I sat down with Jon Ostenson to talk about a side of entrepreneurship that most people completely overlook. Instead of chasing the next trendy startup, Jon helps people build wealth through proven franchise businesses, many of them in industries you'd never think twice about. We talk about why "boring" businesses often produce the best returns, how franchising compares to buying an existing business, financing with SBA loans, hiring great operators, and the types of businesses that are most likely to thrive over the next 10 to 20 years. If you've ever wanted to own a business but didn't know where to start, I think you'll get a lot out of this conversation. 

I sat down with Brent Bowers to talk about one of the most overlooked niches in real estate: flipping vacant land. Brent shares how he went from serving in the military, where he had almost no control over his time, to building a business that gave him both financial freedom and the ability to be home with his family. We dive into how he found his first deals, why he prefers land over rentals, how seller financing created recurring income, and why chasing a bigger business isn't always the answer. We also spend time talking about gratitude, faith, and defining success on your own terms. If you're looking for practical real estate strategies and a fresh perspective on building a life you actually enjoy, I think you'll really like this conversation. 

I had a lovely conversation with Liz Wolfe today, and it went a different direction than a lot of our episodes — all about mindset, and specifically how to trade a scarcity mindset for an abundance one. Liz is a coach for entrepreneurs out of New York City who's been in business for over 30 years. Fun fact: she grew up on a sheep farm in western Pennsylvania, came to the city originally for music, and still runs bluegrass jams on the side.

Our audience is mostly real estate investors, entrepreneurs, and folks trying to be good stewards with their money, and Liz has so much to offer on how we think about our businesses. A few things to keep your ears open for:

She talks about longevity and incremental success — the one-percent-better-every-day idea — and why we shouldn't chase the big breakthrough or get discouraged by the "overnight success" stories on social media (which, as she points out, are staged, and often hiding the fact that someone spent $19,000 on ads to make $20,000). Then she walks through her three keys to an abundant business: ask powerfully (be specific about what you want and what you're asking for), give wholeheartedly (giving creates more of what you want in the world), and receive graciously — with gratitude tying the whole circle together.

But the part I keep coming back to is her pizza metaphor. At a pizza party, some people take two pieces because they're afraid it'll run out, and some take one piece because they're afraid it'll run out — the difference is whether you're thinking of yourself or of everyone else at the table. And if everyone grabs two, you actually guarantee there won't be enough. We got real about how this plays out in business. I shared how, with my coffee shop here in Waco, I genuinely want the other coffee shops in town to thrive — I'll consult with them, leave good reviews, promote their events. Liz and I dug into why that same generous, one-piece-of-pizza posture is harder to hold in business than it is with our friends, our families, and our churches, and how shifting it changes everything.

We wrapped with something close to my heart: gratitude. I shared about my morning habit of Bible reading and journaling ten things I'm thankful for, and how that's the doorway into the whole cycle Liz describes. Start with gratitude, and the asking, giving, and receiving flow from there.

My challenge to you this week is simple, and it's straight from this episode: go be a one-piece-of-pizza person. Then write down three things from today's conversation you want to put into practice, DM me on Instagram and tell me what landed, and go connect with Liz.

Let's get into it.

I really enjoyed this conversation with Will Harvey. Will is a real estate investor turned hard money lender out of the Richmond, Virginia area — and what I appreciate most about him is how honest he is about both the wins and the losses. He's young, he's a man of faith, and he's spent about a decade figuring out what he's actually called to do in this business. If you're a real estate investor who isn't totally loving the path you're on, this one's for you.

Will's story starts with a detour: he was playing college football until a double hip surgery ended that, so he came home in 2015 and got into the mortgage business, eventually becoming a loan officer. He used that income to buy a few rentals — and then realized he hated being a landlord. We spend some real time on that, because it's the side of real estate nobody talks about. It's not the maintenance requests and headaches for everybody, and that's okay. For Will, the lightbulb was realizing he loves the finance side — analyzing deals, being on the money side — not swinging hammers and running operations.

From there he pivoted: left the mortgage world right before COVID, started a house-flipping company, and used the cash to invest passively as a limited partner in multifamily syndications (with a smart tax angle using bonus depreciation to offset his flip income). He's brutally honest about the wins and losses along the way — the flip where he broke his own rules, hung on too long, and walked away with $400; the $860K deal way outside his buy box that he made emotional decisions on and lost $70K; and the flip that made $150K in 38 days, where the big lesson was don't over-improve the property. As he puts it, you don't have to make it the Taj Mahal.

Then we get into where he's landed: hard money lending. It started almost by accident with a single can't-miss loan and has grown into Harvey Capital, with around $4 million funded across roughly 30 loans since 2023 — and now he's working on launching a fund to scale it. We talk practical terms, what makes a good deal, and why working with a lender who's actually walked in the operator's shoes is different from filling out a form at a big national shop.

We also went on a couple of beautiful rabbit trails — about freedom. The same posture that makes you a strong negotiator (being able to walk away because you don't need the deal) is the posture Will and I both want in life and in faith: free from needing the car, the house, the phone, the reputation. There's a lot of peace in that.

Quick note: this episode covers lending, funds, LP investments, and tax strategy for educational purposes — it's not financial, tax, or legal advice, and nothing here is an offer to invest. Talk to a licensed professional about your own situation.

My challenge to you: write down three things from this episode you want to act on, and DM me on Instagram to tell me what landed. And if you've got a deal coming up, go connect with Will.

Let's get into it.

August Biniaz is one of those guests who makes the big leagues feel a little more reachable. If you're in the single-family world like me — rentals, fix-and-flips, maybe some ground-up — and you've ever wondered how people make the jump to raising money and running a real estate fund, this episode is for you. It's tactical, it's honest, and August's story is remarkable.

August grew up in Iran, moved to Canada with his family in 1995, and went from upper-middle-class to starting over from scratch after his parents divorced. He got into real estate in his early 20s, did fix-and-flips, and built a general contracting company in Vancouver constructing custom and spec homes. After a decade of that, he wanted to scale into bigger projects — and discovered the world of real estate private equity and syndications. Today he's a co-founder and Chief Investment Officer of CPI Capital, which gives investors exposure to U.S. multifamily and build-to-rent deals. They've done five deals totaling over $200 million in acquisitions, with markets in Tampa and now San Antonio.

We get really practical in this one. August walks through his "pyramid" of running a fund — acquisitions, asset management, and investor relations — and gives an honest look at his actual day-to-day as a CIO, including the weekly calls, the deal pipeline, and the systems his team runs on. He breaks down how the capital stack works (agency debt like Freddie Mac alongside retail and high-net-worth equity), how their investor funnel takes someone from a first form-fill all the way to a funded deal, and how he raises money from family offices and accredited investors. And if you're trying to make the leap yourself, his advice is simple: surround yourself with people already doing it, because success leaves clues.

Near the end, we went somewhere we don't usually go on this show. August is an Iranian American, and he shared his perspective on the conflict involving Iran — both personally and as an investor watching oil prices, the Strait of Hormuz, and interest rates. Quick heads-up: we recorded this in early April, so that part is a snapshot of how things looked at that moment, and the situation has shifted a lot since. I found it valuable to hear straight from someone with roots there.

One note: this episode discusses raising capital, funds, and private investments for educational purposes — it's not investment advice or an offer to invest. Do your own due diligence and talk to a licensed professional before making any decisions.

My challenge to you: write down three things from this episode you want to act on, and DM me on Instagram to tell me what landed. And go connect with August and check out CPI Capital.

Let's get into it.

I love having people on this podcast who are so like-minded and like-hearted, and Rich Boyd is exactly that. Rich is an accountant, financial expert, and fractional CFO who simply loves God and wants to be a good steward of what he's been given. This conversation went both practical and deep — we climbed what Rich calls "the pyramid," and we talked about what we're really made for and how we're called to use our gifts.

Rich runs Atlantic Business Advisors out of Williamsburg, Virginia, where he does bookkeeping, financial forecasting, and fractional CFO work for businesses — everything from $16 million companies here in the States to small businesses overseas. His own path started young: a dad who always had a side hustle, the Cashflow board game around the kitchen table, a first real estate deal on a condo outside Denver, and a primary residence he fixed up himself and sold for a tax-free windfall that he rolled into his next investments. (Side note for anyone wanting to get started in real estate: don't sleep on your primary residence as a wealth-building tool.)

On the practical side, Rich breaks down his financial pyramid: it starts with solid bookkeeping (knowing what goes on your P&L versus your balance sheet, and what to capitalize), builds up to forecasting (budget first, then a sales and cash flow forecast), and tops out with true CFO-level strategy. He explains why project-based businesses like fix-and-flips have such "lumpy" cash flow, shares the Profit First approach of telling your money where to go, and tells a sobering story about a $16 million fix-and-flip company that didn't know if it was profitable and had no margin of safety when the market turned. A few lines I'm still chewing on: "the greatest fertilizer is a farmer's footsteps," "clarity is kindness," and "bad news doesn't age well."

Then we went up the pyramid in a different way. Rich shares about his trip to Nairobi, Kenya, where he sat with pastors and disciple-makers — a charcoal seller, an exotic fish farmer, a poultry farmer — who run businesses to support their ministry, and helped them build real financial forecasts so they could grow and even qualify for a loan to expand. It's business as a mission, and it's a beautiful picture of stewarding your gifts beyond yourself.

That's the challenge Rich left me with, and I'll pass it to you: whatever your gift is — finance, music, building, plumbing, making people laugh — it wasn't given to you just to keep. How are you using it to bless others?

My challenge: write down three things from this episode you want to put into practice this week, then DM me on Instagram and tell me what landed. And reach out to Rich if your business could use a steward in its corner.

Let's get into it.

Alex E. Edwards is exactly the kind of guest we love on the Legacy Investor — an amazing man of God on a mission to take people from renting to owning. He's a TEDx speaker, the author of Mortgage Before Marriage, and a broker at Thumbprint Realty, one of the largest brokerages in New England. Last year alone his team closed nearly 300 transactions and secured over $1.1 million in down payment assistance for their clients.

Heads up: I know this podcast skews mostly male, but if you know a woman or a friend who could get something out of this one, please share it with them. I think it'll empower, affirm, and encourage them — whether they're married, single, 18, or 50.

Alex's story is wild. He bought his first multifamily at 20 while working at Bank of America, quit school and then his job to go all-in on real estate, and famously told his now-wife she had to become a homeowner before they got married. (Their tenants ended up paying for the wedding — though they weren't invited.) We get into the why behind that, including his take on how combining incomes after marriage can disqualify you from assistance you'd otherwise receive, and why he believes building your own financial foundation first is one of the most empowering moves you can make.

We cover a lot of ground: his perspective on prenups as a "financial love letter to yourself" rather than a plan to fail; how only a small fraction of people who qualify for down payment assistance actually use it, and why working with the wrong agent costs you; how his team is turning Section 8 vouchers into mortgages and giving renters a real path to equity through a creative rent-to-own program; and the bigger vision behind his developments and his "Married and Flipping" investing program.

The part that stuck with me most was his mindset: he says he doesn't compete with other people, only with God — and that contentment and security free him up to celebrate other people's wins instead of being threatened by them. It reminded me of Paul in Philippians 4, learning to be content in plenty and in want. That's a posture I want more of.

Quick note: this conversation covers mortgages, prenups, bankruptcy, and assistance programs for general education and encouragement — it isn't financial or legal advice. Your situation is your own, so do your homework and talk to a qualified professional before making big moves.

My challenge to you: write down three things from this episode you want to act on — today, this week, or this year. Then DM me on Instagram and tell me what landed. And go connect with Alex, grab Mortgage Before Marriage, and check out his new prenup workbook.

Let's get into it.

Some of my favorite episodes are when we get into the mechanics of building wealth — and today's conversation with Mike Newman is one of those. If you're financially minded, a high achiever with discretionary income, and especially if you own multiple properties or dream of paying off your home faster while keeping flexibility in your life, this one's for you.

Mike spent about 20 years in the mortgage industry with one company before going out on his own, and he brings an athletics and coaching background into the way he serves people. On this episode we dig into a product he's genuinely fired up about: the All-In-One loan — a first-lien HELOC that integrates your checking account with your mortgage.

Mike breaks down how it works: instead of your income sitting in a checking account doing nothing, every dollar you deposit immediately goes against your mortgage balance, and interest is calculated daily on that lower balance. He explains why the average American mortgage never really gets paid off, why this approach can be a fit for people with variable or windfall income (think sales, real estate, commissions), and how he uses it across both primary residences and investment properties. We also get into the Texas-specific wrinkles, since our homestead laws make it work a little differently here. And he walks through the simulator he uses with clients so you can compare it against your current loan and actually see the numbers for yourself.

What I appreciated most was Mike's heart. He's not here to just close loans — his mission is to spread knowledge, help people gain control over something they never felt in control of, and free them up to dream about what's possible for their family and their legacy.

A quick note: everything Mike shares is educational, not financial advice. The right move depends on your own situation, so do your homework and talk to a professional before making any decisions about your mortgage.

My challenge to you: write down three things from this episode you want to look into this week, and DM me on Instagram to tell me what stood out. And reach out to Mike if you want to run your own numbers.

Let's get into it.

Some of my favorite episodes of this podcast are when we talk about business, real estate, and building wealth — but none of it really matters if you don't have purpose. For me, purpose comes from Jesus, and I believe my mission is to bring the Kingdom of Heaven to earth through everything I do — business, real estate, parenting, marriage, and relationships. Today's conversation with Dr. B was a powerful reminder of that.

Dr. Brian E. Arnold — Dr. B — is the host of two podcasts, Living On Purpose and Journey to Freedom, and the author of three books. He's a legend, and I'm grateful he came on the show.

Dr. B's story is wild. He was diagnosed with dyslexia in third grade back in the early '70s and grew up believing he wasn't enough. He didn't plan on going to college — he wanted to be a Hollywood stunt man — but an athletic scholarship and his mom's belief in education put him on a different path. From there, his life became a series of God-orchestrated moments and mentors: a principal named John Buckner who paid for his ticket back to California when Colorado wouldn't let him teach, a master's in educational technology that became "the equalizer" for his dyslexia, a stint teaching teachers at the university level, and eventually a doctorate in educational leadership.

He's also built a mortgage and financial services business, survived the 2008 crash, run nonprofits serving people experiencing homelessness, and launched Journey to Freedom — a podcast where he set out to interview 100 successful Black men in a single year and ended up with over 250 episodes.

What hit me hardest in this conversation was Dr. B's framework: being, then doing, then having — not the other way around. We can't accumulate possessions and then figure out who we are. We have to know our identity first. He talks about affirmations, vision, and becoming outward-focused, and he drops this line that I can't stop thinking about: you are the answer to someone else's prayer. You just have to be present enough to notice.

If you've ever felt like you weren't enough, like your past disqualifies you, or like you're still searching for purpose in your work — this one's for you.

My challenge: write down three things from this episode you want to put into practice this week. DM me on Instagram and tell me what landed. And go give Dr. B a follow on his podcasts and grab one of his books.

Let's get into it.

In this episode, I sit down with Steven Bowles to talk about wealth transfer, estate planning, stewardship, and how to prepare the next generation to handle what we leave behind.

Whether your net worth is negative, modest, or in the millions, this conversation matters because every family needs to think intentionally about the future. Steven has spent years working with family offices and high-net-worth families, and he shares what he has learned from seeing wealth transfer done both well and poorly. 

We talk about why wealth rarely disappears simply because of bad investments—it often breaks down because of poor communication, lack of preparation, and failure to build healthy family systems. Steven explains why families need to talk about values, stewardship, inheritance, and the purpose behind the resources they have been given.

We also get practical and cover estate taxes, revocable trusts, wills, probate, life insurance, and why planning early can protect your family from unnecessary confusion, costs, and conflict.

At the core, this episode is not just about money. It is about stewardship. Everything we have has been entrusted to us, and it is our responsibility to plan wisely so we can bless the next generation instead of burdening them.

If you care about building a legacy, protecting your family, and stewarding wealth with purpose, this episode is for you.