by Steve Sorbo | May 2, 2025 | Uncategorized
For file transfers, Apple users routinely rely on tools like AirDrop, Messages, email, cloud services, and public sharing websites, but these solutions can fall short when dealing with very large files, sharing across platforms, or confidential data. For such scenarios, Blip offers a reliable solution that works across Macs, iPhones, iPads, Android devices, Windows, and Linux machines. It transfers files of any size directly between devices, with no intermediate servers, encrypting its traffic for security. It handles uncompressed folders, offers high transfer speeds, and automatically resumes interrupted transfers—particularly valuable features when working with large media files or project folders. Blip is free for personal use or $25 per month for commercial use, making it easy to determine if it will be helpful for your business.

(Featured image by iStock.com/Makhbubakhon Ismatova)
Social Media: Looking for a better way to transfer large files across devices and platforms? Blip offers secure, direct file transfers between Apple devices and other platforms, with no size limits and automatic resumption of interrupted transfers.
by Steve Sorbo | May 2, 2025 | Uncategorized
Booting from an external SSD (hard disks are too slow) provides a convenient way to test specific versions of macOS or troubleshoot problems with your Mac’s internal storage. However, a little-known gotcha has caused untold hair loss among those trying to boot from an external drive. Macs with Apple silicon cannot start up from external drives connected to their DFU (device firmware update) USB-C port. The only way to determine which port this is on a given Mac is to look it up on Apple’s website. If your Mac won’t boot from an external drive, connect it to a different USB-C port.

(Featured image by iStock.com/ardasavasciogullari)
Social Media: If your Apple silicon Mac won’t boot from an external drive, the issue may be related to which USB-C port you’re using—the special DFU port cannot be used for booting from external drives. Learn how to identify that port on your Mac.
by Steve Sorbo | May 2, 2025 | Uncategorized
We recently helped someone having trouble with 1Password requesting their password repeatedly on their iPad, but not on their iPhone. Since 1Password’s data syncs between devices, this person didn’t realize they needed to configure the app’s security settings separately for each device. It’s appropriate for 1Password to separate security settings—one device could be used in a much more sensitive environment than another—but it’s also easy to see how a user might be confused about the difference in behavior. All this is to say that if you are annoyed by an app or operating system behaving differently depending on the device you’re using, compare the settings and ensure they’re set appropriately for each device.

(Featured image based on an original by iStock.com/towfiqu ahamed)
Social Media: Is your app behaving differently on different devices? The culprit might be device-specific settings. To avoid frustration, check and synchronize your preferences across all devices to ensure consistent behavior where appropriate.
by Steve Sorbo | May 2, 2025 | Uncategorized
When discussing digital security, we typically focus on preventive measures, such as using strong passwords with a password manager, enabling multi-factor authentication, keeping systems up to date, maintaining regular backups, and training employees to recognize potential security threats. While these practices are essential, they don’t guarantee complete protection.
No one is immune to online attacks—the most security-conscious organizations and individuals can still become victims. Even security experts occasionally click something they shouldn’t have or forget to keep a little-used system up to date. A single employee opening a convincing phishing email, a momentary lapse in judgment, or a zero-day vulnerability can lead to devastating consequences.
According to the FBI’s Internet Crime Complaint Center (IC3), cybercrime-related losses from 2020 through 2024 are estimated at $50.5 billion, with IC3 receiving 4.2 million complaints. Most concerning is the rising trend in the frequency and severity of these attacks.

Given these statistics and the reality that perfect security is impossible, many are looking to protect themselves from possible financial losses. Just as fires and accidents make home and auto insurance necessary, these ever-increasing threats from phishing, malware, and other forms of digital attack make cyber insurance an important consideration for both companies and individuals. We’ll focus on businesses here and explore personal cyber insurance in a future article.
What Is Business Cyber Insurance
Cyber insurance for businesses helps companies recover from security breaches and online attacks. Unlike traditional business insurance policies, cyber insurance focuses on the risks of using technology to operate or to store sensitive data online. Businesses of all sizes are vulnerable, but small and medium-sized businesses are often targeted because they lack the robust security infrastructure of larger enterprises.
Industries that are especially at risk include healthcare, financial services, retail, and professional services, but no sector is immune. You may have cause for additional concern if your company collects customer information, processes payments, or maintains a significant online presence, but realistically, every business that uses email or conducts online banking is vulnerable.
What’s Covered
A business cyber policy typically includes two core types of coverage:
- First-party coverage: This coverage responds to direct costs incurred by your company, including legal expenses, data breach response and notification costs, ransomware payments and recovery expenses, business interruption losses, data restoration, system replacement, and crisis management.
- Third-party coverage: Also known as liability insurance, this coverage protects you against claims from others affected by the breach, including legal defense costs, settlements, regulatory fines and penalties, and PCI-related fines associated with credit card processing.
What’s Not Covered
However, it’s essential to be aware of common exclusions to business cyber insurance, the most important of which are:
- Weak security processes: Insurance doesn’t exempt you from maintaining a strong security stance—if you aren’t requiring strong passwords, providing security training, and correcting known vulnerabilities, the policy won’t cover you. Insurers will likely require verification of minimum cybersecurity practices before providing coverage.
- Prior breaches: Just as health insurance may not cover pre-existing conditions, cyber insurance typically does not cover events that occurred before the policy was taken out.
- Insider attacks or misconduct: Deliberate or fraudulent acts by company leadership or employees generally aren’t covered. Employees are a company’s greatest resource, but they can also be its greatest weakness.
Shopping for Business Cyber Insurance
How much will business cyber insurance cost? It varies based on your company size and revenue, industry sector, type and amount of sensitive data stored, security practices, coverage limits and deductibles, and claims history. That said, small businesses with yearly revenues under $1 million typically have annual premiums ranging from $500 to $2,000. Mid-sized firms often pay between $2,000 and $10,000, and large companies can expect premiums in the tens of thousands.
It’s common—and entirely understandable—to hesitate to purchase cyber insurance due to concerns about the cost. However, the potential financial impact of an incident is often significant. IBM’s 2024 Cost of Data Breach Report found that the average cost of a data breach was $4.9 million globally, but $9.4 million in the United States. Although IBM doesn’t break out costs by company size, those costs are likely for larger companies. Nonetheless, a Financial Times report notes that users at small and medium-sized businesses were twice as likely to encounter threats as those at large companies.
Choosing the right cyber insurance broker is as important as selecting the policy itself, and you’ll want to involve your security team in the search. Look for someone specializing in cyber coverage who has technical expertise in cybersecurity practices, strong relationships with underwriters, and a track record of providing active claims support. A good broker will not only find competitive pricing but also help tailor coverage to your specific risks and ensure you’re prepared to meet underwriting requirements.
When comparing cyber insurance options, pay attention to the details. Confirm that the policy addresses risks specific to your situation and provides sufficient financial protection for your potential exposure. Pay close attention to exclusions—there will be more than those listed above. Research the insurer’s claims process and reputation for responsiveness, as timely support during an incident is crucial. Finally, inquire about additional risk management services offered by the insurer that may provide valuable preventative resources to complement your coverage.
Start Researching Cyber Insurance Now
Unfortunately, the frequency and risk of cyber attacks are on the rise. Proactive security measures are key, but a single mistake or oversight could have dire outcomes. Cyber insurance provides an important safety net in the event of a breach or attack that evades your best efforts.
We won’t pretend that finding and purchasing cyber insurance is simple, but we can help with finding a good cyber insurance broker, evaluating the policy, answering application questions, and ensuring that your company meets the necessary security requirements.
(Featured image by iStock.com/Who_I_am)
Social Media: Cyber insurance can protect your business from crippling financial losses after a security breach. Learn what’s covered, what’s not, and how to shop for the right policy for your company.
by Steve Sorbo | May 2, 2025 | Uncategorized
Apple’s AirPlay is one of those low-level technologies that’s more capable than many people realize. In addition to allowing you to stream video and audio from an iPhone, iPad, or Mac to an Apple TV connected to a large-screen TV, AirPlay also enables you to use that TV as an external Mac display, either mirroring what’s on your Mac’s screen or extending the desktop. It even allows you to turn one Mac into a display for another.
The big win of connecting to a TV comes when you want to demo something from your Mac to a group—it’s a compelling reason to have an Apple TV-equipped screen in a conference room—or when you want to use one Mac’s display from another without the hassle of rearranging cables. In this article, we focus on these external display features, which are helpful to both individuals and businesses alike. There are three ways to use AirPlay to enable another display: mirroring the entire screen, mirroring selected apps or windows, and extending the desktop.
Set Up AirPlay to Receive Video
First, ensure that all devices have Wi-Fi turned on and are connected to the same network. If you’re using AirPlay to a Mac, note the minimum system requirements (primarily macOS 12 Monterey or later). Additionally, if you’re using your own devices, it’s best to be signed in to the same Apple Account.
Second, make sure the screen to which you want to mirror is accessible:
- On an Apple TV, the settings are likely already enabled; however, if not, navigate to Settings > AirPlay and HomeKit and turn on AirPlay. You can also set who can gain access (everyone, anyone on the same network, or only people sharing this home) and require a password. For an office environment, you can turn the Apple TV into a conference room display that provides connection instructions with the screen saver, requires a PIN, and allows you to set a custom message and background photo. Also, note the AirPlay Display Underscan option, which you can turn on to reduce the chance of the screen being cropped or turn off to eliminate black bars. Auto tries to choose for you—in our testing, cropping was sometimes unavoidable.

- On a Mac, go to System Settings > General > AirDrop & Handoff and turn on AirPlay Receiver. The “Allow AirPlay for” menu lets you specify who can access it, and you can require a password.

Mirror Your Mac’s Screen
Apple’s recommended method for mirroring your screen is to open Control Center by clicking its icon at the right side of the menu bar, click Screen Mirroring, and select the desired Apple TV or Mac from the list. Once you do that, your Mac’s screen will appear on the external display.

However, it may not display at a usable resolution. You control the resolution in System Settings > Displays, and you can jump there by clicking Display Settings in either of the two rightmost windows shown above. In the Displays settings screen, from the Optimize For pop-up menu, choose either your Mac or the external display. If you choose the external display, you can select from all available resolutions.

If you’re mirroring to a Mac with multiple displays, a small, dark lozenge in the upper-left corner of the destination screen provides a menu from which you can choose which display to use.
Mirror Selected Apps or Windows
Mirroring your entire desktop is often overkill when all you want to share with the group is one or two windows. As of macOS 15.2 Sequoia, that’s now possible. An added benefit is that you don’t have to worry about others seeing your messy desktop or potentially sensitive information in other windows.
To mirror one window or all the windows in an app, open Control Center, click Screen Mirroring, select the destination display, and then click Change or Choose Content. In the dialog that appears, select Window or App and click Choose Window or App.

Then select the desired window and click either Mirror This Window or Mirror All Application Windows.

You’re not limited to windows from a single app. You can add additional windows by clicking the purple Screen Mirroring menu in the menu bar, clicking Add Windows, and selecting another window. (If you want to stop mirroring one and start mirroring another, select the current window to see a Stop Mirroring This Window button.)
Extend Your Mac’s Desktop
Mirroring is useful for presentations or working with a group, but if you instead want to boost your productivity with additional screen real estate, you can opt to extend your Mac’s desktop to another Mac or TV.
To do so, open Control Center, click Screen Mirroring, select the destination display, click Change, and in the dialog that appears, select Extended Display and click Extend Display.

This option often requires additional configuration to get everything looking the way you want. Open System Settings > Displays and click the second display. First, you may want to select a different resolution to see more or less content on the second display. Clicking Show All Resolutions expands the list, but many of the additional resolutions won’t be ideal. Unfortunately, some desirable resolutions are marked with a “low resolution” tag—they’ll be fuzzier than ideal.

Once you have your desired resolution, you need to arrange the screens appropriately. It’s usually best to match the real-world positioning, so if your second display sits to the left of your Mac, move its representation there so dragging windows and other items on the extended desktop works as you expect. Click the Arrange button, drag the second display into the desired location, and click Done.

Regular Use and Stopping Mirroring
Although it’s simple to start mirroring or extending your desktop and to switch among the various modes, you’ll probably use one of the modes most of the time. The good news is that macOS remembers your previous choice, so if you mirror your entire screen or extend your desktop, clicking Screen Mirroring in Control Center will default to that option the next time you invoke it. Mirroring windows always requires that you pick the window to share.
Regardless of how you’re mirroring your screen, you can stop by clicking Stop Mirroring in the purple Screen Mirroring menu in the menu bar. Alternatively, open Control Center, click Screen Mirroring, and click Stop Mirroring. Or click the Disconnect button in Displays.
On the remote Mac, that small, dark lozenge also provides an X button that ends screen mirroring when clicked from the remote Mac. Turning off the remote Apple TV also works.
Using AirPlay to mirror or extend your Mac’s display to another Mac or TV may not be something that you use on an everyday basis, but it’s a big win when you need to share content with a group, do a presentation, or ramp up your productivity without rearranging cables.
(Featured image by iStock.com/Ratchapon Supprasert)
Social Media: Want to demo something on a big screen? AirPlay can mirror your Mac’s display—or just specific windows—to an Apple TV-equipped TV or another Mac. It’s perfect for presentations, sharing content with a group, or increasing your screen space.
by Steve Sorbo | May 2, 2025 | Uncategorized
Are employees at your company surreptitiously using artificial intelligence tools like ChatGPT, Claude, Copilot, and Gemini for everyday business tasks? It’s likely. An October 2024 Software AG study found that half of all employees use “shadow AI” tools to enhance their productivity, and most would continue using them even if explicitly banned by their employer.
Increased productivity is a good thing, but unsanctioned and unregulated AI use poses risks. A February 2025 TELUS Digital survey found that 57% of enterprise employees admit to entering high-risk information into publicly available chatbots. This includes personal data about employees or customers, product or project details, and confidential financial information like revenues, profit margins, budgets, and forecasts.
A clear AI policy will help a business minimize the risks of using AI tools. These risks include leaks of confidential information, compliance failures, accidental copyright violations, and reputational damage. As AI becomes a routine part of knowledge work, every business—even small firms—must establish an AI policy to maximize the benefits of using AI while safeguarding the company, its employees, and its clients.
Risks Addressed by a Formal AI Policy
Unauthorized AI use can create several types of problems:
- Data security: Employees routinely paste sensitive data—including customer information, financial records, and unreleased products—into public AI tools, thereby losing control over how that data is used. That can make security audits nearly impossible and drive IT staff crazy. Notably, the free versions of ChatGPT (by default, it can be turned off) and Google’s Gemini can incorporate user data into their training models, making it possible that the information could be included in a discussion with someone else.
- Legal and compliance risks: Sharing protected information with non-compliant AI systems could result in penalties during regulatory audits, even if no actual data breach or harm occurs. For instance, using such systems to summarize patient records could violate HIPAA, while using them to analyze customer data could run afoul of the California Consumer Privacy Act (CCPA).
- Unintentional discrimination: Without clear guidelines, the use of AI can lead to unintentional discrimination in hiring, customer service, and decision-making. This may violate ethical standards and expose the company to legal liability.
- Employee confusion: The lack of a coherent AI policy leads to inconsistent practices and uncertainty about acceptable tools and proper procedures, resulting in reduced productivity and increased anxiety about AI use.
Essential Elements of an AI Policy
The specifics of an AI policy vary by the type and size of company, but at minimum, most AI policies should include the following:
- Permitted AI uses and tools: Clear guidelines on the types of tasks employees may undertake with AI assistance and a list of approved AI platforms for business activities
- Data privacy and legal compliance: Rules for safeguarding confidential, personal, and proprietary information when using AI, coupled with rules that ensure adherence to relevant industry-specific regulations and privacy laws
- Human oversight and transparency: Requirements that employees thoroughly review AI-generated content before use and disclose AI involvement when appropriate in client-facing or public materials
- Risk reporting and incident response: Clear instructions for reporting AI-related errors, security incidents, or potential misuses
- Ownership and intellectual property clarifications: Statements affirming that work products created with AI assistance belong to the company. These statements should also address any intellectual property considerations.
Building Your AI Policy
If your company doesn’t already have an established process for generating policies, AI tools can themselves provide a starting point when used thoughtfully. Here’s an approach:
- Prompt an AI tool like ChatGPT or Claude to generate a basic AI policy template. Be explicit about your company’s size, industry, and other relevant details, and be sure to specify that it must cover the elements listed above—you can paste them in. Iterate as necessary until the template has all the required sections.
- Review the generated template carefully, removing generic content and noting areas that need company-specific details.
- Ask for feedback on the draft from key stakeholders, including:
- Leadership to align with company goals and values
- IT team to verify technical feasibility and security measures
- Legal counsel to ensure compliance with relevant regulations
- Department heads to confirm that it will be practical to implement the policy
- Incorporate the feedback to create a policy that reflects your company’s specific needs while maintaining necessary protections.
Remember: An AI-generated template is for starting the conversation. The final policy must be tailored to your organization’s specific needs and thoroughly vetted by relevant stakeholders.
The rise of AI tools in the workplace isn’t just a trend—it’s a fundamental shift in how work gets done. Whether your employees are already using AI tools without oversight or are hesitant to use them due to uncertainty, now is the time to establish a formal AI policy. Start with the template approach outlined above, engage your stakeholders, and develop guidelines that work for your organization. A well-crafted AI policy will help your business harness the benefits of AI while minimizing its risks.
(Featured image by iStock.com/girafchik123)
Social Media: Shadow AI is commonplace in workplaces, with half of employees using unauthorized AI tools and many sharing sensitive data. Learn why your business needs a formal AI policy to harness the benefits of AI while safeguarding against its significant risks.
Recent Comments