People Who Perform - The Real Estate Careers Podcast

The real estate industry plays a major role in Canada's economy and offers some of the most interesting and rewarding careers paths available. Each episode, we bring you conversations from business leaders and up and coming stars in the real estate industry in Canada. Our guests share their unique career journeys, passions and advice on what it takes to be successful in this industry. If you’re passionate about real estate and want to learn more about what it takes to be successful, then this podcast is for you!

People Who Perform - The Real Estate Careers Podcast is a business podcast hosted by HighView Partners, with 82 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

HighView Partners hosts People Who Perform - The Real Estate Careers Podcast, a business show with 82 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

• 

  Episode #17

  Corina Sajewski | Getting Projects Built in 2026

  Sep 15, 202647 minS4

  In this episode, host James Ashley welcomes Corina Sajewski, Vice President of Development at Fengate Asset Management. With more than 13 years of experience spanning architecture, construction, and real estate development, Corina leads purpose-built rental and condominium developments across Fengate's portfolio. Having built her career at firms including Diamond Schmidt Architects, Minto, and Freed before joining Fengate, she shares what it actually takes to get a project built in today's market — and what she calls "the new development playbook" for developers navigating the next decade. Key topics include: Why getting a project off the ground today looks so different than it did five or ten years ago, and which parts of that shift are cyclical versus structural. What actually determines project viability, and where a good developer can still move the needle when the numbers don't work at first. The rise of purpose-built rental as Canada's largest category of housing starts, and why it's becoming a permanent part of the housing mix rather than a temporary response to a soft condo market. The launch of Fengate Communities and what building for decades of ownership demands differently from a developer than building to sell. The role of government policy, from Toronto's development charge reductions to CMHC financing programs, in making rental projects viable. How institutional capital — including Fengate's four-decade partnership with the LIUNA Pension Fund of Central and Eastern Canada — provides the patient, disciplined capital housing delivery increasingly requires. Corina's own path from licensed architect to developer, and how that background shapes the way she evaluates real estate today. What "the new development playbook" means for developers who want to succeed over the next ten years, and why necessity may be the industry's best innovator. Tune in for a conversation on development viability, purpose-built rental, institutional capital, and what it will take to build not just more housing in Canada, but better housing.

  ListenShow Notes
• 

  Episode #16

  Wingar Tsang | Learning to Lead in CRE

  Aug 12, 202640 minS4

  In this episode, host Richard Costello welcomes Wingar Tsang, Director of Portfolio Operations & Asset Management at Allied Properties REIT. With more than 15 years of commercial real estate experience, Wingar has built her career across asset management, portfolio operations, financial analysis, and public land strategy. Having worked with organizations including Allied Properties REIT, Lululemon, the Vancouver Fraser Port Authority, and Anbang Insurance, she shares the lessons that have shaped her approach to leadership, mentorship, and creating long-term value. Key topics include: Wingar's career journey across the public and private sectors and the experiences that shaped her leadership philosophy. Why leadership is earned through consistent action long before receiving the title. The transition from individual contributor to Director and the mindset required to lead high-performing teams. The importance of resilience, emotional intelligence, and adaptability in leadership. Mentorship lessons that influenced Wingar throughout her career and the advice she shares with emerging leaders. How Allied Properties REIT is positioning its portfolio for long-term growth and the future of commercial real estate. The evolving role of office buildings and creating workplaces where people genuinely want to spend time. Building stronger communities through commercial real estate and Wingar's work with the Gastown Business Improvement Association. The opportunities and challenges shaping Vancouver's commercial real estate market. The value of curiosity, continuous learning, and gaining experience across different asset classes. Personal insights on travel, sports, podcasts, and maintaining balance outside of work. Tune in for a conversation on leadership, mentorship, commercial real estate, community building, and the mindset behind creating long-term success in both business and life.

  ListenShow Notes
• 

  Episode #15

  Dave Casimiro | What a Health Crisis Taught Me About Leadership—and Healthcare

  Jul 29, 202656 minS4

  In this episode, James Ashley reconnects with Dave Casimiro, Executive Vice President at Vital Infrastructure Property Trust, six years after their first conversation. Dave has spent more than 20 years building a career in healthcare real estate within one organization—progressing from Leasing Manager to EVP. But this conversation isn't just about career progression. It's about what happens when leadership challenges collide with personal ones, and how a six-month absence from work can fundamentally change how you see your role, your team, and what actually matters. What We Discuss: The evolution from operational leadership to strategic, partnership-focused leadership Why learning to trust your team and let go is essential—and often the hardest part of leadership How a significant health challenge shifted Dave's perspective on patience, family, and priorities His experience navigating the Canadian healthcare system as both a real estate professional and a patient The transformation from Northwest Healthcare Properties REIT to Vital Infrastructure Property Trust Why healthcare real estate is a specialized, relationship-driven asset class with real career longevity The growing role of outpatient care and how healthcare delivery is evolving Why infrastructure will need to keep pace with an aging population and increasing demand for care The role Vital is playing as a capital and real estate partner across the healthcare ecosystem Why Listen: This is a candid conversation about resilience, leadership, and the human side of real estate. If you've ever questioned what matters, or wondered how to lead through uncertainty, Dave's story is worth hearing.

  ListenShow Notes
• 

  Episode #14

  Sarah Senisterra: Why Focus is the New Competitive Advantage

  Jul 6, 202644 minS4

  Sarah has spent her entire career within one organization, progressing from coordinator to executive leadership. Today, she sits at the center of some of the most important conversations in business — leadership development, succession planning, culture transformation, and building organizations that perform over the long term. But this conversation goes beyond career progression. Sarah brings a thoughtful and highly relevant perspective on a challenge many professionals feel but rarely articulate — the tension between being constantly busy and actually doing meaningful, high-value work. Key topics include: The concept of “deep work” and why the ability to focus without distraction is becoming both rarer and more valuable The growing gap between busyness and true productivity in modern workplaces How digital tools, constant communication, and “always-on” culture are fragmenting attention The connection between distraction, burnout, and long-term performance Why leaders must take responsibility for creating environments that protect focus and meaningful work Practical ways organizations can balance collaboration with uninterrupted thinking time The role of boundaries, both personal and organizational, in improving performance and well-being How leadership behaviours shape whether employees feel “safe” to focus deeply Why developing the ability to concentrate is becoming a critical skill for long-term career success The broader implications of longer careers and the need for sustainable ways of working This is a conversation about focus, leadership, and the realities of the modern workplace — and why the ability to think deeply may be one of the most valuable skills of the next decade.

  ListenShow Notes
• 

  Episode #13

  Dean Holmes: Why Technology Matters Less Than You Think (And Everything More)

  Jun 18, 20261h 14mS4

  In this episode, James Ashley welcomes Dean Holmes, Senior Vice President of Residential Operations at QuadReal Property Group. Dean is one of North America's most experienced residential operations leaders, with more than 25 years of experience building and scaling multifamily platforms across Canada and the United States. At QuadReal, he's been instrumental in designing and launching a vertically integrated residential management platform, and today oversees operations across multifamily, manufactured housing, and seasonal resort portfolios. Key topics include: Building and sustaining culture at scale across large, distributed teams How to diagnose performance challenges across people, processes, systems, and leadership What separates high-performing teams from average ones in today's operating environment Lessons learned leading organizational change through periods of growth and transformation Where PropTech has delivered real value—and where the industry has overestimated its impact How AI is expected to shape residential operations over the next five years Dean's career journey and the pivotal moments that shaped his leadership style What it takes to build and scale an operating platform from the ground up How the multifamily industry has evolved over the past 25+ years—and where it's heading next Advice for the next generation of leaders looking to build careers in real estate operations What excites Dean most about the future of housing, technology, and leadership

  ListenShow Notes

Recent guests on People Who Perform - The Real Estate Careers Podcast. Study who booked and why before you pitch.

Based on semantic analysis of episode topics and host coverage, this show is a strong guest fit for executives in:

Industry fit is computed by PitchCentric using vector embeddings of the show's episode catalog.