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

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.
Business
Scaling Strategies for Bootstrapped Founders: Why Smart Startup Entrepreneurs are Ditching Traditional Agencies for Leaner Growth Machines

Today’s startups need to scale at top speed. Conventional methods for achieving business growth and revenue early are under fire. That’s why more and more savvy founders are abandoning the traditional marketing agency business model. They realize that the rules of the game have changed.
Leading this shift is Pablo Gerboles Parrilla, founder of Pabs Marketing. He’s a techpreneur and CEO whose unique perspective marries technological insight and marketing expertise.
For today’s founders, Gerboles believes the message is clear: cash flow and profitability don’t depend on VC funding. It’s time to ditch old-school agencies and turn to leaner, more flexible growth machines.
The age of scaling a bootstrapped startup: Why founders choose to scale without external funding or venture capital
“Startups are nothing like the established corporations traditional agencies are built to serve,” Gerboles says. “They need to be nimble and conserve their resources. The last things they need are bloated services with hidden fees and lengthy contracts. They need results, and they needed them yesterday.”
Traditional agencies position themselves as one-stop shops for marketing and growth, offering extensive teams and shiny presentations, but their campaigns come with a hefty price tag. Those structures work well for Fortune 500 companies needing big-budget omnichannel campaigns. For startups? They often translate to high retainers and little flexibility.
“If you’re a startup founder, wasting time and resources on presentations that don’t lead to actionable growth isn’t an option,” Gerboles explains. “You have to be data-driven and relentless in finding what works. Traditional agencies are just too slow and cumbersome to deliver.”
Successful bootstrapping can lead to sustainable growth: Lean growth machines for lean operations
Gerboles spent the last six years helping founders to scale their businesses quickly and sustainably. His background in technology and marketing enables these founders to break free from outdated agency models in favor of smarter alternatives. He combines lean growth machines built on systems and sophisticated AI-powered tools with the power of micro-agencies and niche contractors.
“Agility is everything,” Gerboles shares. “The best founders today aren’t looking for creativity for its own sake. They want to see scalable solutions.”
The foundation of Gerboles’s philosophy lies in automating human-driven processes through software. Whether automating lead generation and funnel tracking, optimizing campaigns for performance with AI, or streamlining day-to-day operational tasks, smart automation reduces costs and enables companies to scale faster.
Take marketing strategy, for example. Instead of handing over control to a traditional large-scale agency, modern founders can engage niche micro-agencies with expertise in specific domains like paid media, SEO, or influencer campaigns. These smaller, hyper-focused teams are far more nimble, deliver measurable ROI, and cost a fraction of the price.
“When you combine these micro-agencies with contractors and automation, you’ve bypassed a lot of unnecessary overhead,” Gerboles explains.
The importance of accountability, transparency, and results in scaling strategies for bootstrapped founders
For Gerboles, one major shortfall of traditional agencies is the lack of true accountability. “You don’t want vague creative promises or KPIs that could mean anything,” he says. “You want sharp goals and clear deliverables. Most of all, you want systems that let you track performance in real time. Nothing builds trust and drives results faster than data-driven accountability.”
The shift away from agencies is primarily driven by concerns over transparency and reliability. By leveraging smaller, specialized teams or AI-powered tools, startups can maintain a tighter grasp on their marketing and growth. When they find what works, they can iterate quickly based on live campaign data.
“Smart founders don’t have time to wait weeks for an update,” Gerboles quips. “When you build lean growth machines, you’re always connected to your performance metrics. You can pivot instantly. This model rewards consistency and strategic risk-taking.”
When Gerboles designs systems for startups, he emphasizes performance certainty. He eliminates guesswork and sticks to systems that work. It’s a philosophy that resonates with modern entrepreneurs who value clarity and efficiency above all else.
Scaling strategies for bootstrapped founders who don’t consider external funding: a blend of technology and micro-agencies
The evolution Gerboles champions is already well underway. The rise of AI, no-code platforms, and automation tools means startups can do more with less — and faster — than ever. Solutions like automated campaign optimization, predictive analytics, and content creation tools enable startups to scale their output without hiring a large team or committing to an agency’s payroll.
Meanwhile, on-demand contractors and micro-agencies provide laser-focused expertise on an as-needed basis. Whether it’s bringing in a TikTok ads expert for a short-term boost, hiring a conversion copywriter for a product launch, or testing AI-powered chatbots for lead management, lean growth machines are redefining the agility game.
“An expert contractor or a micro-agency specializing in your exact need will always be faster and better than the ‘generalist’ vibes you get from old-school agencies,” Gerboles notes. “Specialization and precision are the name of the game now.”
Founders who want to lead in the new era of business are increasingly following the path Pablo Gerboles lays out. They are choosing smarter systems, investing in the right tech stack, prioritizing accountability, and embracing speed at every level.
“Business isn’t a time to play safe,” Pablo says. “It’s about innovation and pushing edges within a clear strategy. Surround yourself with agile partners, hold processes to results, and find the tools that help you stay lean. That’s how you win in today’s game.”
Gerboles is a thoughtful entrepreneur committed to helping business leaders reinvent their approach to growth. From ideation to execution, his advice rings true: leave the bloated bureaucracy of yesterday’s agencies behind and build lean growth machines fueled by agility and results.
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