validation, message revoke, tracking, and secure replies.

Should we ban email for personal data?

A blanket ban often creates workarounds and delays service.

A more effective approach is to define what must be protected, then adopt controls that keep email usable while reducing exposure.

What should we do if someone emails personal data to the wrong person?

Start a log straight away, contain access where possible, and confirm what was sent and who can access it.

Then assess the likely risk to people. If the breach is notifiable, report it within 72 hours of becoming aware (where feasible).

If it's likely to result in a high risk, you should inform the affected people without undue delay.

 

References

Consumer Research, Beyond Encryption, 2023

Breach Guidance, Information Commissioner’s Office, 2026

DBIR 2025, Verizon, 2025

Misdirected Email, Proofpoint, 2024

Work Interruptions, Duke Today, 2021

Email Usage, Ofcom, 2021

Reviewed by

Sam Kendall, 24.02.26

 

Originally posted on 26 02 26
Last updated on February 26, 2026

Posted by: Sam Kendall

Sam Kendall is a marketing strategist with over a decade of experience working on how organisations communicate with people through digital channels. At Beyond Encryption, he leads digital marketing, collaborating closely with product and sales on secure, trustworthy customer communications. His work is grounded in research, buying behaviour, and practical experience, with a focus on clarity, consistency, and long-term effectiveness rather than short-term tactics.

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