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Dare Omotosho

About

Dare Omotosho works at the seam between engineering and the business.

Two rooms rarely speak the same language: the technical floor and the boardroom. His career has been spent in the doorway between them, as a technical mentor, cloud engineer, cybersecurity engineer, solutions architect, and AI architect building business-aligned systems, and translating each room to the other.

Dare Omotosho

The through-line

A translator between the technical floor and the boardroom, who builds the systems that connect them.

The story

Technical mentor, cloud engineer, cybersecurity engineer, solutions architect, and AI architect

For more than five years Dare Omotosho has worked across cloud and cybersecurity, as both an engineer and a technical mentor. He stays AWS-certified in Cloud Practitioner and Solutions Architect Associate not for the badge, but because credibility in the room depends on still being able to do the work. He has designed hands-on projects that simulate real business challenges, restructured delivery to cut organizational cost, and resolved the kind of IAM and architecture issues that only surface under real load.

The lesson that drives the work came from teaching. As a technical mentor for Udacity's Cloud Developer program, the ALX AWS program, and currently ALX Cybersecurity, he has supported thousands of engineers across large global cohorts, sustaining live-session satisfaction above 90% and helping learners reach certification and career readiness. Mentoring at every level is not a side project; it is the conviction that engineers should think like the business from the first system they build.

He has also helped shape how those programs work: co-authoring operational playbooks and a technical-mentor blueprint, and contributing to organization-wide initiatives, including research, female-activation strategy, and the integration of AI into core delivery. That last thread is the one that matters most. As AI makes running the tools easy, the durable edge becomes judgment: knowing which trade-off, which system, serves the business. So AI is built into how the work and the teaching happen, with human judgment kept at the centre.

The gap

Your controls get switched off under delivery pressure, and you find out at audit.

The problem is not that the engineers are careless, it is that nobody has ever translated the regulatory obligations into something they can act on without it costing them the release. Closing that gap, and making it hold while the business keeps shipping, is the work.

Off the cloud

Off the cloud, usually behind a drum kit, or deep in a business or psychology book chasing an idea worth building on.

BuilderMentorBoardroom translator

Building the systems that connect the technical floor to the boardroom, and growing the people who will stand in both.

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Builder, mentor, and boardroom translator. Dare Omotosho builds the systems that connect the technical floor to the boardroom, and grows the people who will stand in both.