How to Cash Flow in Hamilton, Ontario

Real Life Numbers and Real-Estate Deals in the Hamilton Area


  • How to evaluate and find a great investment market.

  • How to find solid investment neighnourhoods.

  • What kind of growth to look for in a market.

  • How to recognize duplex conversion candidates.

  • Specific bylaws to watch out for when converting a house into a duplex.

  • Smart layouts for each unit in a duplex conversion.

  • Value add renos for the main floor unit.

  • Cash flow analysis and real time numbers.

  • How much cash you'll need up front for duplex conversions (particularly in Kitchener).

  • Should you include utilities in rent or not?

  • How to refinance and pull out some of your cash so you can buy your next property sooner.

  • When it's worth it to invest in student rentals.

Imagine having this team working for you?

All of our agents can help you buy sound investment properties, then walk you through the stages of real estate investing after the purchase: renovations, tenant placement and property management

Again, how confident would you feel choosing your first (or next) real estate investment property with someone who is so plainly comfortable with investment real estate?


All the agents on our team know their markets and are well acquainted with the nitty gritty details of investing in real estate.


You don't have to commit to anything right now. Take 15 minutes to talk to one of the iWIN coaches. See how you feel after that conversation.


Fill out this form and we'll be in touch to set up a time for a call with one of our coaches!

About the iWIN Team

James Maggs

Real Estate Salesperson

James is veteran investor, Hamiltonian since 2005, REIN member since 2011 and REIN Silver award winner.  James has personally invested in rent-to-owns, multi-family and student housing, all in Hamilton and St Catharines! Prior to becoming a Realtor, James’ 11 years of corporate world experience involved managing multi-million dollar sized projects for some of Canada’s largest financial institutions for one of Canada’s largest tele-com companies. 

Tammy DiTomaso

Real Estate Salesperson

Tammy is a top-producing sales representative on the iWIN Real Estate team, helping investors with purchasing, renovating, and tenanting investment properties in Hamilton and surrounding areas. She helps investors build successful Real Estate investment portfolios. Her most common feedback from clients is that she goes above and beyond, exceeding their expectations! She is also one of the lead organizers of the Hamilton Basket Brigade Charity, which feeds and clothes local families and children. 

Tim Hong

Real Estate Salesperson

Tim has been investing in real estate since 2005 and helping investors as a licensed sales representative since 2011. He's experienced pretty much all of it, including single family homes, renovations, student rentals and multi-families. He's recently expanded to help real estate investors build capital and income to buy more properties through Forex trading.

Rock Star Brockerage Inc.

418 Iroquois Shore Rd Suite 103

Oakville, ON

L6H 0X7


© 2020 iWIN Real Estate. All Rights Reseved.