Strategic Advisory & Consulting

Value, Accelerated

The insurance industry has never seen an opportunity to create massive value like today. Get there faster.

Combining C-level experience with hands-on knowledge of how AI works at the ground level to deliver real value on accelerated timeframes.

Three decades operating across

Global P&C carriers · PE-backed MGAs & Brokerages · Tech Startups

What I do

Strategic Perspective with Real Results, Fast.

Traditional strategic advisors aren’t close enough to the details of modern technology execution. SI/Delivery partners aren’t aligned with your timeline or budget. I offer real experience with rapid and modern technology execution.

COO experience across the entire insurance value chain. A track record of operating from startup scale to global enterprises.

Everything in technology, and its potential impact on your business, has changed in the last year. I can help you realize the benefits ahead of your peers.

How I can help

Three ways to work together.

01

Strategic Advisory

Ongoing partnership for PE/VC firms, boards, and leadership teams making consequential decisions.

02

Scoped Engagements

Defined-scope projects - tech and ops strategy, bottoms-up operating review, guided implementation.

03

Interim Operating Roles

Stepping into Interim COO, CIO, or CTO seats during a transition, integration, or accelerated transformation.

See full services and engagement formats →

Proof, not promises

The Workshop: software I’ve actually shipped.

Visit the Workshop →

Advice about AI lands differently when it comes from someone who builds with it every week. The Workshop is a set of working applications — AI-native tools, data pipelines, and the occasional passion project — designed, built, and deployed in-house. It’s the same ground-level fluency I bring to your business.

Try Before You Buy

Read my latest thinking on AI and insurance

All insights →
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Darryl Siry
Who is Siryous?

I’m Darryl Siry.

Thirty years operating inside insurance, Silicon Valley tech, Public and PE-backed companies - now an independent practice helping leaders accelerate value.

More about how I work →

The next decision is the one that matters.

If you’ve been struggling to move from ideas to results - let’s talk it through.

Reach out