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Expert perspectives on private AI infrastructure, enterprise automation, compliance, and operational intelligence.

AI Infrastructure Case Studies Compliance & Risk Enterprise AI Operating Playbooks Operations Security Technical Deep Dives Thought Leadership

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GovCon Compliance Playbook: Win and Stay Audit-Ready in 4 Steps

Operating Playbooks

GovCon Compliance Playbook: Win and Stay Audit-Ready in 4 Steps

A step-by-step operating playbook to meet GovCon compliance requirements, pass audits, and reduce risk. Includes actions, checks, pitfalls, and templates.

February 1, 2026

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Private AI & Data Sovereignty

Operating Playbooks

Private AI & Data Sovereignty: An Operating Playbook in 4 Steps

Deploy private AI without losing control of sensitive data. A 4-step playbook to classify data, architect for sovereignty, secure operations, and verify compliance.

Cabrillo Club·February 1, 2026

Platform Innovation: The Operating System for Modern Growth

Thought Leadership

Platform Innovation: The Operating System for Modern Growth

Platform innovation turns products into ecosystems that scale faster and adapt longer. Learn the leadership moves that make platforms durable and profitable.

Cabrillo Club·February 1, 2026

SEC Cybersecurity Disclosure Rule Compliance

Compliance & Risk

SEC Cybersecurity Disclosure Rule: A Practical Compliance Roadmap

The SEC’s cybersecurity disclosure rule raises the bar on incident reporting and governance. Learn what’s required, common gaps, and a realistic plan to reduce risk.

Cabrillo Club·February 1, 2026

Platform Innovation Case Study: Cutting Time-to-Launch by 45%

Platform Innovation Case Study: Cutting Time-to-Launch by 45%

An anonymized case study of a mid-market tech-enabled services firm modernizing its platform. See the approach, tradeoffs, and measurable gains in 120 days.

Cabrillo Club·February 1, 2026

Infographic for Third-Party Risk Management: A Practical Guide for Leaders

Third-Party Risk Management: A Practical Guide for Leaders

Reduce vendor-related breaches and compliance failures with a modern third-party risk program. Learn the controls, workflows, and metrics leaders need.

Cabrillo Club·January 29, 2026

Infographic for Zero Trust Security: A Technical Guide for B2B Leaders

Zero Trust Security: A Technical Guide for B2B Leaders

Learn how Zero Trust works, what to prioritize first, and how to measure ROI. A technical deep dive for B2B decision-makers.

Cabrillo Club·January 29, 2026

Infographic for Operational Resilience: The New Competitive Advantage in B2B

Operational Resilience: The New Competitive Advantage in B2B

Operational resilience is now a growth strategy, not a risk exercise. Learn how B2B leaders build resilient operations that protect revenue and accelerate execution.

Cabrillo Club·January 29, 2026

Infographic: B2B Content Ops Playbook: Scale Output Without Losing Quality

B2B Content Ops Playbook: Scale Output Without Losing Quality

A practical operating playbook to build a repeatable B2B content engine. Learn roles, workflows, governance, and metrics to scale content with confidence.

Cabrillo Club·January 29, 2026

Hero image for B2B Content Ops Playbook: Scale Quality Without Chaos

B2B Content Ops Playbook: Scale Quality Without Chaos

A practical operating playbook to standardize B2B content production, improve quality, and shorten cycle times. Build a repeatable system that scales.

Cabrillo Club·January 29, 2026

Infographic for The B2B Operating Playbook for Predictable Pipeline Growth

The B2B Operating Playbook for Predictable Pipeline Growth

Build a repeatable pipeline engine with clear roles, metrics, and weekly operating rhythms. A practical playbook for B2B leaders who need forecastable revenue.

Cabrillo Club·January 29, 2026

Hero image for B2B Lead Nurture Playbook: Turn Interest Into Pipeline

B2B Lead Nurture Playbook: Turn Interest Into Pipeline

A practical operating playbook to build a repeatable B2B lead nurture system. Increase conversion, shorten sales cycles, and prove revenue impact.

Cabrillo Club·January 29, 2026

Hero image for B2B RevOps Operating Playbook: Build Predictable Revenue

B2B RevOps Operating Playbook: Build Predictable Revenue

A practical RevOps playbook to align Sales, Marketing, and CS. Define ownership, data, and cadence to forecast accurately and scale efficiently.

Cabrillo Club·January 29, 2026

Hero image for B2B Content Ops Playbook: Build a Scalable Engine

B2B Content Ops Playbook: Build a Scalable Engine

A practical operating playbook to standardize B2B content strategy, production, and measurement. Build a repeatable engine that drives pipeline.

Cabrillo Club·January 29, 2026

Hero image for Private AI Isn't a Model Choice. It's an Information Boundary.

SecurityCompliance & Risk

Private AI Isn't a Model Choice. It's an Information Boundary.

Most AI conversations focus on which model to use. The real question is: where does your data flow when you use it? Understanding information boundaries is the first step to controlled AI adoption.

Cabrillo Club·December 24, 2025

Hero image for The Shadow AI Problem: What Executives Need to Know

SecurityEnterprise AI

The Shadow AI Problem: What Executives Need to Know

AI is already inside your organization. It arrived through browser extensions, personal accounts, and SaaS features you never approved. Here is how to regain control.

Cabrillo Club·December 17, 2025

Hero image for Why Audit Trails Matter for AI Compliance

Compliance & Risk

Why Audit Trails Matter for AI Compliance

AI without audit trails is a compliance liability. Learn why logging every AI interaction is essential for regulated industries and how to implement it.

Cabrillo Club·December 10, 2025

Hero image for From Scattered Tools to Unified Memory

AI InfrastructureEnterprise AI

From Scattered Tools to Unified Memory

Your organization knowledge is trapped in 12+ disconnected tools. Learn how unified AI memory transforms scattered data into compounding institutional intelligence.

Cabrillo Club·December 3, 2025

Hero image for CMMC 2.0 and Your AI Strategy

Compliance & Risk

CMMC 2.0 and Your AI Strategy

CMMC 2.0 is entering phased implementation. If AI touches your CUI, your AI strategy is now a compliance strategy. Here is how to align them.

Cabrillo Club·November 26, 2025

Hero image for The Real Cost of Manual Proposal Workflows

The Real Cost of Manual Proposal Workflows

Manual proposal processes are costing you more than you think. From missed deadlines to burned-out teams, here is the true cost of not automating.

Cabrillo Club·November 19, 2025

Hero image for Building AI That Compounds Institutional Knowledge

AI InfrastructureEnterprise AI

Building AI That Compounds Institutional Knowledge

Most AI implementations are stateless. They help today but forget tomorrow. Here is how to build AI that makes your organization smarter over time.

Cabrillo Club·November 12, 2025