Your company knows AI matters. You just don't have anyone leading the charge.
The Orlando Group embeds as your fractional Chief AI Officer, bringing the strategy, implementation, and team enablement that turns AI from a buzzword into a competitive advantage. We work with $5M–$50M companies that want to lead in the AI era, not catch up to it.

Three pillars. One engagement.
→ Strategy: AI roadmap, competitive intelligence, monthly executive briefings
→ Implementation: workflow automation, CEO dashboards, AI agents — real systems, not slide decks
→ Enablement: hands-on training that makes your entire team more productive with AI

Founded by Nick Orlando, who spent 8+ years scaling enterprise AI from $0 to $100M+ ARR at Clinc, Kore.ai, and Amelia (acquired by SoundHound). He's been in the room when the math didn't work, and built the systems to fix it.

Operating track record:
$100M+ in pipeline generated
15,000+ qualified leads
$40M+ influenced ARR
$15M+ closed-won as AE/SE

Computer Science from the University of Michigan, where he studied natural language processing before LLMs were the dominant architecture. Based in Metro Detroit. Working with companies worldwide.

The Orlando Group

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The Orlando Group

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Teams

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