About Oldstreet

Your home is an important investment and we believe it should never go out of style. We will build a timeless foundation, you style with abandon!

Our Mission

At Oldstreet we are entrepreneurial, we love Calgary and we are thankful for the opportunity to contribute to the ongoing growth and development of its inner-city communities.

With each development we ask ourselves “does this look great now and will this look great 100 years from now? Does this create a more beautiful, vibrant and livable community? Is this a home we would want to live in ourselves?”

These questions guide our every decision throughout the creative process.

Our Promise

We promise to use the highest quality standards of urban design and construction. We will respect and enhance neighbourhood character and vitality and build upon existing heritage and cultural identity. We will foster efficient use of land, helping to create complete inner-city communities that offer a greater variety of housing choices. We will help stabilize and reverse population declines by supporting the demographic needs of communities and create a better quality of life – the elderly living next to young families, school yards full of activity, bustling coffee shops and local business thriving.

This is our vision for Calgary and our commitment to our neighbours, our home-owners and our city.

Oldstreet Team

Nathan Robb, Co-Founder, Principal

Nate has a keen interest in real estate, architecture, design and urbanism and those interests, combined with an entrepreneurial spirit, led to the founding of Oldstreet. Nate has over 15 years experience in the real estate sector, beginning with summer work in various trades and then as a legal advisor, investor and company founder. Nate previously practiced corporate, securities and M&A law in Calgary and London, UK (where the Oldstreet vision and name was born!) and worked in finance roles in Mumbai and Hong Kong. Opportunities to live, work and travel abroad in global cities and among diverse cultures is an ongoing source of inspiration for Nate and his family. It motivates him to create vibrancy and progressive change in his home city of Calgary and to develop real estate in interesting global locations. Nate obtained his law degree from the University of Alberta and his Bachelor of Management (Finance) degree from the University of Lethbridge.

Connor Irving, Co-Founder, Principal

Connor has always aspired to be an entrepreneur and find opportunities to drive change, add value and improve the world in some way. The opportunity to create, innovate and build a distinctive brand and business is something that is truly unique and led him to founding Oldstreet. Connor grew up in Calgary and is proud to call the city home. He has enjoyed watching it grow into a vibrant, active and diverse city and is excited to help shape its communities and neighbourhoods through Oldstreet. Prior to Oldstreet Connor spent a decade in the finance and banking industry, most recently with Bank of Montreal in their mid-market private equity leverage finance group. He was a Senior Director focused on building relationships with Private Equity groups across the Prairies and US and assisted in structuring new deals across a wide range of sectors from real estate, manufacturing, health sciences and energy, and managed a portfolio of loan authorizations of over $600MM. During his time with Bank of Montreal Connor worked on over 100 transactions totaling over $5 billion dollars in loan value. Outside of work, Connor loves spending time with his family which includes his wife, Meghan, their son, Griffin, their first daughter, Tia, and their newest baby girl, Andie. In the moments between work and family, Connor finds time to run, having completed several marathons and ultra-marathons, and whenever there’s a chance, being a die-hard sports fan, he cheers on his favorite teams, the Toronto Blue Jays and Dallas Cowboys. Connor has an MBA with honors from the Ivey Business School.

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