Kyle

I build things.

Australian founder, dual Austrian citizen. Started a company at 19 and spent six years building it to 100+ properties and a team of ten, then taught myself to ship software. Now building Upway and consulting on revenue and systems for founders across three continents. Between London and Melbourne.

Founder Operator Pilot (RPL) EU + AUS citizen London / Melbourne

What I've built

Companies I have started, run, or operated end to end. Click any one to read more.

Upway Current

An AI travel and loyalty platform, architected and shipped end to end. Node, React, TypeScript, Postgres. Live with early-access users inside six months.

2026 -

Four verbs, one chat: plan trips, book flights and stays, redeem idle credit-card points for 3-8× more value, and manage the whole thing autonomously. Built around the bet that the chat itself becomes the operating system. Not a dashboard, not a search bar.

  • Solo full-stack build on Anthropic's Claude API: Next.js + TypeScript, Node.js, PostgreSQL with pgvector, 21+ custom tools running in an agentic loop, model routing across Haiku, Sonnet, and Opus.
  • Transfer intelligence engine: 18 loyalty programs, 100+ airlines, real-time bonus tracking, multi-path optimisation. Integrations with Duffel, Seats.aero, ElevenLabs, Stripe.
  • Co-founder: Harry Fiske Kealy (brand & creative). Extended team across editorial, design, and engineering.
Cosmo

Founded at 19. Built and ran a short-term rental management company across Australia for six years. Team of 10. Learned everything the hard way.

2019 - 2025

Bootstrapped from $0 to $2-3M annual revenue, 100+ properties under management, and a team of 10 across operations, cleaning, sales, customer service, and tech. Zero outside capital, multi-state ops, survived COVID.

  • Owned every function: hiring, P&L, pricing, sales, product, finance, legal, supplier negotiation, regulatory work.
  • Built the SOP library that scaled the business without proportional headcount growth.
  • In 2025, led the company through a voluntary administration resulting in a clean, legally compliant close-out via Deed of Company Arrangement (DOCA). Protected stakeholders and preserved operating IP.
  • The full-cycle founder experience: scaling, surviving, restructuring, and rebuilding under one continuous mandate.
Fractional consulting Revenue & systems

Revenue and systems work for founders and operators across Australia, the UK and the US.

2026 -

One brief, repeated: rebuild the revenue engine, then build the systems that sustain it.

  • Fractional revenue leadership for a US healthcare group. CRM rebuild, outbound motion, call coaching, reporting.
  • Sole engineer and product owner on an agentic application for an Australian valuations firm, replacing a legacy Salesforce workflow end-to-end.
  • Revenue and pricing work for a European short-term rental portfolio.

Building Upway. Between London and Melbourne. Thinking a lot about how AI changes what it takes to build companies. The people, the toolkit, the cycle time. Previously on the boards of the Australian Short-Term Rental Association, across two terms, and the Bendigo Health Foundation. I have a pilot's licence, which has nothing to do with anything but I like mentioning it.