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How Hackers are Using AI to Target Small Businesses

  • Writer: Shawn Donaldson
    Shawn Donaldson
  • 11 minutes ago
  • 8 min read

A square in the middle of the screen reads "AI"

Artificial intelligence is changing the way businesses work. From automating repetitive tasks to helping employees write emails, analyzing information, and improving productivity, AI has quickly become part of the modern workplace.


Unfortunately, businesses aren't the only ones taking advantage of the technology.


Cybercriminals are also using artificial intelligence to make their attacks more convincing, more efficient, and potentially more difficult to detect. For small and midsize businesses, this creates a growing cybersecurity concern. A company doesn't need to be a large corporation to become a target. In fact, smaller organizations can be especially attractive to cybercriminals because they may have fewer security resources while still maintaining valuable financial and customer information.


The good news is that businesses don't need to stop using AI. Instead, they need to understand how attackers are using it and take the appropriate steps to protect their people, systems, and data.


How is AI Changing Cyberattacks


Traditional cyberattacks often require significant time and effort. A criminal may need to research a target, create convincing phishing messages, identify vulnerabilities, or communicate with a victim.


Now, AI can help automate or accelerate many of these activities.


Attackers can use AI tools to generate convincing emails, research publicly available information, create variations of phishing messages, and make scams look more personalized. Instead of sending the same poorly written message to hundreds of people, criminals can potentially create messages that look like they were written specifically for a particular employee or company.


This makes one of the most important cybersecurity defenses more difficult: recognizing when something doesn't look quite right.


For small businesses, that means cybersecurity can no longer rely solely on employees spotting obvious spelling mistakes or suspicious-looking emails. Organizations need multiple layers of protection.


  1. AI Makes Phishing Emails More Convincing


Phishing remains one of the most common ways attackers attempt to gain access to business systems.


Historically, phishing emails could sometimes be identified by obvious warning signs: strange grammar, unusual wording, generic greetings, or poorly formatted messages.


AI makes it easier for criminals to create polished, professional-looking communications.


An attacker could potentially create a message that appears to come from a company executive, vendor, customer, or financial institution. The message may use appropriate terminology and appear to match the organization's communication style.


For example, an employee could receive an email that appears to come from a company executive requesting an urgent wire transfer. Another employee might receive a message appearing to come from a vendor asking them to review an updated invoice.


The more believable the message is, the more difficult it may be for an employee to recognize the deception.


Businesses should therefore treat employee security awareness as an ongoing process. Employees should know how to verify unusual requests, identify suspicious links and attachments, and report potential phishing attempts.


  1. AI Can Help Personalize Attacks


One reason targeted attacks can be effective is personalization.


Cybercriminals can gather information about a company and its employees from public sources, including company websites and social media profiles. AI can help organize and analyze that information more quickly.


Imagine an attacker discovering that a company's finance manager recently attended an industry conference. They may be able to create a message referencing the event or pretending to be another attendee.


A generic phishing email might be easy to ignore, a message containing specific and familiar details can be much more convincing.


This is why businesses should be thoughtful about how much information employees and organizations make publicly available. While companies don't need to hide their online presence, employees should understand that information posted publicly can potentially be used by attackers.



  1. Business Email Compromise Can Become More Sophisticated


Business email compromise, or BEC, occurs when criminals attempt to trick employees into transferring money, changing payment information, sharing sensitive information, or taking another action that benefits the attacker.


These scams frequently rely on impersonation.


An attacker might pretend to be a company executive and ask an employee to purchase gift cards. They might impersonate a vendor and request that payment information be changed. They could also pretend to be a customer or business partner.


AI can make these communications more convincing by helping attackers create messages that match the language and tone of the person they are impersonating.


This is particularly concerning because the attack doesn't necessarily require sophisticated malware. Instead, it exploits human trust.


Businesses should establish clear procedure for financial requests and other sensitive changes. For example, employees should be required to independently verify unusual payment instructions rather than relying solely on email.

  1. AI Can Improve Social Engineering


Social engineering attacks manipulate people rather than directly attacking technology.


The attacker may try to convince an employee to reveal information, provide credentials, open an attachment, click a link, or bypass a security procedure.


AI can make these attacks more scalable and personalized.


Instead of manually creating each message, attackers can use AI to generate different versions of a scam based on the target. This could allow criminals to experiments with different approaches and determine which messages are the most effective.


The lesson for business is important: cybersecurity isn't just about firewalls and antivirus software.


Your employees are an essential part of your security strategy.


Regular security awareness training can help employees recognize suspicious behavior and understand what to do when something doesn't seem right.


  1. AI Can Be Used in Voice and Impersonation Scams


AI isn't limited to written communication.


Advances in voice-generation technology have created another potential avenue for impersonation scams. Criminals may attempt to use publicly avaliable audio or other information to make fraudulent communications appear to come from someone the victim knows.


For a business, this could mean receiving a phone call that appears to come from an executive, customer, or vendor.


Imagine receiving an urgent call from someone who sounds like your company president asking you to authorize a payment. If the voice sounds authentic, an employee may be less likely to question the request.


Businesses should therefore establish verification procedures for sensitive requests regardless of how convincing the communication appears.


If someone requests a significant financial transaction, a password reset, or a change to payment information, employees should verify the request using a separate, trusted communication method.


  1. AI Can Help Attackers Find Vulnerabilities


AI can also assist cybercriminals with technical aspects of an attack.


Businesses have countless potential entry points: laptops, cloud applications, email accounts, remote access systems, websites, mobile devices, and network infrastructure.


Attackers may use automated tools to identify exposed systems or look for weaknesses.


This makes proactive security particularly important for small businesses.


Software should be regularly patched. Devices should be monitored. Unnecessary accounts should be removed. Security configurations should be reviewed. Vulnerabilities should be identified and addressed before attackers have an opportunity to exploit them.


A business doesn't have to wait for an attack to discover that something was overlooked.


  1. Stolen Credentials Remain a Major Risk


AI doesn't eliminate traditional cyber threats. Instead, it can make existing threats more effective.


Stolen usernames and passwords remain valuable to attackers because compromised credentials can provide direct access to business accounts.


If an employee uses the same password across multiple services, a compromised password could potentially expose more than one account.


Multi-factor authentication is one of the most important ways businesses can reduce this risk.


Even if an attacker obtains a password, MFA can provide an additional layer of protection by requiring another form of verification.


Businesses should consider MFA a basic security requirement for important accounts, particularly email, cloud applications, remote access, and administrative accounts.


  1. AI Increases the Importance of Microsoft 365 Security


Many small businesses rely heavily on Microsoft 365 for email, documents, collaboration, and other essential operations.


That makes Microsoft 365 accounts valuable targets for cybercriminals.


A compromised account can potentially provide access to sensitive emails, files, contacts, financial information, and other business data.


Organizations should review their Microsoft 365 security settings regularly. Important considerations include MFA, identity protection, email security, access controls, administrative privileges, suspicious login monitoring, and appropriate backup strategies.


Simply having Microsoft 365 does not mean your organization is automatically protected from every cyber threat.


The configuration and ongoing management of your environment matters.


  1. Employees Need to Know What AI Can and Cannot Do


Businesses should also address AI directly with their employees.


Employees may already be using AI tools to summarize documents, write emails, analyze information, or perform other tasks. Without clear policies, they may unintentionally share confidential business information with an AI platform.


A company's AI policy should explain what information employees can and cannot enter into AI tools.


For example. employees may need specific guidance regarding:

  • Customer information

  • Financial information

  • Passwords and credentials

  • Confidential business documents

  • Intellectual property

  • Employee information

  • Sensitive contracts


AI can be an incredibly useful business tool, but employees need to understand that convenience should not come at the expense of security.


How Can Businesses Protect Against AI-Driven Cyberattacks?


The best defense isn't one specific security product. Businesses need a layered cybersecurity strategy.


Important measures include:


Use Multi-Factor Authentication


Require MFA on critical business accounts to reduce the risk of compromised passwords.


Keep Systems Updated


Regularly install security patches and updates for operating systems, applications, network equipment, and other devices.


Train Employees


Provide regular security awareness training so employees understand phishing, social engineering, business email compromise, and other threats.


Secure Email


Use appropriate email filtering and security tools to identify malicious message, links, and attachments before they reach employees.


Monitor Your Environment


Proactive monitoring can help identify suspicious activity and potential security problems before they become major incidents.


Protect Your Backups


Maintain reliable, tested backups that can be used to recover important information if systems are compromised.


Limit Administrative Access


Employees should only have the access they need to perform their jobs. Limiting unnecessary administrative privileges can reduce the potential impact of a compromised account.


Establish Verification Procedures


Create clear procedures for sensitive requests such as wire transfers, password resets, vendor payment changes, and access to confidential information.


Create an Incident Response Plan


Businesses should know what to do if an attack occurs. Having a plan in place before an incident can help reduce confusion and minimize downtime.


AI Doesn't Have to Be the Enemy


The rise of AI-powered cyberattacks doesn't mean businesses should avoid AI.


AI can provide significant benefits when implemented responsibly. It can help employees become more productive, automate repetitive tasks, and support business growth.


The key is understanding that attackers have access to many of the same technological advancements.


As cybercriminals become more sophisticated, businesses need to become more proactive about security.


For small and midsize businesses, that can be difficult to manage without dedicated cybersecurity expertise. A strong IT partner can help monitor systems, identify vulnerabilities, secure cloud environments, educate employees, maintain backups, and develop a strategy that evolves as threats change.


Protecting Your Business From the Next Generation of Cyber Threats


AI is changing cybersecurity, but many of the fundamentals remain the same.


Strong passwords, MFA, employee training, secure configurations, regular patching, reliable backups, monitoring, and a well-developed incident response plan remain essential.


What has changed is the sophistication of the people trying to get around those defenses.


Small businesses should not assume that they are too small to be targeted. Cybercriminals are looking for opportunities, and automated technologies can make it easier for them to target organizations of all sizes.


The most effective approach is to prepare before an attack happens.


By combining technology with employee awareness, proactive monitoring, and a comprehensive cybersecurity strategy, businesses can significantly improve their ability to recognize, prevent, and respond to AI-assisted attacks.


The goal isn't to eliminate every possible risk. It's to make your business a much harder target, and to ensure you have the right protections and people in place if an attacker does get through.



 
 
 

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