October 2026 Mastermind

AIOS Self-Assessment: Where's Your Stack?

You saw the 7 layers this morning. Now let's find out where you actually stand. Answer honestly, not aspirationally. Your responses drive what we build live this afternoon. About 3 minutes.

0 of 14 answered

Part 1

Snapshot

A quick read on where you're starting from.

Your name

So we can follow up on your pain point.

Which best describes AI in your world today?

AI as Assistant I use chat tools ad hoc for drafts, questions, and quick wins. AI as Strategic Partner AI regularly shapes my thinking, analysis, and decisions. AI as Exoskeleton AI runs pieces of my operation with real structure behind it.

What are you working with?

Select all that apply.

Who's using it?

Just me Me plus one or two others Most of my team

Part 2

Rate Your Stack

For each of the seven layers: 1 means it doesn't exist, 3 means partial and inconsistent, 5 means dialed in.

Identity

My AI knows me. It writes in my voice and works from my priorities and non-negotiables without me re-explaining them every session.

Context

My AI knows my business. The key facts about my company, clients, and projects live somewhere it can pull from on demand, not re-typed into every prompt.

Skills

My repeatable work is captured. My recurring workflows exist as documented, reusable instructions that produce consistent results.

Memory

It gets smarter over time. Lessons, decisions, and preferences from past work carry forward instead of resetting to zero.

Connections

It can reach my systems. My AI is connected to where my real data lives: email, calendar, CRM, project management, files.

Verification

I can trust the output. I have a reliable way to catch errors and AI slop before work product goes out the door.

Automations

Work happens without me. At least some workflows run on schedules or triggers instead of waiting for me to kick them off.

Part 3

Point Us at the Target

If we build one thing together this afternoon, which layer would move the needle most for you?

Pick up to two.

Identity Teach it who I am. Context Give it what I know. Skills Capture my repeatable work. Memory Make it improve over time. Connections Plug it into my systems. Verification Make the output trustworthy. Automations Make work happen without me.

Where would you point it? Pick the work you'd most want AI handling better.

Pick up to two.

Inbox and communication triage Meeting prep and follow-through Client or customer deliverables Marketing and content Financial analysis and reporting Hiring and people operations Research and decision support Personal productivity and planning

Part 4

Your Pain Point

In one or two sentences: what's the single biggest pain point you want us to tackle live today?

Name the recurring task and how often it happens. "Follow-up emails after sales calls eat two hours a week" beats "email."

Your responses go straight to the stage. We read every one before the build.

Got It. See You at the Build.

Your assessment is in. You can view the tallied responses as they continue to flow in at survey.dewwealth.com/results. You should be redirected there shortly.

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