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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

Scaling Success: Why Smart Habits Beat Growth Hacks in Modern eCommerce

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There’s a romanticized image of the eCommerce founder: a daring risk-taker chasing the next big idea, fueled by late-night caffeine and last-minute inspiration. But the reality behind scaled, sustainable brands tells a different story. Success in digital commerce doesn’t come from chaos or clever hacks. It comes from habits. Repetitive, structured, often unglamorous habits.

Change, a digital platform created by eCommerce strategist Ryan, builds its entire philosophy around this truth. Through education, mentorship, and infrastructure, Change helps founders shift from scrambling for quick wins to building strong systems that grow with them. The company doesn’t just offer software. It provides the foundation for digital trade, particularly for those in the B2B space.

The Habits That Build Momentum

At the heart of Change’s philosophy are five core habits Ryan considers non-negotiable. These aren’t buzzwords; they’re the foundation of sustainable growth.

First, obsess over data. Successful founders replace guesswork with metrics. They don’t rely on gut feelings. They measure performance and iterate.

Second, know your customer deeply. Not just what they buy, but why they buy. The most resilient brands build emotional loyalty, not just transactional volume.

Third, test fast. Algorithms shift. Consumer behavior changes. High-performing teams don’t resist this; they test weekly, sometimes daily, and adapt.

Fourth, manage time like a CEO. Every decision has a cost. Prioritizing high-impact actions isn’t optional; it’s survival.

Fifth, stay connected to mentorship and learning. The digital market moves quickly. The remaining founders are the ones who keep learning, never assuming they know it all. 

Turning Habits into Infrastructure

What begins as personal discipline must eventually evolve into a team structure. Change teaches founders how to scale their systems, not just their sales.

Tools are essential for starting, think Notion for documentation, Asana for project management, Mixpanel or PostHog for analytics, and Loom for async communication. But tools alone don’t create momentum.

Teams need Monday metric check-ins, weekly test cycles, customer insight reviews, just to name a few. Founders set the tone by modeling behavior. It’s the rituals that matter, then, they turn it into company culture.

Ryan puts it simply: “We’re not just building tools; we’re building infrastructure for digital trade.”

Avoiding the Common Traps

Even with structure, the path isn’t always smooth. Some founders over-focus on short-term results, chasing vanity metrics or shiny tactics that feel productive but don’t move the needle.

Others fall into micromanagement, drowning in dashboards instead of building intuition. Discipline should sharpen clarity, not create rigidity. Flexibility is part of the process. Knowing when to pivot is just as important as knowing when to persist.

Scaling Through Self-Replication

In the end, eCommerce scale isn’t just about growing a business. It’s about repeating successful systems at every level. When founders internalize high-performance habits, they turn them into processes, then culture, then legacy.

Growth doesn’t require more motivation. It requires more precision. More consistency. Your calendar, not your to-do list, is your business plan.

In a space dominated by noise and novelty, Change and its founder are quietly reshaping the conversation. They aren’t chasing trends but building resilience, one habit at a time.

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