23 years in B2B SaaS Go-To-Market at Salesforce, Eloqua, HubSpot, Marketo. Customer Obsessed. Partner Obsessed. Living-In-Market. LinkedIn Member #320,966

Majored in Customer. Minored in Go-To-Market. Live in-Market. 

24 years in B2B SaaS. Early employee at Salesforce (first 100), Eloqua (#13), HubSpot Advisor (2014-2016), Marketo (2018).

Love startups, especially category creators.

Born Sales. Bred Marketing. Building Partnerships. 

I spent six years in management consulting, 52 quarters in software sales at Salesforce and Eloqua, six years doing professional speaking, 2018 reporting to the CEO of Marketo (acquired by Adobe for $4.75B), Limited Partner "LP" and GTM Advisor at Stage 2 Capital and GTM Fund. 

I started investing in 2012 and maintain my personal portfolio of investments in sales and marketing technology startups. I also started advising startups in 2012 and joined my first Board of Directors in 2016. Four of the companies I've advised have had successful exits -- HubSpot, Accompany, DataRPM, and PartnerHacker. 

My work keeps me focused on the changing B2B buying environment and what revenue teams need to do to evolve their culture, skills, processes, data, and technology. 

****If you want to connect with me on LinkedIn, don't send a generic invite.****

Jill Rowley

Kevin J. Neary

Founder & CEO at Orcawise 🚀 AI Advisor 🌍 Investor 🎤 The AI Roadmap Series

I work with regulated organisations under regulatory, workforce, and delivery pressure. My work focuses on operationalising the EU AI Act, ISO/IEC 42001, and the NIST AI RMF with RAIMS™ 

Founder and CEO, Orcawise | Creator of RAIMS™ Responsible AI Management System - AI Governance, Certification & Workforce Enablement | Board Advisor on RAIMS implementation

Author of the RAIMS Report (30k+ readers), a weekly analysis of how organizations implement Responsible AI in practice, and host of the RAIMS Podcast - focused on governance, agentic systems, workforce readiness.

● RAIMS™ (Responsible AI Management System) is my core work. It is used by organizations to support board-level oversight, executive decision-making, and audit-ready AI operations through standards-aligned governance and a four role-based certification system.

RAIMS Certified™ courses include: 

• AI Foundations Associate
• AI Governance Practitioner
• AI Enablement Leader
• AI Systems Architect

These certifications help organizations demonstrate AI literacy, accountability, and control across teams operating in regulated or high-risk AI contexts.

● OIP PROGRAM, since 2016, I also lead the OIP, a structured, work-based model that enables organisations to build internal AI capability while applying RAIMS governance to live use cases.

OIP for Organisations:
• Apply Responsible AI governance in real operational settings
• Build workforce capability under regulatory constraints
• Access OIP professionals trained and certified through RAIMS
• Produce usable documentation, controls, and evidence.

OIP for Professionals:
• 100-day, hands-on experience with deployed AI systems
• Governance, risk, and implementation exposure
• RAIMS certification as part of the program
• 2,000+ alumni professionals have transitioned into consulting, industry, research, and tech

● ENGAGEMENT,  AI Keynote Speaker: keynotes, workshops, and mentoring to 100,000+ leaders across 13 countries, supporting organizations navigating AI adoption, regulation, and workforce change. Recent keynotes include: RAIMS is Your Competitive Edge - New York;  Culture Change & Communications - Ireland; How AI Will Change Your Job - London/Brussels & more.. As a mentor: The AI Roadmap Series across the United States; NovaUCD/CeADAR AI Accelerator - Dublin; MassChallenge - Switzerland & Take-Off Istanbul to mention a few.

My work focuses on turning policy and standards into operational reality - building trust, accountability and workforce capability at scale.

DM me to discuss RAIMS Certification or to start an In-house OIP Program.

Chief Executive leading AI Transformations with Advisory & Services for Entrepreneurs and  Marketers

Is RAG limited to small scale systems like < 10k documents

Kevin Neary

Global Chief AI Governance Officer | RAIMS™: AI Governance, Certification & Workforce Enablement | ISO 42001, EU AI Act, NIST | Serving cross-border US / EU / Ireland regulated enterprises | RAIMS Report (30K+ readers)

🟦 Hedge Fund Group (HFG) - Hedge Funds, Alternative Investments, Commodity Trading, Forex Traders

View group: 🟦 Hedge Fund Group (HFG) - Hedge Funds, Alternative Investments, Commodity Trading, Forex Traders

RAG is broken and nobody's talking about it. Stanford just exposed the fatal flaw killing every "AI that reads your docs" product.

It's called "Semantic Collapse", and it happens the moment your knowledge base hits critical mass. Your embedding model projects documents into 768D space. At small scale, semantically similar docs cluster together. Perfect.

But add enough documents and the space fills up. Clusters overlap. Distances compress. Everything looks "relevant." It matches a finite-time absorption boundary we observed in other ultra-fast decision systems.

The collapse is not semantic — it emerges when variance overwhelms the available decision window. Stanford's findings are brutal:

→ 87% precision drop at 50k+ documents
→ Semantic search worse than keyword search at scale
→ Adding more context makes hallucination WORSE, not better

We thought RAG solved hallucinations. It just hid them behind math.

The Hedge Fund Group is a 16 year old group with over 130,000 members ran by Richard C. Wilson and the Family Office Club, a 4,000+ investor club.  To learn more about Family Office Club please visit FamilyOffices.com, to download our book on capital raising please go to CapitalRaising.com and to see our work interviewing 100 billionaires please go to Billionaires.com.

Our group offers the Certified Hedge Fund Professional (CHP) Designation, learn more about it here: http://HedgeFundCertification.com

Richard Wilson
Text: (305) 333-1155
Richard@FamilyOffices.com

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