Three decades of IT
A new chapter in AI

Founded by Kenneth Tolcou — a 30+ year IT infrastructure veteran — and joined by VP of Sales & Marketing Nancy Pavlich, AI Upside Group brings real-world expertise and enterprise-grade sales experience to San Diego's small business community.

Our Mission

Our mission is simple, eliminate repetitive tasks and optimize your tech stack so you can outpace the competition.


Mission Statement

To grow a vibrant AI thought‑leader community in San Diego and build a profitable, AI‑forward consulting practice that helps small and midsize businesses use AI to their best advantage.


Let us make a difference in your day-to-day activities. Get a free readyness assessment.

The people behind AI Upside Group

Decades of combined experience in technology, sales, and marketing — bringing real-world expertise to every client engagement.

Kenneth Tolcou

Kenneth Tolcou

Founder & Lead Engineer

Ken has been solving technology problems for San Diego businesses since 1990. He founded The Personal PC in the 90s, serving 600+ local companies with full-range IT services, and spent the last decade as a Sr. DevOps / Release Engineer with deep AWS, Azure, and Microsoft ecosystem experience. A former Microsoft Solutions Provider and published author in Visual Basic, MS Access, and MS Office magazines, Ken now brings 30+ years of hands-on infrastructure expertise together with cutting-edge AI skills — certified through Outskill, Databricks, and First Movers AI Labs.

Nancy Pavlich

Nancy Pavlich

VP of Sales & Marketing

Nancy brings 20+ years of enterprise sales experience from HP, plus 2 years at Dell, making her one of the most seasoned technology sales professionals in Southern California. Her deep understanding of how small and medium businesses buy technology — combined with her instinct for what actually drives adoption — makes her the perfect partner to help San Diego SMBs navigate the AI transition. At AI Upside Group, Nancy leads all sales and marketing efforts, including client relationships, partnerships, and brand strategy.

What we bring to the table

AI Strategy & Implementation

AI readiness assessments, tool selection, workflow integration, prompt engineering, and responsible AI adoption for SMBs.

Cloud Infrastructure

AWS and Azure architecture, migration planning, cost optimization, and hybrid cloud solutions.

DevOps & Automation

CI/CD pipelines, PowerShell automation, release engineering, and infrastructure-as-code.

Microsoft Ecosystem

Microsoft 365, Entra ID, Exchange Online, Azure AD Connect, Copilot integration, and Graph API.

Training & Education

One-on-one coaching, group workshops, curriculum development, and technical writing for diverse audiences.

SMB IT Operations

Full-stack IT support, hardware/software deployment, network infrastructure, and vendor management.

Industry recognized credentials

Outskill

AI Generalist Accelerator

(2 Week Intesive)

Prompt Engineering, Workflow Automation (N8n), No-Code Product Development, Voice Agent Orchestration, MCP Integration & Deployment, Multimodal AI & Cloning.

✓ Certified — March 2026
Outskill

Generative AI Mastermind

(Weekend Intesive)

Comprehensive generative AI program covering practical AI capabilities for founders and business professionals.

✓ Certified — November 2025
Databricks Academy

Generative AI Fundamentals

Foundational knowledge of generative AI including large language models and practical business applications.

✓ Certified — January 2026
Databricks

AI Agent Fundamentals

Fundamentals of AI agents — automation, task management, and driving innovation with agentic systems.

✓ Certified — December 2025
FM
FirstMovers.AI

Certified First Mover

AI Roadmap, Claude Track, Heygen & Voice Cloning, HighLevel, N8N, Topic Ideation, SEO $ AEO Token Conservation, Quantum, and many others.

✓ Certified — February 2026
FM
First Movers AI Labs

Active Member

R&D AI Labs

Ongoing training and hands-on lab work in emerging AI technologies and tools.

✓ Active Member
Microsoft

Former Microsoft Solutions Provider

Published author: Visual Basic, MS Access, and MS Office magazines.

✓ Legacy
Microsoft

AI Transformation Leader (AB-731)

Strategic AI adoption, governance, and business transformation with Microsoft AI tools.

⟳ Pursuing — Q2 2026
Microsoft

AI Business Professional (AB-730)

Generative AI productivity tools, Copilot, and business workflow optimization.

⟳ Pursuing — Q2 2026
PMICPMAI
PMI

Certified Professional in Managing AI (CPMAI)

AI project lifecycle management, governance, and responsible AI deployment.

◇ Planned — Q3 2026

Training & platform badges

AI moves fast. Continuous learning across multiple platforms ensures our clients get current, battle-tested guidance.

NVIDIADLI

NVIDIA DLI

Deep Learning

Databricks

Generative AI

C

Coursera

AI & ML

inLEARN

LinkedIn Learning

AI Skills

B

Brilliant

AI Fundamentals

HACKME

HackMe

Security & AI

STACKSKILLS

StackSkills

Tech Training

A

Anthropic / Claude

AI Tools