Where Should I Invest? Real Estate Investing in Canada

Where Should I Invest? Real Estate Investing in Canada


Growing Your Real Estate Portfolio: Lessons Learned and Expert Advice

June 23, 2023

Tammy DiTomaso is an exceptional and passionate real estate agent and investor in Hamilton. With a specialization in guiding clients through their investment journey, Tammy is highly skilled and dedicated to helping investors achieve their goals. Through her tailored coaching services, she has empowered numerous clients by leveraging her experience as a successful property investor.




In this episode, you will learn about: 



  • How real estate investing can be a game-changer for your financial future.
  • Unveiling the rich possibilities within the dynamic Hamilton property market.
  • How to navigate innovative property transformations such as garden suites and garage conversions.
  • The profitable domain of student rentals and the art of maintaining them.
  • Forging powerful connections and assembling a reliable team to reach new real estate heights.

Tammy DiTomaso’s remarkable journey is a testament to the power of embracing unexpected opportunities. Initially starting with a personal training studio alongside her husband, she eventually discovered her true calling in the real estate world. With a combination of her extensive local market knowledge and genuine desire to assist others, Tammy found success in coaching investor clients. However, it was her passion for networking that truly set her apart.


Through her networking efforts, Tammy uncovered the untapped potential of garden suites and multi-unit properties, presenting her clients with exciting new possibilities. This unexpected twist in her journey opened doors and expanded horizons for those she worked with. Tammy’s story is a powerful reminder to embrace the unexpected, which can lead to unforeseen opportunities and growth.


Now, she is known as a highly skilled and passionate real estate agent based in Hamilton, specializing in guiding clients through their investment journey and offering tailored coaching services based on her own experience as a successful property investor. With her dedication to her work and multiple properties in Hamilton and surrounding areas, she is an ideal guest to provide insights on building strong teams and networking for success in the real estate industry.


Key Moments in this Episode:


00:00:00 – Introduction,

00:03:43 – Investor Mindset,

00:07:13 – Hamilton market and the viability of duplex conversions.

00:09:29 – Shifting Strategies in response to the current market conditions, including focusing on three or four-unit properties or garden suites to add value.

00:11:26 – Garage Conversions and Garden Suites,

00:13:13 – Opportunities of Garden Suites for First-time Homebuyers

00:16:18 – Advantages of Garden Suites,

00:18:36 – Short-Term Rentals and Garden Suites,

00:20:12 – Appraisals and Garden Suites,

00:22:59 – Inspire Beach Resorts Sponsorship,

00:24:09 – Ideal Real Estate Deals and Strategies,

00:25:31 – Student Rentals as a Great Application for Single Families,

00:27:26 – Pivoting in Real Estate Investing,

00:32:51 – Lightning Round, Tammy shares her favourite real estate investing book, “Seller Be Sold”

00:35:52 – Starting a Real Estate Business,

00:36:21 – Investing with $50,000,

00:37:09 – Finding Opportunity,

00:37:31 – Contacting Tammy DiTomaso,


This episode has been brought to you in part by:



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