Today we’d like to introduce you to Kewaine Smith.
Alright, so thank you so much for sharing your story and insight with our readers. To kick things off, can you tell us a bit about how you got started?
I grew up in an environment that emphasized responsibility early on, not out of hardship, but out of expectation. From a young age, I was encouraged to take my education seriously, think independently, and aim beyond what was considered average. Confidence was never something I had to develop — it was consistently reinforced through structure, support, and belief.
My parents played a central role in shaping that foundation. My mother always emphasized that education is one of the few assets no one can take from you, and she instilled in me the importance of learning, discipline, and long-term thinking. My father supported me financially in ways that often required personal sacrifice, sometimes giving his last to ensure I had what I needed to keep moving forward. While their mindset was more traditional in the sense of prioritizing stability over wealth-building, their sacrifices gave me the freedom to think bigger and pursue opportunity intentionally rather than out of desperation.
That foundation allowed me to move across multiple paths early on. I committed myself to academics, earned my civil engineering degree in Jamaica, joined the U.S. Air Force, and now work in aerospace medicine. Along the way, I developed a strong interest in investing, entrepreneurship, and systems that compound over time. I’ve always been drawn to environments that reward discipline, accountability, and long-term execution rather than short-term wins.
Today, I’m in a position where my work supports both independence and choice. I’ve been able to build a life that reflects structure, consistency, and intentional decision-making rather than impulse. While I’m still early in the journey, I operate from a place of stability and momentum that allows me to be selective about opportunities and focused on growth that compounds. The lifestyle I live now is less about display and more about alignment — having the freedom to invest time, energy, and resources into what actually matters.
At 24, I don’t view progress as something to rush or perform. I see it as something to build deliberately. Every step so far has reinforced the importance of patience, discipline, and maintaining a clear sense of direction. I’m not focused on chasing validation or shortcuts, but on continuing to develop a strong foundation that can support bigger goals over time.
Looking ahead, my focus remains on integrating engineering thinking, disciplined execution, and long-term investing into everything I pursue. Whether through my career, business interests, or writing, my goal is to keep building with intention — staying grounded, staying curious, and staying committed to progress that lasts..
Every challenge — from setbacks, pressure, and even self-doubt — shaped me. It taught me how to stand on my own, how to work hard even when no one’s watching. I’m not where I want to be yet, but I’m far from where I started. My story is really about growth, discipline, and refusing to stay average.
Can you talk to us a bit about the challenges and lessons you’ve learned along the way. Looking back would you say it’s been easy or smooth in retrospect?
It hasn’t been perfectly smooth, but I’ve never viewed that as a disadvantage. Like most meaningful paths, there were periods of pressure, adjustment, and learning how to operate when things didn’t go exactly as planned. Balancing responsibility, ambition, and expectations required discipline early on, and those experiences taught me how to stay composed and perform consistently under stress.
I was fortunate to grow up with parents who were deeply supportive and intentional about providing stability, even when it required sacrifice. While we weren’t raised with excess, my parents prioritized education, structure, and long-term thinking. My mother consistently emphasized the importance of learning and self-development, and my father made sure I had the support I needed to keep progressing, often putting my future ahead of his own comfort.
Those experiences shaped how I approach challenges today. Rather than seeing obstacles as setbacks, I learned to treat them as part of the process — moments that require clarity, patience, and steady execution. Everything I’m building is guided by a long-term perspective — one that extends beyond short-term success and focuses on creating something durable, transferable, and meaningful across generations.
Thanks – so what else should our readers know about Two Square Construction ?
Two Square Construction is a family-built company rooted in craftsmanship, integrity, and long-term relationships. Founded by my uncle, the business began with a simple mission: deliver high-quality construction work with honesty, transparency, and attention to detail. That foundation continues to guide everything we do today.
Over time, the company has evolved from a small, hands-on operation into a more modern, client-focused construction brand. I’ve played a significant role in helping sharpen the internal systems, brand positioning, and overall operational structure of the business. My focus has been on bringing a more intentional, long-term approach to how the company presents itself, communicates with clients, and executes projects—without losing its original identity.
In addition to my involvement with Two Square Construction, I’m actively building across several other ventures centered on long-term value creation. These include real estate investing, where I focus on asset ownership and disciplined growth, as well as broader investment and entrepreneurial efforts designed to compound over time rather than chase short-term outcomes. Across each venture, the common thread is structure, risk awareness, and sustainability.
What sets my work apart is the ability to move between traditional, hands-on industries like construction and more modern, systems-driven ventures while maintaining consistency in values and execution. Rather than pursuing growth for its own sake, I’m most proud of building foundations that are stable, intentional, and scalable—whether that’s within a family business, an investment strategy, or a personal brand.
For readers, it’s important to understand that none of these ventures exist in isolation. Each one informs the other, creating a broader ecosystem built on discipline, clarity, and long-term thinking rather than noise or excess.
Do you have recommendations for books, apps, blogs, etc?
Favorite books : The art of War, Rich Dad Poor Dad, 48 Laws of Power and the psychology of money
Podcast: Dairy of a CEO
Pricing:
- Bathroom renovations: $8,000 – $25,000+ depending on finishes, layout changes, and tile selection
- Kitchen renovations: $15,000 – $60,000+ depending on cabinetry, appliances, and redesign complexity
- Interior remodeling (whole-home updates): $50,000 – $150,000+ depending on square footage and structural changes
- Home additions: $150 – $300 per sq ft (size, foundation needs, and design layout affect final cost)
- Flooring installation: $5 – $15 per sq ft installed (tile, hardwood, vinyl, or laminate)
Contact Info:
- Instagram: https://www.instagram.com/kewvne?igsh=eTNpd3g5d2N4YzRx&utm_source=qr
- Yelp: https://m.yelp.com/biz/two-square-construction-bronx
