RideAlong

Make AI pay for itself.

An ambient AI coach that turns AI spend into ROI.

Atif Javed & Daniel Leslie hello@joinridealong.com joinridealong.com
The problem

Companies bought AI for everyone. Almost nobody uses it.

40M+enterprise AI seats sold
3 in 4go unused in any given week
$600M+a month in seats nobody opens

Public vendor disclosures and independent adoption research, 2026. Waste is unused seats at a blended $20 per seat per month.

It does not need to be cut. People just need to be shown how to use it.

Why every fix has failed

Nobody learns from a slide deck.

  • Training decks get skimmed
  • Consultants leave, nothing sticks
  • Prompt libraries assume you know what to ask, when most people do not know what can be automated at all
  • Vendor dashboards count logins, not value

Daniel watched his wife spend hours a week on work AI could do in seconds. Her company had done everything right on paper: told everyone to use AI, bought the seats, hired consultants.

He sat down behind her and taught her on her own work. It stuck immediately. It was the first thing that ever had.

She did not need better training. She needed someone in the chair next to her.

Team

Built for exactly this.

Atif JavedCo-founder
  • Director of Product, Monarch
  • MIT and YC alum, sold his last startup in 2025
  • Observability products at Meta and Coinbase
  • Sold into hospitals, the hardest enterprise buyer there is
Daniel LeslieCo-founder
  • Staff Engineer, Monarch
  • Previously Plaid and Atlassian
  • Three years building in AI: model development at Plaid, financial AI agents at Monarch
  • Shipped Monarch's MCP server with Atif

A year shipping together at Monarch. RideAlong is observability, pointed at work itself, which is what we have both spent our careers building.

What we built

An ambient desktop coach that teaches people to hand work over.

1 · It spots the busywork

Runs quietly on the desktop, learns the shape of the day, and finds the work that repeats. No prompting, no setup.

2 · It teaches, in the moment

A nudge exactly when the work appears, then a guided walkthrough on the real task. The person does every click, which is why it sticks.

3 · It hands the job over

What was a weekly ritual becomes a routine that runs itself, with a human approving. The skill stays with the employee either way.

It works with the AI your company already pays for. Nothing new to buy, nothing new to learn.

See it

Ninety seconds, start to finish.

Why this is defensible

Everyone can count what is automated. We see what should be.

What is automated today. Every tool measures this. Everything that should be and is not. Nobody measures this.
Landscape

Three camps competing for the same budget.

WhoWhat they doWhat they cannot see
WalkMe, Whatfix, Pendo
Digital adoption
Generic walkthroughs inside apps they instrumentedWork outside those apps, and whether anything got faster
Celonis, UiPath
Process mining and RPA
Find automatable flows in system and ERP logsThe desktop long tail, where most white collar waste sits
Copilot dashboards, agent startups
Vendors and agents
Report usage of one tool, or do the work for youOther vendors' tools, and the skills people never gain

We sell recovery of spend already committed, which makes this a CFO purchase rather than an L&D one.

Business model

We get paid when AI pays off.

  • Base: $10 to $15 per seat per month, against the roughly $30 per seat companies already spend on AI.
  • Outcome: $2 to $3 per verified hour saved, capped so finance can budget. About 5% of the value created at a $50 loaded hour.
  • We can price this way because we measured the baseline before automating.
$60Ka year, one 500 seat department
$600K to $900Ka year, full 5,000 seat rollout
~$290MARR at 2M seats and $12 a month, before the expansion products
Market

Every knowledge worker is about to get a seat. Somebody has to make them pay off.

40M+enterprise AI seats today, growing fast
~$14Ba year in current enterprise AI seat spend
1B+knowledge workers, the long term seat pool

Enablement and measurement is a layer above every vendor, so it grows with total AI spend rather than competing for a slice of it. If AI seats become as universal as email, this is a multi billion dollar layer.

Where we are

One month in.

18customer interviews
90%said they would pay
MVPcapture agent running on our own machines

No revenue yet. Both founders go full time on close.

Where it goes

Coaching is the front door. One engine underneath.

NowCoach and measure

Teach people to delegate, prove the hours, show the automation gap.

NextAutomate and spread

Routines that run themselves. Playbooks so one person's skill becomes everyone's.

LaterRun the AI workforce

Automation discovery, spend and vendor scorecards, and supervision for fleets of agents.

Every one of these needs the same thing nobody else has: a live model of how the company actually works.

RideAlong

The work that repeats should not have to.

Bring us one team and one messy week of work. We will show you what RideAlong finds, what it teaches, and what it hands back.

hello@joinridealong.com joinridealong.com
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