Capstone Connectors with Derek Simkins

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Capstone Connectors with Derek Simkins Connecting investors with opportunities and creating success through trust, teamwork, and innovation.

I'm an Air Force veteran, newly married, and thrilled to be a first-time dad soon! My passion is connecting people in the real estate world, helping borrowers and private lenders create win-win opportunities. I focus on building trust and fostering collaboration through every deal, ensuring strong relationships and successful outcomes. Outside of work, I’m preparing for the adventure of fatherhood and embracing this exciting new chapter in life!

10/20/2026

Got a deal that looks damn good? Send it over.

You don’t need to have it locked up with EMD yet. If you’re serious about closing, let’s look at the numbers early.

Send us your comps, property condition, and any potential issues. The more we know upfront, the better.

Just don’t send us every random property you find online. 😂 Bring us deals you’re serious about!

10/19/2026

I work with lending partners funding fix-and-flips, and I’m always open to connecting with people who have good deals.

If you refer someone who closes, you could earn hundreds of dollars, potentially close to $1,000 just for making the connection.

No need to fund the deal yourself. Just connect the right people and let’s see what we can make happen.

Sometimes the money is in your network. You just have to use it. 🤝

10/16/2026

Sometimes the opportunity is in the house everyone else overlooks.

We were looking at an older property in Florida surrounded by $1.2M homes, with comps pointing toward a potential $900K ARV.

The strategy? Use hard money to buy and rehab it, then refinance into a DSCR loan once it’s rented.

Buy it. Fix it. Rent it. Refinance it.

The key is making sure the numbers actually work before jumping in.

Because a damn good-looking deal means nothing if the math doesn’t make sense.

10/15/2026

“One weekend a month, two weeks a year.”

Yeah, fu***ng right. 😂

If you’ve served in the National Guard, you know that schedule can turn into a whole lot more.

You can spend six weeks running your business, making plans, and handling family stuff…

Then your phone rings.

“Hey, we need you for two weeks.”

Well, s**t. There goes the schedule.

That’s one of the realities of serving while trying to build a business and take care of your family. You don’t always get to control the timing.

It’s also a reminder that the goal isn’t just to build a successful business. It’s to build one that can handle real life when things don’t go according to plan.

Because life is going to throw some unexpected s**t at you.

Build your business with that in mind.

10/14/2026

Real estate lending is a relationship game. Period.

Your first deal might not come with the best terms. That’s just how it goes.

Think of it like dating. 😂

The lender wants to see how you operate. Do you communicate? Do you follow through? Do you handle the deal professionally?

When you prove you’re solid, things can change. Better terms, smoother draws, and more opportunities may open up over time.

I’ve seen it firsthand working with these lending partners. Sometimes they’ll approve things later that they wouldn’t have considered when the relationship was brand new.

Be the kind of borrower people actually want to work with.

Because good deals matter, but being someone they can trust? That s**t goes a long way.

10/13/2026

Location matters. A lot.

We were looking at rental deals in Rapid City, South Dakota, and both properties had some things I liked.

One was in Rapid Valley, near the airport. The other was close to downtown, an engineering school, and the local hospital.

That’s the kind of stuff I pay attention to.

You want to know what’s around the property, who might be renting there, and whether there’s actual demand in the area.

A cheap house doesn’t automatically make it a good investment. You’ve gotta look at the bigger picture.

Good deals aren’t just about the property. They’re about the location, the numbers, and the exit strategy.

Do your damn homework before you buy.

10/12/2026

Only 3 deals in? Good. Let’s talk about the next one. 👊

You don’t need 30 years of experience to get into real estate investing.

I was talking to an investor who had done about 3 deals and was ready to ramp things up. They’d done owner financing, a rental, and even a co-living project.

Now they’re looking to do more, including in North Dallas.

And hell yeah, we love Texas.

Here’s the thing about our lending partners: the deal and the asset matter more than having a massive track record.

Experience can help, but it’s not always the deciding factor. The relationship matters, too.

So if you’re newer to investing and think nobody will fund your next deal, don’t count yourself out.

Bring us a solid deal. Let’s look at the numbers and see what we can do.

You’ve gotta start somewhere. 💰

10/09/2026

I once lost $250,000 on a real estate deal.

The plan was simple. Buy a complete gut job, renovate it, and sell it for around $1.1M.

Two other gut jobs on the same street had sold for that price, so the numbers looked good.

Then the market shifted. COVID hit, the timeline went from 9 months to a year and a half, and the property ended up selling for around $900K.

Between losing $200K in ARV and paying interest on hard money for all those extra months, we got our asses kicked.

And that’s the thing about real estate…

The numbers can look great on paper until s**t hits the fan.

Markets change. Timelines stretch. Partnerships get complicated.

You can do your homework and still take a loss.

The lesson? Leave room for things to go wrong, understand your debt, and never assume everything will go according to plan.

Because sometimes the most expensive deals teach you the lessons you’ll never forget.

10/08/2026

A lot of people think getting a deal funded means dealing with a mountain of bulls**t and red tape.

It doesn’t always have to be that way.

We’ve worked hard to make the process simple and get rid of a lot of the unnecessary crap.

We fund fix & flips and new construction.

For new construction, you need to own the land outright and have it shovel-ready. From there, we can finance the construction.

If you’ve got a deal you’re seriously considering, submit it.

Don’t overthink the damn thing. Let’s see if the numbers make sense.

10/06/2026

Sometimes getting back into real estate means starting from fu***ng zero.

I was talking to someone who had about 5 properties he was interested in, working on seller financing, trying to put deals together…

But he had no money of his own right now.

He’d just come out of a business disaster where a partner basically wiped him off the map.

That s**t happens.

It sucks, but sometimes the biggest lessons come from the hardest losses.

The important part?

He’s still looking at deals.

Still making calls. Still negotiating. Still figuring out how to get back in the game.

You don’t need to have everything figured out today.

Sometimes you just need to keep moving.

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Asheville, NC

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