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Bob vs ChatGPT

Keep ChatGPT for thinking. Hire Bob for doing.

You already pay for ChatGPT, and you should keep it. Bob is for the other half of the week: the reports, updates and copying between apps that waste your day.

  • Spending limit on every plan
  • Cost shown under every job
  • Free redo if he gets it wrong
  • Cancel anytime

Every ChatGPT line was checked against OpenAI’s own pages on September 23, 2026. Sources are at the end.

HeyBob
The HeyBob app. Alex asks Bob to email Harbor Foods a short follow-up about last week's order. Bob reads the Gmail threads, checks the open orders in QuickBooks, writes the email, then waits on a Needs a go-ahead card with Approve, Always allow and Deny.

Your Monday, two ways.

Say the weekly numbers go to the team every Monday. Here is how that morning goes.

With a chat

  1. Open the CRM and export last week’s deals.
  2. Open the spreadsheet and export that too.
  3. Paste both into ChatGPT and ask for a summary.
  4. Fix the formatting so it reads right for the team.
  5. Copy it into the channel and post it.
  6. Do it all again next Monday.

ChatGPT did a good job on step 3. Steps 1, 2, 4, 5 and 6 were still yours.

With Bob

  1. The summary is already in the channel, posted before you got there.
  2. Two deals need a follow-up email. He drafted both, and each one waits on a single Approve tap.
  3. Under the post sits a receipt: what it cost, how long it took, and what he touched.

You told him once, “post the pipeline summary every Monday at 9.” That is the whole setup.

What ChatGPT does well, and it does a lot.

ChatGPT is a superb assistant, and it has grown well past a chat box. Here is what OpenAI’s own pages said.

For one person

From free to $100 a month

Free, Go at $8, Plus at $20 and Pro from $100. Plus adds projects, scheduled tasks and custom GPTs, and tasks can fire on Gmail, Slack or GitHub activity.

Inside Slack

A private sidebar

Each person gets a sidebar to draft replies, summarize threads and search messages and files they can already see.

For a team

Workspace agents

On Business, Enterprise and Edu, people build shared agents that connect to apps, run on a schedule and post into Slack. Business is $25 a person a month, two seats minimum.

That last one is close to what Bob does, and we would rather you hear it from us. So here is what is actually different.

What is different about Bob.

Your access

He works as you

OpenAI says an agent in Slack runs every app through one shared account. Bob opens your inbox and your CRM rows, under your own sign-in.

No builder

You hire him, not build him

A workspace agent is built in an agent builder, and only its owner can change it. With Bob, anyone just asks.

Every job

A receipt underneath

What it cost, how long it took, what he touched and who approved it. The OpenAI pages we checked do not describe one.

One price

$75 for the whole team

No per-seat fees, and a monthly cap he will not cross. Bring your own OpenAI or Anthropic key for $349 a month flat.

After hours

He keeps going

Schedules and triggers run after you shut your laptop. The finished work lands where the team already is.

His mistake

Redone free

Job wrong because of Bob? He does it again on us.

On your calls

He takes the meeting notes

Hit record on any call. No bot joins. When it ends, tap Have Bob do it on an action item and he does the follow-up.

Built for you

Pages and apps

One sentence gets a live page of your numbers, or a small app your team works in, hosted by HeyBob.

Your choice

Slack or his own app

Not on Slack? The HeyBob app on Mac, Windows and Linux works on its own.

A finished job in a thread showing the answer and its cost: 96 credits, 4 minutes, 3 tool calls

The receipt. Every answer shows what it cost.

Usage page: 31,480 of 50,000 credits used, with a limit per person and a cap for the workspace

The limit. One cap for the team, one per person. He stops there.

Side by side.

What you can checkChatGPTBob
Price for a team$25 a person a month on Business, two seats minimum, plus workspace credits$75 a month for the workspace, no per-seat fees
Whose loginOne shared account for every app an agent uses in SlackEach person’s own access
Who sets it upThe agent’s owner, in the agent builderAnyone, by asking
Cost of each jobCredit rate card and monthly limitsA receipt under every finished job
Before a changeAgents’ changes ask first by defaultAsks first by default, per app and per action
Meeting notesNot covered on the pages we checkedNotes on any call with no bot, then the follow-ups
Best atThinking, writing and research with a person at the keyboardThe repeat work between your apps

Keep one. Hire the other.

Keep ChatGPT

For thinking.

Writing, research, brainstorming, working a problem through with a person at the keyboard. It is excellent at that, and nothing here asks you to give it up.

Hire Bob

For doing.

The Monday report, the follow-ups from this morning’s call, the numbers copied from one app into another. Bob does them under each person’s own access, with your OK before anything changes and a receipt for every job.

Fair questions.

We already pay for ChatGPT. Why would we add Bob?

Keep ChatGPT for thinking: writing, research, working through a problem. Hire Bob for doing: the reports, updates and copying between apps that eat your week. He works inside your team’s real tools, asks for your OK before anything changes, and posts a receipt showing what each job cost.

Doesn’t ChatGPT have agents in Slack now?

Yes. On ChatGPT Business, Enterprise and Edu, a workspace agent is built in ChatGPT’s agent builder, and only its owner can deploy it to a Slack channel or change its apps once it is live there. OpenAI’s help center says an agent used in Slack must run every app connection through one shared account. Bob works under each person’s own access, and every finished job ends with a receipt of what it cost.

Can ChatGPT run things on a schedule?

Yes. OpenAI lists scheduled tasks from the Free plan up, and event-triggered tasks on Gmail, Slack or GitHub activity for Plus and above. Bob also runs on schedules and triggers, and posts the finished work where the team already is.

What does Bob cost?

Plans start at $75 a month per workspace, half price through December 31, 2026, with no per-seat fees, and you can set a monthly limit he will not cross. The first $100 of work is free for 14 days. With your own OpenAI or Anthropic key, the plan is $349 a month flat and the token bill goes straight to your provider.

Will Bob change things in our tools without asking?

No. Reads are reads. Changes wait for an Approve or Deny tap by default, and you decide per tool and per action what is automatic.

Sources.

Every ChatGPT fact on this page comes from one of these OpenAI pages, checked on September 23, 2026. If one has gone stale, tell us.

Keep ChatGPT. Give Bob the Monday report.

$100 of work, on us. Set up in 2 minutes.

ChatGPT and OpenAI are trademarks of their respective owner. HeyBob is not affiliated with, sponsored by, or endorsed by them.