All Forum Posts by: Jack Pasmore

We’ve all seen the headlines—short-term rentals are getting regulated to death, and long-term tenants? Good luck with that lease sticking through a market shift. But what about the Mid-Term Rental (MTR) space? It’s profitable, scalable, and flying under the radar compared to its short-term counterpart.

Here's the thing—MTRs aren't just a hedge against STR restrictions. They're a completely different animal with higher-quality tenants, less turnover drama, and steady cash flow. But let’s not kid ourselves—just because it’s an untapped market doesn’t mean it’s easy.

So let’s get to it:

🚀 For those of you crushing it in the MTR space, where are you seeing the highest demand? Corporate stays, traveling nurses, insurance placements?

🔍 For the operators who have pivoted from STRs—what’s been your biggest challenge in making the switch?

No fluff. No theory. Just real, on-the-ground strategies. Let’s hear it.

(Sources / Blogs I read to create this post Chalet, Easy Street Investing, Air Dna, and Furnished Finder)

@Arn Cenedella

Arn, this is the second post of mine that you’ve engaged with in the last week... you’re on fire! I really appreciate the time you’ve taken to respond—truly.

You hit on some key points, especially how deal size often dictates whether an operator goes with 506(b) or 506(c).

I checked out your Spark Investment Group website—looks like you’ve built a solid operation with a strong focus on repeat investors. Seeing that 50-60% of your investors come back for multiple deals is a testament to the way you operate.

Your breakdown of the first “sale” is gold. That initial investor is always the hardest, and I couldn’t agree more that trust is built through performance, not just a polished pitch. I’ve been networking non-stop so far in 2025, doing everything I can to connect and find the right sponsor. I can relate to the challenge—it’s not impossible, It's a part in the journey. That said, I know it’ll be a fruitful year. Humble beginnings!

I’d love to hear more about your approach to that very first capital raise. When you were just getting started, what did you find most effective in moving from interest to commitment? If you’re open to sharing more, feel free to message me directly—I'd really appreciate your perspective.

Nick, love to see you getting back in the game!

I’ve been seeing some real opportunities coming to the Multi Family Market, but the best deals seem to be moving quietly, before they even hit the market.

Curious—what’s your approach this time around? Off-market, agent-listed, or are you networking with other investors who have deals lined up?

Either way, looking forward to seeing what you lock up next!

@Grace Tapfuma 

@Todd AndersonGrace, love the ambition—setting a goal like a triplex by the end of the year means you're already ahead of most people who just ‘think’ about getting into real estate. Taking action is what separates investors from dreamers.

Todd, you nailed it—real estate is a long-term game, and selling a business that’s already producing income is a big move. The amount it is producing does play a big role in whether this is a wise move for you at this point, but before you make that decision, have you considered leveraging your business instead of selling it?

One option could be using the equity in your business rather than cashing out entirely. Equity is the value of an asset (in this case, your business) after subtracting any liabilities. If your business is worth significantly more than what you owe on it, you may be able to borrow against that equity to fund your first deal—rather than walking away from a potentially appreciating asset.

Some investors take this route, keeping ownership of their business while using its value to qualify for financing or attract a capital partner. That way, you get into real estate without giving up a good income source.

Is real estate your long-term goal, or more of a shift from what you’re currently doing?

I’ve been deep in the trenches of capital raising, structuring deals, and making sure everything stays SEC-compliant. Like many of you, I know the difference between Rule 506(b) and 506(c)—the trade-offs, the nuances, and where each one shines.

• For those that don't know,
• - 506(b) lets you bring in non-accredited investors, but no public solicitation.
• - 506(c) gives you full marketing freedom, but only accredited investors are allowed.

The legal framework is clear. But here’s the real question… How are YOU successfully raising capital while staying 100% compliant?

I’ve seen some investors swear by the old-school, relationship-driven 506(b) approach. Others are running highly optimized 506(c) funnels that print money (raise funds effortlessly). And some? Well, they’re playing chess while the rest of us are playing checkers. I believe that this business is 100% relational and will always nurture a relationship before the pitch.

So, what’s working in this market? Are you leveraging content marketing, strategic partnerships, in-person networking, or something else entirely?

Let’s cut the fluff—feel free to drop some strategies that are moving the needle for you.

Looking forward to hearing what’s working in today’s market.

@Bruce Lynn - I love the depth of thought you put into this—these are exactly the kinds of variables that separate top-tier investors from the rest. And you’re absolutely right: underwriting isn’t just numbers on a spreadsheet; it’s understanding the moving parts of an asset, the market, and how to navigate uncertainty.

@Arn Cenedella - Underwriting is as much an art as it is a science. AI and tools can help with efficiency, but without solid market knowledge, the numbers are meaningless. There’s no substitute for on-the-ground experience when it comes to understanding rents, renovation costs, and absorption rates. Completely agree that each market is unique, and success comes from actually doing the work. Appreciate your insight!

@Vessi Kapoulian - You're right, the local market knowledge is irreplaceable when it comes to underwriting and making sound investment decisions. AI and tools can definitely help streamline the process, but at the end of the day, it's the investor's expertise and understanding of the market that drive solid assumptions. I'd love to check out the platforms you mentioned—feel free to DM me. Appreciate you sharing!

Thanks for sharing your thoughts, and I can definitely see where you’re coming from. 

I’ve always done the “grunt work” when it comes to analyzing deals—getting into the details and truly understanding the dynamics of a property. I’ve spent time with my own boots on the ground, talking to people, talking to current residents, and really immersing myself in the local market before we invest. But recently, I’ve been curious to pick people’s minds and explore how others approach these aspects, especially as we grow our portfolio.

You’re spot on about how technology can be a tool but shouldn’t replace the real human insights that come from having boots on the ground and networking. While automation can help with data pulling, it’s those conversations and local market knowledge that ultimately give us the edge in making informed decisions.

I really appreciate your thorough response.

Hey BP Community!

I’m diving into the multifamily-apartment investment space, and one thing has become crystal clear: if you can’t underwrite a deal, you’re flying blind. Every great multifamily investor I’ve spoken with emphasizes this skill, and I see why.

On the other hand, underwriting can be time-consuming and prone to human error. I have been underwriting my own deals and wonder Why am I spending hours crunching numbers manually when technology can streamline the process? I’ve been exploring tools like Google Sheet calculators that are coded for accuracy and speed, allowing individuals to focus more on their strategies, acquisitions, and capital raising.

So here’s my question to you:

• How did you master underwriting multifamily deals?
• Do you believe that automation the way forward for scaling and efficiency?

I’d love to hear your insights. And if you’ve built or used a killer underwriting tool, feel free to share, I’m always looking to improve and innovate!

If your client is planning to use a loan to purchase the portfolio, they should be aware that many lenders include prepayment penalties or restrictions when properties in a portfolio are sold off individually. These penalties can vary depending on the loan structure and the lender's terms. Additionally, lenders may require a release price (a specific amount to pay down the loan) for each property sold, which can complicate the strategy.

It’s worth discussing these details with a trusted lender or mortgage broker to ensure the plan aligns with the loan’s terms. If the purchase is done in cash, as you mentioned, they’d have more flexibility, but they’ll still want to carefully consider the tax and legal implications of the subsequent sales.

I hope this helps, and good luck with your client’s deal!

Hi Everyone,

I’m thrilled to join this community of like-minded real estate enthusiasts and investors! My name is Jack Pasmore, and I’m a realtor and co-owner of Redeeming Equity LLC. While I help people find their dream homes daily, my true passion lies in real estate investing and building long-term wealth.

I’m currently active on BiggerPockets to connect with like-minded investors, exchange ideas, explore potential opportunities, and provide opportunities through my network to collaborate with others. Whether it’s networking, discussing strategies, or exploring potential partnerships, I’m excited to engage with this amazing community. Feel free to reach out—I’d love to hear your story and see how we can grow together!

Looking forward to connecting and contributing to the journey!

Best regards,
Jack Pasmore