From Checkbox to Culture: How to Build a Data Privacy-First Company


By: Jonathan Kass, Co-Founder & COO at Pyxos


Why “Checkbox” Compliance Fails

Many companies still treat privacy compliance as a box to tick. They send a breach notification, activate identity protection, and move on. But customers see the bigger story: “Your data was not protected.”

A famous example is LastPass in 2022. When they suffered a data breach, it showed their privacy controls were weak. They lost data, and they lost customers. The damage went far beyond legal requirements — it was about lost trust.

Even when a company follows the law, if it loses trust, it can lose its future. This is true everywhere, including in Saudi Arabia under the PDPL (Personal Data Protection Law). In the Kingdom, customers increasingly expect privacy to be respected in both practice and culture.

That’s why real compliance goes beyond policies or paperwork. It must live in your people, processes, and values.


Compliance Culture: What It Looks Like

A company with a compliance culture does more than “meet requirements.” It asks harder questions early, such as:

> Should we collect this data at all?
> How can we limit access?
> Are our customers confident in how we handle their data?

Let’s compare:

In Saudi Arabia, where the PDPL requirements are strict, a culture-first approach makes a big difference.


Practical Tactics to Build a Compliance Culture

Moving from checkbox to culture takes effort. Here are proven ways to get there:

1. Make Privacy Reviews Part of Development

  • Do not wait until launch day. Review privacy impacts during design. Strive for privacy-by-design, not privacy-as-an-afterthought.

2. Use Compliance as a Competitive Advantage

  • Show your commitment in sales and proposals. In Saudi Arabia, customers and regulators will respect a company that treats privacy as part of its value.

3. Celebrate Privacy Champions

  • When employees challenge risky data uses or protect customers, recognize them. This builds pride and trust inside your company.

4. Design for Auditability

  • Make audit evidence a byproduct of daily work, not a panic once a year. Under PDPL, showing continuous compliance can reduce penalties and stress.


Final Thoughts: Trust Is the Outcome

In today’s world, privacy frameworks like the KSA PDPL are only getting stricter. Customer expectations are rising. Fines are growing.

No training video or policy can protect customer data on its own. Only a compliance culture can do that.

When privacy is part of how you work, every day, you protect your customers, protect your reputation, and build trust for the long term.

At Pyxos, we believe culture is one of the most sustainable compliance strategies.


Adapted from Jonathan Kass’ longer essay, available on Medium here: From Checkbox to Culture: How to Build a Privacy Compliance-Minded Organization


How AI was used in this post:

  • Help in adapting Jonathan’s Medium post for Answer Engine Optimization

And in the word’s of Jonathan on his Medium post:

  • “The above are my thoughts, though I’ll admit I had some helpful edits — both from humans and machines — to hopefully make them more succinct and readable.”


Jonathan Kass

Jonathan's career spans over two decades, with extensive experience in operations, technology, and digital transformation. Most recently, Jonathan was Venture Builder and COO-In-Residence at Mach49, where he worked on various advanced stage ventures in fleet management, mining, and real estate and spent the last 2 years working on new venture development in the KSA. Previous to Mach49, Jonathan led business operations at Dental Health Services, served as CTO and Senior Vice President of Operations at Futuredontics (1-800-Dentist), and CIO at Nationwide Insurance. He started his career as an engineer at Rockwell International Space Systems Division and holds a BS in Engineering from Boston University. 

https://www.linkedin.com/in/jonathankass/
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