Security Awareness Training Chesterfield & Sheffield
We work with businesses across Chesterfield, Dronfield, Clay Cross, Worksop and Sheffield, helping teams reduce phishing risk and build better day-to-day habits.
If you’ve ever had a “staff clicked a phishing link” moment, you’ll know how quickly it becomes urgent. Cyber security awareness training is about reducing how often that happens in the first place.
Security awareness training that helps people make better decisions under pressure
Phishing emails rarely work because people are careless. They work because people are busy, distracted, under pressure, and trying to get through the day. Good security awareness training should reflect that reality, not just tick a box once a year.
We help businesses choose security awareness training that fits their team, their culture, and how they actually work day to day, so training becomes more relevant, more engaging, and more useful when a suspicious email lands at the worst possible moment.
Why phishing still works in good businesses
Most businesses we speak to already know phishing is a problem. The issue is not usually awareness in the broad sense. It is what happens in the moment. Someone is in a rush. The message looks familiar. It sounds urgent. It appears to come from Microsoft 365, a supplier, a colleague, or someone senior. That is when normal people make understandable decisions quickly.
That is why annual tick-box training often falls short. It may get completed, but it does not always change behaviour when people are juggling work, trying to be responsive, and relying on habit and pattern recognition to get through the day.
The goal is not to make people paranoid. It is to help them pause, spot the signs, and make better decisions when timing, pressure, and familiarity are being used against them.
What is at stake?
- Compromised Microsoft 365 accounts and risky logins
- Invoice fraud and email impersonation
- Data exposure and awkward compliance conversations
- Downtime, clean-up work, and loss of trust
- Insurance questions around whether reasonable controls were in place
- Some insurers now expecting security awareness training as part of cover requirements
What good SAT should help you do
- Reduce phishing clicks and risky logins
- Build a stronger security culture without blame
- Give staff training they will actually complete
- Run realistic phishing simulations that teach something useful
- Support Cyber Essentials, insurer questions, and customer due diligence
- Show where extra support may be needed before a real incident happens
What we often see
- Annual training that is quickly forgotten
- Phishing tests that are too obvious to be useful
- No visibility on who may need more support
- People blamed for mistakes instead of systems improving around them
- Training rolled out once, then left to drift
- No link between awareness training and wider security controls
How we help
We keep it simple. No overcomplicated pitch. No pushing one platform because it happens to suit us. Just a practical route to training that fits your business and helps reduce risk.
We understand your team and your risks
We look at how your business works, how technical your team is, where phishing and account compromise are most likely to hurt, and whether compliance or insurance requirements are shaping the decision.
We recommend the right-fit platform
Different platforms suit different audiences. Some are better for bite-sized automation. Some suit a more managed feel. Others work well for broader reporting or compliance-minded businesses.
We help you run something people will engage with
The point is not just to switch on a licence. It is to build a training programme that feels relevant, gets completed, supports better decisions, and works alongside the rest of your security setup.
Why we don’t just sell one platform
Different businesses need different approaches. A small team may benefit from short, bite-sized training that fits around busy days. A growing business may want more reporting and visibility. Others want something that sits neatly alongside compliance work or cyber insurance conversations.
That is why we work with a small number of trusted platforms rather than forcing one option onto every client. It means we can recommend what genuinely fits your people, your culture, and how your business runs, not just what is easiest to resell.
Huntress SAT
A strong fit for businesses that want story-led, modern training with phishing simulations and a more managed feel. Good where you want something engaging, practical, and easy to roll out without a lot of admin.
- Story-led training content
- Phishing simulations included
- Good fit for a more managed approach
CyberSmart Learn
A good option for businesses that want flexible awareness training with useful reporting and a strong fit for wider cyber hygiene and compliance-minded conversations.
- Flexible training paths
- Useful reporting and visibility
- Helpful for compliance-aware businesses
usecure
Well suited to businesses that want automated, bite-sized and adaptive training that feels easier for busy teams to complete without becoming a burden.
- Bite-sized lessons
- Adaptive training approach
- Good for consistency and automation
Goldphish
A simple, engaging way to deliver security awareness training, phishing simulations and reporting without the usual complexity. Built for businesses that want people to actually take part, not just tick a box.
- Modern, engaging delivery
- Phishing simulation focus
- Promising option for busy teams
Training helps, but training alone is not enough
This is an important point. Security awareness training matters, but it should not be left to carry the whole weight on its own.
What SAT does well
- Helps people recognise suspicious emails and risky behaviour
- Improves confidence around reporting and double-checking
- Builds better habits over time
- Reduces avoidable mistakes
What should sit around it
- Email filtering to block more threats before they land
- Identity protection to spot suspicious logins and account misuse
- Endpoint protection to reduce the impact of a bad click
- Backup and recovery planning in case something still gets through
That layered approach is what gives businesses a better chance of stopping the problem before the click, limiting the damage after the click, and recovering faster if something still slips through.
Security awareness training is starting to show up in insurer expectations
More insurers are asking what steps businesses are taking to reduce human risk, particularly around phishing, account compromise, and email fraud. Security awareness training is increasingly part of that conversation alongside MFA, email security, and endpoint protection.
It does not need to be complicated, but having nothing in place can raise questions. A simple, well-run programme can help demonstrate that your business is taking reasonable, practical steps to reduce risk.
This is for you if…
- You want to reduce phishing risk without turning training into a chore
- You need a programme your team is actually likely to engage with
- You want reporting that helps show where support is needed
- You want training that supports Cyber Essentials, insurance, or due diligence conversations
- You would rather get the right-fit platform than be pushed into one option
This may not be for you if…
- You only want the cheapest annual tick-box module and nothing more
- You expect training alone to solve every phishing problem
- You are not interested in improving email or identity security around it
- You want a silver bullet rather than practical risk reduction
- You are happy with a generic programme that gets completed but changes very little
Frequently asked questions
Do we really need security awareness training if we already have email filtering?
Yes. Good email security is important, but it will not catch everything. Awareness training helps people spot suspicious messages, question unusual requests, and report issues more quickly. The strongest setup is layered, not one-dimensional.
Will staff actually engage with this?
That depends a lot on the platform, the style of content, and how it is rolled out. One reason we work with different options is because different teams respond to different formats. Bite-sized training often works better than long, generic modules.
Which platform is right for my business?
There is no single best platform for everyone. Huntress, CyberSmart Learn, usecure and Goldphish each suit different audiences. The right choice depends on your team size, culture, appetite for automation, reporting needs, and wider compliance pressures.
Does security awareness training help with Cyber Essentials or insurance?
It can support the wider conversation around reducing human risk, improving behaviour, and showing that your business takes phishing and account compromise seriously. It is not a silver bullet, but it is often a sensible part of a stronger overall security position.
How much admin does this create?
That varies by platform and how you want to run it. Some businesses prefer something more automated and lightweight. Others want more control and reporting. Part of our job is helping you choose a platform that fits the reality of your business, not one that creates unnecessary overhead.
What if we already have some form of training in place?
That is very common. The key question is whether it is actually changing behaviour. If the current training is generic, quickly forgotten, or disconnected from the real risks your team faces, it may be worth reviewing whether it is doing enough.
Is security awareness training required for cyber insurance?
It is becoming more common. Many insurers now expect businesses to demonstrate that they are actively reducing human risk, especially around phishing and account compromise.
This often includes some form of ongoing security awareness training alongside controls like MFA, email security, and endpoint protection.
It does not need to be complicated, but having nothing in place can raise questions during underwriting or in the event of a claim. A simple, well-run training programme can help show that reasonable steps are being taken.
If your current awareness training is just ticking a box, it may be worth a closer look
A lot of businesses already have some form of phishing training in place. The issue is that it is often annual, generic, and quickly forgotten. It looks fine on paper, but when someone is busy and a convincing email lands at the wrong moment, it may not be doing as much as you hope.
We can help you work out whether your current approach is good enough, and if not, which platform and style of training would be a better fit for your team.
Training works best when it sits alongside the right protection
Security awareness training matters, but it should not be left to do all the heavy lifting on its own. These services help reduce the chance of a bad click turning into a bigger problem.
Avanan / Harmony Email & Collaboration
Help stop more phishing, impersonation and malicious email threats before they ever reach your team.
Huntress Managed EDR
24/7 monitoring and response for endpoints, helping reduce the damage if something suspicious gets through.
Huntress ITDR
Protect Microsoft 365 identities and spot suspicious logins, account misuse and risky behaviour after a click.
ConnectWise Cloud Backup
Add an extra layer of protection for Microsoft 365 data so deleted or damaged data is easier to recover.
Useful reading around phishing, people and protection
These articles help explain why phishing still works, what happens after a click, and why awareness training needs to sit inside a wider security approach.
They didn’t hack you, they logged in
A plain-English look at how modern attacks often start with account access rather than dramatic “hacking”.
What happens after a phishing click
A strong follow-on piece for anyone who wants to understand the chain of events after someone clicks the wrong thing.
Why blaming staff hurts everyone
A useful article to support your human-first angle and explain why better culture beats finger-pointing.
Why SAT still matters even if you have cyber security
Helps reinforce that awareness training is not the whole answer, but it is still an important part of the mix.
Has your cyber insurance form asked about staff training?
Some cyber insurance forms now ask about security awareness training, anti-phishing training, phishing simulations and social engineering fraud controls. If you need to show useful evidence for a broker, insurer or client, this guide explains what small businesses should check before ticking the box.
Read the cyber insurance and staff training guideBacked by the world's leading cyber defenders
Meet Kevin: Founder & lead security consultant
Kevin has spent over 20 years solving real-world IT and cyber security challenges for organisations like yours. His approach is refreshingly straightforward: listen first, understand your constraints, then build security that actually works within your budget and compliance requirements.
Beyond technical expertise, Kevin brings a deep understanding of how organisations really operate, gained through years serving as a Parish Councillor, school governor, and charity trustee. He knows what it’s like to balance competing priorities, stretch budgets, and maintain public trust.
Whether you’re dealing with a security incident or simply want an honest assessment of your current protection, Kevin provides clear guidance without the sales pitch.
Ready to discuss your security needs?
Contact Kevin directly – no lengthy sales process, just practical advice from someone who genuinely wants to help.
Meet Kevin: Founder of Black Swan
Concerned about cyber security? Need advice or a tailor-made quote? Kevin is here to help you!
From actionable advice to helping you to see where you could be at risk, Kevin will help you to get your business on a path that is secure-by-design and ready for the unthinkable.
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