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Winnipeg’s Two Entrepreneurial Brothers Who Have Invested Millions Before Their Mid-Twenties

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Winnipeg’s real estate market has been steadily increasing over the last few months, which is a surprise to many, considering the pandemic’s recent results. It’s a great time to take advantage of things and purchase or sell a property, especially for those starting out in real estate. Thanks to current low-interest rates, there’s no better time to try one’s hand in the industry, and that’s exactly what brothers Jordan and Luke Lintz have done.

Co-founders of HighKey Holdings Inc. and the companies under it, the duo have recently launched their real estate brand. Though less than a year old, HighKey Real Estate has already bought up two apartment buildings, totaling over $5 million. These aren’t small numbers, especially for the city of Winnipeg, but the brothers aren’t stopping there.

Over the next few years, they have plans of renovating their apartment buildings, with over $1 million-worth of work going into each one. One of HighKey’s goals is to bring value back to the area by fixing things up, but also adding to the neighborhoods; they’re preserving the charm of Winnipeg. Though it will take a couple of years to see the grand reveal of each building, it will be exciting to see what Jordan and Luke come up with when the time comes.

The two brothers haven’t been in this by themselves, though. Their real estate brand has been collaborative work with a local real estate coaching company named BlackCard University. BlackCardU is the lasting legacy of the late Stefan Aarnio, a self-made millionaire, and entrepreneur as well as a former business partner of Jordan and Luke.

Before his passing in May of 2020, Stefan was a well-known real estate investor and coach in North America. He began his own company named BlackCardU, a coaching program for real estate investors and trainers to grow their skills surrounding the industry. Based in Winnipeg, Manitoba, the company has already helped hundreds of people in finding new careers for themselves.

Jordan and Luke quickly realized how beneficial it would be to team up with BlackCardU as they scaled HighKey Real Estate. The team of professionals at the company, especially Canadian real estate experts Damon Woodward and James Dmytriw, were a massive help in getting things in order and securing deals. Their vast knowledge of the industry played a big part in making sure everything was up to HighKey’s elite standards.

For the future, the brothers are hoping to expand their portfolio of the company’s with luxury developments and apartment buildings and offer more to their clients. This will happen in the form of investment options through HighKey Real Estate, which will be available to clients and friends.

It’s clear the brothers aren’t taking things slowly as they scale their business, and we’re interested to see what their future holds. To keep up with the HighKey brand yourself, you can find them on their Instagrams, @HighKeyCo, @HighKeyClout, @HighKeyAgency, and @HighKeyRealEstate.

 

Rosario is from New York and has worked with leading companies like Microsoft as a copy-writer in the past. Now he spends his time writing for readers of BigtimeDaily.com

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Business

Private Listings by Harold X. Clarke: A New Approach to Fine Real Estate

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Photo credit: Private Listings by Harold X. Clarke.

Byline: Andi Stark

Private Listings by Harold X. Clarke, a real estate platform operating across Hawaii, is rewriting how properties are bought and sold in the region. Unlike larger firms reliant on public listings and mass marketing, Private Listings’ strategy prioritizes personalization, privacy, and meticulous curation of ultra-high-end, off-market properties, including oceanfront estates, gated community residences, and architectural masterpieces.

Harold Clarke, founder of Private Listings, describes their method as one that rejects “cookie-cutter solutions in favor of understanding the nuances of both buyers and sellers.” This approach has resonated with ultra-high-net-worth individuals (UHNWIs) seeking refined and discreet real estate transactions.

The Hawaiian real estate market remains a hub for global investors, with the median price for a single-family home in the state reaching $900,000 in 2024, according to the Hawaii Association of Realtors. Within this competitive landscape, Private Listings is building up to be a trusted name for properties that extend beyond luxury into generational investments.

Challenging the Industry Norms

Private Listings deliberately avoids the conventions of large-scale real estate firms. By focusing on fewer, higher-value properties, the company ensures that each transaction is treated with the same level of care and confidentiality.

Public listing platforms, while effective for broader markets, often expose sellers to unnecessary attention or unqualified inquiries. For Clarke, this model is misaligned with the needs of UHNWIs. “Privacy isn’t a luxury for our clients—it’s a necessity,” Clarke explains.

This philosophy has led Private Listings to handle some of Hawaii’s most significant real estate transactions, including off-market properties valued at over $40 million. Its success is not measured by the volume of listings but by the depth of trust built with clients, many of whom return for subsequent transactions.

Adapting to Changing Client Demands

While Private Listings maintains a foundation of traditional practices, the firm also recognizes the evolving needs of its clientele. The global real estate market is increasingly influenced by concerns over digital security, with a 15% rise in data breaches targeting high-net-worth individuals in the past three years, according to cybersecurity firm NortonLifeLock.

To address these risks, Private Listings employs rigorous screening for potential buyers and uses secure platforms for communication and transactions. The firm’s “by invitation only” model ensures that clients remain protected from the pitfalls of public exposure. Clarke notes, “Our goal is not just to sell homes but to create an environment where clients feel safe and confident during every step of the process.”

The Human Element in Real Estate Transactions

Despite advancements in technology, Private Listings firmly believes that real estate transactions cannot be reduced to algorithms or automation. Unlike firms that depend heavily on online data aggregation, Private Listings emphasizes human connection and insight.

The company’s sales strategy integrates personalized client interactions, in-depth market analysis, and years of experience navigating Hawaii’s unique real estate ecosystem. Clarke’s background in managing family assets and his global perspective is significant in shaping this essence.

Future Directions for Private Listings by Harold X. Clarke

As Hawaii continues to attract global attention, Private Listings aims to expand its influence within the state while maintaining its core principles. The company is currently developing a new platform to streamline services for UHNWIs, blending their demand for discretion with seamless access to Hawaii’s finest off-market properties.

Additionally, Private Listings is strengthening its ties with local communities, recognizing that sustainable growth benefits both the company and the islands’ ecosystems.

Private Listings by Harold X. Clarke has set itself apart in Hawaii’s real estate scene by moving away from the typical mass-market approach. Through a mix of traditional values and modern sensibilities, the firm continues to define what it means to transact ultra-high-value properties with integrity and care.

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