How I use AI

Sales is the craft. AI is the leverage.

This is my actual setup: the tools I drive every day, the assistants that run on their own, and the one rule that holds it together. Nothing goes out without my review.

Something I built

AI Sales Stack

An independent tracker of 40 sales tools and whether they actually connect to Claude and ChatGPT. Every entry is checked against vendor docs.

See the tracker →
40sales tools tracked
2assistants: Claude & ChatGPT
100%sourced to vendor docs
New guide

Grok Bot sales setup guide

Ready-made sales bots, which to start with, and the guardrails to set first.

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01 · The Toolkit

What I use hands-on

Reusable playbooks and standing workspaces I built in Claude. Each one replaced something I used to do by hand.

Built in Claude

Account research

Employee count, leadership changes, YoY growth, news and initiatives, 10-K areas of concern and competitor news.

What I get: A one-page account brief before the first call.

Deep research

Sends research agents across many sources at once to compare options, trends and markets, then pulls it into one narrative report.

What I get: A sourced report on a market, industry or question in one pass.

Outreach plan

Builds short, personalized outreach and works with scheduled tasks to build the follow-up cadence.

What I get: Drafts in my voice, queued on schedule. I edit and send.

Anti-slop editor

Flags and strips AI filler from any draft before it goes out.

What I get: Copy that sounds like a person wrote it.

MEDDIC Salesforce updates

Sorts raw call notes into the MEDDIC framework, field by field, ready for Salesforce.

What I get: Clean opportunity updates in minutes, with gaps flagged.

02 · The Team

Grokbot: Nine assistants. One point of contact.

I ask Oakley, my chief of staff. Oakley assigns the right assistant, and every result comes back to me for review. It covers my work and my life outside it.

Runs on Grok

Oakley

Work + personal

Chief of staff · On demand + routines

Runs the team: assigns work, schedules routines, does research and routes every output to me.

I get: Answers, research write-ups, one place to ask.

Scout

Work

Daily 7:30 AM · Sunday recap

News and feed digest across AI, markets, sales and sports.

I get: One consolidated morning brief.

Quill

Work

Weekly

Drafts social posts from the weekly content plan.

I get: Drafts only. I edit and post.

Echo

Work

Per episode

Transcribes podcast episodes, reads Substack and socials.

I get: Cliff notes summaries and quotes with post angles.

Ledger

Work

On demand

Qualifies prospective jobs the way I qualify prospects: company scoring, referral paths, interview prep.

I get: A scored target list and drafts. I apply.

Compass

Personal

Weekly digest · Threshold alerts

Investing research: finds and vets ideas, tracks a watchlist, and flags insider-buying clusters and big moves in public filings. Bull case, bear case and the source for every idea.

I get: One short weekly digest, alerts only when a flag is real. Research only. I make every call.

Iron

Personal

Weekly plan · Daily log

Builds a weekly strength plan around 10-rep sets, with a picture of every movement. I log workouts and meals in chat, by quick text or a photo.

I get: A running daily and weekly fitness log with protein and calorie tracking.

Basil

Personal

Weekly plan · Daily 5 PM

Builds weekly dinner plan based on meal history, cooks I follow, and social feed recommendations.

I get: Weekly dinners and grocery list. At 5pm I get the recipe bullet instructions (No scrolling!)

Juniper

Personal

Thursdays

Plans my Fridays. Checks the forecast, then weighs dog-friendly spots, seasonal events, games and drive times to pick what actually fits the day.

I get: A shortlist of plan options, ready to pick from Thursday night.

How work flows

Oakley takes in the signal and hands each job to the right assistant. Every path ends with me.

Signal in

Social feeds
Podcasts
Filings + news
Job boards
Substack
Market data
Meal + workout logs
Weather + events

Routes

Oakley
Chief of staff: routes, schedules, researches

Assistants

Work

Scout · brief
Echo · quotes
Quill · drafts
Ledger · targets

Personal

Compass · watchlist
Iron · fitness log
Basil · dinner plan
Juniper · Friday fun

Review

Tyler reviews
Nothing leaves without me

I act

Act on the brief
Post it myself
Apply / reach out
Investing calls
Train and cook
03 · Guardrails

The rules that keep it useful

01

Drafts, not sends

AI writes the first version. I edit, and I hit send.

02

Nothing external without review

Posts, applications and outreach all pass through me first.

03

Research, then validate

AI does the digging and cross-checks the sources. I confirm what matters before I act on it.

Get in touch

Want a setup like this for your team?

Or want a rep who already works this way? Let's talk.