Dorthy
Dorthy

Meet Dorthy. Canada's First AI-Powered Homeownership Guide

Meet Dorthy. Canada's First AI-Powered Homeownership GuideMeet Dorthy. Canada's First AI-Powered Homeownership GuideMeet Dorthy. Canada's First AI-Powered Homeownership Guide

Dorthy doesn't just ask what you want.  Dorthy shows you what is possible!

Dorthy - There's no place like your Own

Dorthy is a personal path to homeownership.


What's the problem that Dorthy Addresses?


Today’s first-time buyers are confused and totally uneducated by:

  • Confusing rules, acronyms, and outdated calculators 
  • Pressure to qualify for bank mortgages they can’t afford
  • A system that assumes everyone fits the same box
     

56% feel anxious about missing a critical step
71% worry about unexpected costs
8 in 10 don’t know where to start


Homebuyers today are overwhelmed. Dorthy gives them the plan, the tools, and the clarity they need to move forward — even if the banks say no.


Dorthy helps buyers build a personalized ownership plan in under 20 minutes — based on their real income, credit, down payment, and goals.


✅ Real property matches
✅ Personalized monthly payment simulations
✅ Affordable paths to ownership:


Market Opportunity


There are over 600,000 underserved aspiring buyers in Canada today.


If Dorthy helps just 2% of them — Dorthy will build a 7-figure revenue engine.  If Dorthy scales across North America — it’s a 9-figure opportunity.


Why Dorthy?


  • Co-founded by Rachel & Neil Oliver, pioneers in Rent-to-Own 
  • Bootstrapped, no debt, 100% owned 
  • Over 15,000 buyer conversations 
  • Helped 1,000+ families purchase homes 
  • Featured in CBC, CTV, Financial Post, REM, Buzz Magazine
  • Authors of Canada's ONLY Rent-to-Own Guide (Amazon Best Seller)


Supported by Top Mentors and Advisors


Lora Gernon · Mary-Anne Gillespie · Dalia Barsoum · Kimberlee Freeman

Looking to Invest or Advise?

Dorthy is currently seeking:

  • Advisors with experience in proptech, data products, or housing innovation
  • Intros to product leaders, real estate brokerages, and financial partners
     

Want to help shape the future of homeownership? Contact Rachel Oliver below:

We didn’t want to keep telling our kids we had to move again. This gave us the chance to stop renting and start owning—with a plan. It’s the best decision we’ve made for our family.

Alex and Priya

Contact THE TEAM AT Dorthy

Drop us a line - the Dorthy team would love to discuss the opportunity further with you!

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