Fractional AI leadership · Phoenix, AZ

From AI-curious to AI-powered.

Onside helps businesses put AI to work across sales, marketing and operations. You get a seasoned go-to-market leader who builds with AI every day, to find where it pays off, set it up, and run it with your team.

Book a strategy call How to start with AI

At a glance

20+years in technology and the IT channel
3-in-1sales, marketing and operations
16sellers hired and developed
Dailyhands-on AI building, not just advising
Who I work with AI & technology companiesHardware manufacturersGovernment & education sellersSmall & mid-size businesses

Core competencies

Four ways I put AI to work for you.

01

AI-Powered Business

Rebuilding how your business runs, with AI built into the everyday work.

  • AI readiness and opportunity assessment
  • Workflow redesign around AI tools
  • Team training and adoption
02

AI Fractional Leadership

A senior leader on your team part time, without the full-time cost.

  • Fractional Director or VP of go-to-market
  • AI strategy owned and driven, not just recommended
  • Hiring and coaching as you grow
03

AI Sales, Marketing & Operations

One engagement covering the full revenue engine, with AI doing the repetitive work.

  • AI-assisted prospecting and outbound
  • Campaigns, content and AI search visibility
  • CRM, forecasting and reporting automation
04

AI Product Launching

Taking an AI product, or a product built with AI, from idea to first customers.

  • Positioning, use cases and target buyers
  • Offer design, pricing and packaging
  • Channel, government and enterprise go-to-market

How to start with AI

Start small. Prove it. Then scale.

Most businesses don't need an AI strategy deck. They need one workflow that saves real hours, then the confidence to do it again. Here's the path I take clients through.

  1. 1

    Find the friction

    Map where your team loses time: research, writing, data entry, follow-up, reporting. The best first use cases are boring and repetitive.

  2. 2

    Pick one use case

    Choose a single workflow with a clear owner and a number you can measure, like hours saved or responses per week.

  3. 3

    Pilot in 30 days

    Start with tools you can turn on today. Set up prompts, templates and guardrails, and run it with real work, not a demo.

  4. 4

    Measure and scale

    Keep what works, train the team, then move to the next workflow, or to custom agents once the basics are paying off.

Not sure where to begin? A strategy call is the first step. We'll look at how your business runs today and pick the one AI project most likely to pay off first.

AI tools

What AI tools are right for my business?

It depends on the job, not the hype. Start with what you need done, then match the tool to it. These are the categories most businesses use first.

Writing, research & analysis

General AI assistants

Drafting, summarizing, research and working through spreadsheets and documents. The place almost everyone starts.

Examples: Claude, ChatGPT, Gemini

Finding & reaching buyers

AI prospecting and outreach

Building target lists, researching accounts and running personalized email sequences at scale.

Examples: Apollo, Mailshake, HubSpot

Pipeline & reporting

AI built into your CRM

Forecasting, deal summaries and reporting inside the systems your team already uses.

Examples: Salesforce, HubSpot, Zoho

Repetitive workflows

Automation and custom agents

Connecting your tools so routine tasks run on their own, or building an agent for a job unique to your business.

Examples: no-code automation, AI agents built on model APIs

Sensitive data

Private and on-prem AI

Running AI on your own hardware so customer, financial or regulated data never leaves the building.

Examples: AI workstations and local AI appliances

Being found

AI search visibility

Making sure your business shows up when buyers ask AI assistants for recommendations, not just when they search.

Examples: answer-engine and generative-search optimization

Five questions to ask before you buy

A tool that fits your team beats the most powerful one on the market.

  1. What specific task will this replace or speed up?
  2. Does it work with the tools and data we already have?
  3. Where does our data go, and who can see it?
  4. Who on the team will own it day to day?
  5. How will we know in 30 days whether it's working?

Clients

Current engagements.

AI infrastructure manufacturer

AI servers and GPU workstations

AI Fractional Leadership · AI Sales

  • Built the North American sales motion from scratch, with closed revenue and pipeline in the first year
  • Run national solution provider and systems integrator partners
  • Selling into enterprise, university research and federal accounts alongside sales engineers

Connectivity & local-AI hardware brand

Connectivity and on-prem AI products

AI Sales & Operations · AI Product Launching

  • Run government and corporate/enterprise accounts, both end-user and reseller
  • Built a modernized compliance catalog for public sector buyers
  • Shaping go-to-market for a new on-prem AI analytics appliance

Athletic recruiting startup

AI-assisted college recruiting for families

AI-Powered Business · AI Product Launching

  • Turned a four-year family recruiting process into a branded, step-by-step method families run themselves
  • Designed an AI workflow that researches programs and drafts coach emails in the athlete’s own voice
  • Built the offer, pricing, website and free-checklist lead magnet

AI builds

One operator. A team of AI agents behind him.

I'm an operator who builds. Outbound, campaigns, account research, reporting and content all run on AI tools I've built and use every day, so one fractional engagement covers sales, marketing and operations. When we wrap up, you keep the tooling and the playbook.

Claude · ChatGPT Enterprise · OpenAI Codex · Gemini · Salesforce · Apollo · Mailshake

  • 01

    Autonomous outbound agent

    An email campaign agent built on the Claude API, connected to Mailshake and deployed on Vercel.

  • 02

    AI email programs and data oversight

    ChatGPT-powered email programs and an internal app that gives leadership visibility into company data.

  • 03

    Prospecting and list intelligence

    Thousands of contacts from CRM, conference and data-vendor sources merged into one clean, targetable list.

  • 04

    AI search visibility

    Answer-engine and generative-search strategy so buyers find your product when they ask AI tools.

About

Matthew Droeg, founder.

Onside is me: a go-to-market leader with more than 20 years in technology and the IT channel, working full time with a small set of clients. I've led sales, marketing and operations for hardware manufacturers and solution providers, from regional territories to global B2B programs.

I've hired 16 sellers, led teams across North America and EMEA, and work every deal alongside sales engineers. Education and research have been more than half my business everywhere I've worked. Today I use AI in every part of that work, and I help clients do the same.

Verticals I know

Federal & stateAgencies, defense and public sector buyers
EducationHigher ed and university research computing
EnterpriseFortune 500 technology and corporate IT
ChannelSolution providers, resellers and integrators
Financial & healthcareRegulated industries with sensitive data
Small businessOwner-led companies ready to grow with AI

Ready to put AI to work?

Book a 30-minute strategy call. We'll look at how your business runs today, where AI fits, and the first project most likely to pay off. I take on a small number of clients at a time.

hello@onside-ai-consulting.com Phoenix, Arizona · serving all of North America Mon–Fri, 9:00 am – 5:00 pm MST