Why BobsWork exists

BobsWork — The CEO's Right Hand

Never Build Alone.

Running a company means holding thousands of decisions, half-formed strategies, team dynamics, investor conversations, and competing priorities — all in your head, all at once. The AI tools on the market optimize for productivity. BobsWork is built for something more fundamental: being the strategic partner who never forgets, never loses context, and thinks alongside you when it matters most.

Built to think with you, remember with you, and move with you.

BobOperator Dashboard

Four ways to sharpen your edge.

Think Clearly

Structured check-ins that cut through noise. BobsWork guides you through what's working, what's stalled, and what to act on next.

Remember Everything

Business context that persists across sessions. Decisions, goals, team dynamics — BobsWork keeps the thread so you don't have to.

Decide Better

Decision Desk captures context, weighs options, and tracks outcomes. No more "wait, what did we decide about that?"

Plan & Move Forward

Task boards, weekly briefs, and a Workroom that turns strategy into action — all wired to the same AI that knows your business.

What it does

Remembers Everything

Every decision, strategy, and commitment is logged. Ask "what did we decide about pricing in Q1?" and get a real answer, not a guess.

Thinks Alongside You

Work through decisions in conversation. Not prompting an AI — collaborating with a partner who knows your business inside and out.

Runs Strategy Sessions

Weekly check-ins where BobsWork helps you review progress, surface gaps, and document the decisions that shape your quarter.

Builds Business Plans

Take scattered thoughts and turn them into structured plans — with rationale, dependencies, and milestones that actually make sense.

Tracks What Matters

Follow up on commitments, revisit past decisions, and know exactly where your company stands on any initiative — without chasing your own memory.

Connects to Your Tools

Email, calendar, docs — BobsWork integrates with how you actually work, so it knows what's happening and can act on it.

Core Feature

The CEO Check-In

Once a week, BobsWork walks you through a structured check-in that turns scattered thoughts into documented decisions. It organizes the update into eight categories — no more losing track of what's actually been decided.

Start CEO Check-In
What are you working on right now?

"What are you working on right now?"

Current Focus Progress Made Decisions Made Problems Risks Opportunities Next Steps Questions

Why it works

"You're not confused — you're carrying too many pieces at once. That's not a character flaw. That's the job."
BobsWork, in conversation with a founder

The loneliness of building alone is the silent killer of great companies.

The most successful CEOs in history had right hands — trusted advisors who held context, remembered everything, and helped them think clearly. That level of strategic support used to require a full-time human hire. BobsWork makes that capability available to every business owner, at any stage.

This isn't about AI replacing judgment. It's about AI handling the memory and context so you can focus on the decisions only you can make.

Simple Pricing

Start sharp. Stay sharp.

One plan, everything included. No seat limits, no surprises.

Starter
$19 /month

For founders getting serious about operating their business.

  • 15 credits/month
  • Unlimited chat sessions
  • BobOperator Dashboard
  • Decision Desk
  • Weekly Briefs
  • Business Memory
Start free trial
Pro
$99 /month

For operators running multiple workstreams at scale.

  • 50 credits/month
  • Everything in Growth
  • Advanced Briefs with AI analysis
  • Priority AI responses
  • Dedicated onboarding
  • Early access to new modules
Start free trial

All plans include a 3-day free trial. No credit card required to start.

The goal isn't to automate you out of the picture.
The goal is to make you sharper in the picture.

Never Build Alone.