Field Challenge / Vol. I View Repo
Vol. I No. 01 Field Challenge May 2026

I Turned My Job Into 12 AI Skills

I tracked one real workday. I turned the repeatable parts into 12 AI skills with inputs, outputs, and safety rules. Then I open-sourced the whole kit so other operators can run the same challenge on themselves.

Public repo MIT licensed No email gate Fork friendly
Top-down view of an operator's wooden desk at evening: open leather notebook with hand-written structured columns, closed silver laptop, three yellow sticky notes, two crossed black pens, a black ceramic coffee mug, a small stack of printed papers
Field Notes

One workday tracked. Twelve skills built. Six templates published. Four weeks of practice. All in public, all forkable.

Vol. I · No. 01 · May 2026
Featured Specimen Specimen 01 of 12

One worked example before the catalog. Sample input shown. Sample output shown. Eleven more specimens follow.

01 Capture

Daily Work Capture

/01-daily-work-capture

Turns a messy day of meetings, follow-ups, and decisions into a clean task log you can mine for patterns.

Job Pain
Work is scattered across meetings, messages, and notes.
Tools
Calendar · Email · Notes · Chat · Task manager
Inputs
Rough workday notes
Outputs
Clean task log with categories and automation potential
Safety
Do not expose private people or customer details.
Read README
Sample Input
Morning leadership meeting, reviewed pipeline issues, answered three follow-up questions from the sales team, checked the Monday scorecard, researched two AI tools, drafted a LinkedIn post, sent a handoff to operations.
Sample Output
TASK                          CATEGORY    WORK TYPE         AUTO
Morning leadership meeting    Meeting     Judgment-heavy    Med
Pipeline review               Report      Judgment-heavy    High
Sales follow-up answers       Follow-up   Repeatable        High
Monday scorecard check        Report      Repeatable        High
AI tool research              Research    Research-heavy    Med
LinkedIn draft                Content     Repeatable        High
Operations handoff            Handoff     Admin-heavy       High
From the Author

Most AI advice starts with tools.

This project starts with the job.

I wrote down how I spent one real workday. Not the job description version. The real version.

Better one-off questions aren't the move. Teaching the system how your work actually works is.

I open-sourced the kit. Twelve skills, six templates, launch copy, a community guide.

Other operators can run the same challenge on themselves.

Your turn.

DeShawn Smith Vol. I · May 2026
The Other 11

Same anatomy. Eleven more jobs.

Every skill below carries the same five-field spec as the featured specimen above. Job pain, tools it touches, what you give it, what it produces, and what it will not do.

02 Strategy

Repeat Task Finder

/02-repeat-task-finder

Reads your workday log and surfaces the top automation candidates ranked by leverage and risk.

Job Pain
Operators don't know what to automate first.
Tools
Notes · Spreadsheet · Task manager
Inputs
Completed workday log
Outputs
Top skill candidates with job pain, input, output, and boundary
Safety
Do not automate final human judgment.
03 Decisions

Meeting To Action Plan

/03-meeting-to-action-plan

Turns meeting notes or a transcript into decisions, owners, deadlines, risks, and a clean handoff.

Job Pain
Meetings create loose threads and unclear ownership.
Tools
Calendar · Notes · Google Docs · Team chat
Inputs
Meeting notes or transcript
Outputs
Decisions, owners, deadlines, risks, next steps
Safety
Do not invent owners or deadlines.
04 Communication

Inbox Follow-Up Drafter

/04-inbox-follow-up-drafter

Drafts the follow-up message you've been meaning to send. Never sends automatically.

Job Pain
Follow-up takes too long and is easy to forget.
Tools
Email · GoHighLevel · Slack · Google Chat · Notes
Inputs
Original thread and desired outcome
Outputs
Draft follow-up message
Safety
Draft only, never send automatically.
05 Systems

Tool Workflow Brief

/05-tool-workflow-brief

Translates business systems into plain English so any leader can understand the workflow without a demo.

Job Pain
Business leaders need system flows explained plainly.
Tools
Arive · GoHighLevel · Supabase · Airtable · Zapier
Inputs
Tool names and a workflow question
Outputs
Plain-English workflow brief and risk points
Safety
Do not expose secrets or recommend unsafe production changes.
06 Reporting

Scorecard Explainer

/06-scorecard-explainer

Turns a report full of numbers into a one-page explanation with a headline, insights, and a recommended action.

Job Pain
Reports show numbers without clear action.
Tools
Spreadsheet · Dashboard · Database · Reporting tool
Inputs
Report data and the audience
Outputs
Headline, insights, changes, recommended action
Safety
Do not invent reasons behind the numbers.
07 People

Coaching Prep

/07-coaching-prep

Preps a focused, respectful coaching conversation built around one specific outcome.

Job Pain
Coaching conversations need focus and care.
Tools
Performance dashboard · Notes · Calendar · Training library
Inputs
Role, performance snapshot, desired outcome
Outputs
Coaching goal, affirmations, challenge, questions, commitment
Safety
Do not diagnose personal issues or shame people.
08 Knowledge

Playbook Builder

/08-playbook-builder

Turns process notes that live in one person's head into a usable playbook with steps, examples, common mistakes, and a checklist.

Job Pain
Repeatable processes live in one person's head.
Tools
Notes · Google Docs · Internal wiki · Training library
Inputs
Process notes and audience
Outputs
Practical playbook with steps, examples, mistakes, checklist
Safety
Do not make unsupported claims or publish private examples.
09 Compliance

Compliance First Pass

/09-compliance-first-pass

Reviews public-facing content for risky claims before legal sees it. First pass only.

Job Pain
Public content can make risky claims before review.
Tools
Website copy · Email draft · Social post · Ad draft
Inputs
Draft content and channel
Outputs
Risk flags and safer wording options
Safety
Not legal advice. Does not approve publishing.
10 Research

Founder Research & Feedback

/10-founder-research-and-feedback

Tests an AI startup from a real operator's perspective and produces a useful founder message instead of a vague review.

Job Pain
AI tool opinions are often vague or hype-driven.
Tools
Search · Product site · Notes · LinkedIn · Email
Inputs
Startup name, trial notes, role context
Outputs
Useful, hype, missing, pay-for-it test, founder message
Safety
Do not claim you tested what you did not test.
11 Public Work

LinkedIn Build-In-Public Post

/11-linkedin-build-in-public-post

Turns a real workday or shipped project into a LinkedIn post with hook, action, lesson, and a question.

Job Pain
Real work doesn't automatically become public learning.
Tools
Notes · GitHub · Portfolio site · LinkedIn
Inputs
What you built and what changed
Outputs
LinkedIn post with hook, action, lesson, question
Safety
Do not exaggerate or reveal private details.
12 Field Test

Scary Tool Review

/12-scary-tool-review

Tries the intimidating tool you've been avoiding and produces an honest field report with what worked, what broke, and what to do next.

Job Pain
Intimidating tools get ignored or blindly hyped.
Tools
Local AI tools · Browser agents · Developer tools · Notes
Inputs
Tool name and experiment notes
Outputs
Honest field report
Safety
Do not connect sensitive systems casually.
The Challenge

Four weeks. One real workday at the center of all of it.

No theory week. No "intro to AI" week. Every week ships an artifact you can point to.

Week 01 · Track

Capture the real day.

Track meetings, follow-ups, reports, decisions, research, coaching, and handoffs. Use the day-tracker worksheet. Don't pretty it up. The point is the real version of your work, not the job description version.

Week 02 · Build

Turn the repeatable parts into 12 skills.

Each skill gets a job pain, an input, an output, a tool boundary, and a safety rule. Use the skill-readme template. Build skills you'll actually run again, not skills that sound good in a deck.

Week 03 · Publish

Push the repo and the portfolio.

Publish the GitHub repo. Build the portfolio site with one agent card per skill. Write the LinkedIn post. The work has to be visible to count.

Week 04 · Test

Try the field. Message the founders.

Search "AI for [your job]." Try every tool that comes up. Score each one. Message the founders with operator-level feedback. Try one tool that scares you. Take one tactical course. Then loop.

The Kit

Everything you need to run the challenge on yourself.

Six worksheets, two LinkedIn posts already drafted, and a four-week facilitator guide if you want to run this with your team or community. No email gate. One click to open.

Templates
Six worksheets that walk you through the challenge step by step. Day tracker, skill README scaffold, startup scorecard, founder message, scary-tool review, and tactical course notes.
Launch Copy
Two LinkedIn posts already drafted in the right voice. Drop in your links and post when ready. The launch post and a 7-day follow-up.
Community Guide
A four-week facilitator guide for running the challenge inside your team or community. Pacing, weekly meeting agendas, proof-of-completion checklist.
Common Questions

Five things operators ask before they start.

How long does this actually take?
Four weeks, about four to six hours of real work total. Week 1 is one workday tracked. Week 2 is six 30-minute sessions. Week 3 is one afternoon. Week 4 runs at your own pace.
Do I need to write code?
No. Every skill is a markdown prompt. If you can paste text into Claude or ChatGPT, you can run any of these. The portfolio site is one Astro template you can fork without touching a build system.
What if my job is different from yours?
Most skills generalize. Daily Work Capture, Meeting To Action Plan, Coaching Prep, Compliance First Pass, and Founder Research work the same in operations, sales, marketing, recruiting, and consulting. The mortgage-specific examples in the README are swap-and-go.
Do I need an API key or a paid AI tool?
No. The skills run on whatever AI tool you already use. Claude, ChatGPT, Gemini, all work. Week 4's optional founder-research and tactical-course steps sometimes touch paid tools, never the core twelve.
Can I rebrand this for my industry?
Yes. The repo is MIT licensed. Fork it, replace the mortgage examples with yours, ship Vol. II. Tag me when you do, and I'll repost the good ones.

I stopped asking AI vague questions. I started giving it my actual job.

DS · May 2026
About

DeShawn Smith.

I'm the COO at CMS Mortgage Solutions. I run a 115-LO shop across 27 states. I'm not an engineer.

A year ago I couldn't tell you the difference between an agent and a chatbot. Today most of the operator side of my company runs on the skills you see on this page.

This challenge is the system that got me from there to here. I open-sourced the whole thing because most operators are watching keynotes instead of shipping. That has to change.

Role
COO, CMS Mortgage Solutions
Scale
115 LOs · 27 states
Stack
Claude · Supabase · Next.js
Edition
Vol. I · May 2026

Now run it on yourself.

DS · Tag me when you ship Vol. II
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