Jack Harris

Making AI practical
for experience businesses.

15 years running a premium London tour company. Now building the AI tools I wished existed.

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The market is splitting. On one side, premium experiences built on human connection — the guide who reads the room, the local who knows the story behind every street. On the other, AI-powered experiences that scale: self-guided tours, personalised itineraries, content that adapts to who you are.

Both sides need what the other has. If your product is human, AI belongs in your systems — marketing, pricing, ops, guest intelligence. If your product is AI-native, the brands that win will be the ones that feel unmistakably human.

That’s the shift I’m building for. Find out where you stand.

Stays

  • Guides
  • Routes
  • Instinct
  • Stories

Shifts

  • Discovery
  • Booking flow
  • Review insights
  • Dynamic pricing
  • Ops at scale

I run Tally Ho, London’s most distinctive bike tour company. 15 years, the last three from a farmhouse in Somerset. I know what breaks when you scale experiences, and what holds.

Before that — years in ticketing tech and a software engineering bootcamp. I’ve sat in the same seat: seasonal revenue, a ten-tab spreadsheet holding everything together, knowing the tools should be doing more of the work.

Then AI changed the equation. I built scripts that mined years of guest reviews. Dashboards that replaced guesswork. A coaching system trained on our own docs. Tally Ho became the laboratory.

Most operators are waiting for someone to sell them a solution. I got bored and built my own. Now I help others do the same.

Jack Harris speaking at a conference.

Core Topics

  • AI workflows for tour operators
  • Turning reviews into coaching and marketing
  • Operating premium experiences remotely
  • Building internal tools before buying software

Upcoming

  • Appetite For More

    Keynote · March 2026

  • Tourpreneur Guest Coach

    Coaching · April 2026

  • Arival 360 Valencia

    AI Q&A + Hands-on AI Power Lab · April 2026

  • Arival 360 Brisbane

    June 2026

  • Arival 360 Spokane

    October 2026

  • Tourpreneur AMA

    AMA · Date TBC

Available for keynotes, panels, podcasts, and coaching sessions. Get in touch.

ReviewMine

Turn guest feedback into coaching and sales assets.

Your reviews become coaching notes and marketing copy that sounds like your guests, not your marketing team.

60+ operators on the waitlist

Join the Waitlist →

Build Sprint

Small-group build sprints for experience operators.

Bring a real operational bottleneck. We build an AI-assisted fix together. Format and dates announced soon.

Register Interest →

Inside the operation

Tools I’m building and running inside my own business. Some are live. All are real.

Financial intelligence

LIVE

Multi-entity, multi-currency data from Stripe, Xero, and bank feeds — blended with business context and sent to Claude for analysis.

Agent email processing

LIVE

Inbound enquiries parsed, priced, drafted with attachments. Live today.

Persistent business memory

LIVE

AI that accumulates operational intelligence across every session.

Overwatch

BUILDING

Real-time operational awareness across guide comms, schedules, and incidents.

CRM intelligence

BUILDING

Contextual drafting, lead resurrection, activity-driven nurture.

Supplier intelligence

EXPLORING

Monitoring partner changes before they send you the update.

Free Guide

The Articulation Method

How I built the AI Readiness Scorecard in seven days. The five-stage method, the full case study with git timestamps, and the pipeline that scrapes your website while you take the quiz. 7 pages. Straight to it.

DOWNLOAD THE GUIDE →

Speaking, partnerships, and Build Sprint conversations live here. If you are just discovering my work, start with the readiness score first.

I read everything. I reply to most.

Or find me on LinkedIn . I check DMs more than I should.

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