Real Estate Investing for Cash Flow with Kevin Bupp
Ep #107: How Being a Contrarian Investor and Betting Against the Masses has Proven to be a Successful Real Estate Model for Today’s Guest – with Mark Mascia

Our guest for this week’s show is Commercial Real Estate Investment Expert and CEO of New York City based Mascia Development, Mark Mascia

In today’s show we’re going to be speaking with Mark about how he got his start in the Commercial Real Estate industry by working with some of the nations most reputable investment and development firms immediately following college and how in a very short number of years has parlayed that invaluable experience into running his own highly successful Investment firm.

Mark and I have a candid conversation about the lessons he’s learned along the way, including the struggles he’s encountered as he’s traveled the path to building his multi-million dollar Real Estate portfolio.

In this show with Mark you’re going to learn:


  • The reasons he and his firm focus on asset types that are considered “out of the current property real estate cycle” even though it’s contrary to what the rest of the market is doing.
  • Learn about the struggles that Mark and his team faced by opening their investment firm in 2008 right in the middle of one of our countries biggest financial meltdowns and how they were able to push through.
  • Why Mark and his team ultimately decided to expand their reach outside of the Manhattan market and no longer limit themselves to geographical boundaries.
  • What the formation of Mark’s original team at Mascia development comprised of in the beginning and how it’s changed over the years as they’ve grown.
  • Learn about the Markets that Mark is actively working in today and why he and his team chose these particular markets.
  • What his take is on the current real estate climate and what inning he feels we’re in with our current real estate cycle.
  • The multiple different methods his firm uses to find opportunistic deals even in todays heated real estate climate.
  • Why he feels that it’s best to work with banks you have a relationship with and have done deals with rather than shopping for banks solely by rate and terms.
  • The reasons that Mark feels very strong about focusing on an actual business model and not a specific deal and what this means for you.
  • And much more

Recommended Resources

  • Download my free success guide, “7 habits of highly successful multi-family investors” by going to
  • Schedule your free 30 minute "no obligation" call directly with Kevin by clicking this link
  • Looking to invest in Mobile Home Parks? Want to JV with me on deals? If so, schedule a call with me and let’s talk. Click here
Direct download: Mark_Mascia_final_edited_show_107.mp3
Category:general -- posted at: 1:02am EDT

Ep #106: How to Build a Cash Flow Machine by Investing in Raw Land – with Seth Williams

Our guest for this week’s show is raw land investment expert and founder of the popular Real Estate Investment website, Seth Williams.

In today’s show we’re going to be speaking with Seth about his part-time investment business and how he has created multiple streams of income by buying and selling raw land. If you’ve been a loyal listener to our show for the past few years then you’ve probably heard me previously talk about this niche of raw land investing. Our company even went as far as testing this particular niche to see if it might prove to be a potential new revenue stream for our existing investment business.

I think the most existing part about this niche is the fact that someone could essentially get started and buy their first deal for as low as a few hundred bucks. I personally feel that this niche offers a great opportunity for the beginning investor who has limited money and resources to get started in a “not so competitive” niche and start making some passive income streams which they can bank roll and hopefully later parlay into bigger deals. This is also a great niche for those looking for alternative ways to create additional streams of income and some phenomenal returns.

Whether you’re a new or seasoned investor I’m positive that you’ll get a ton of value from our interview together.

 In this show with Seth you’re going to learn:

  • How Seth got his start as a Raw Land investor while working a full-time job.
  • How he found a unique niche by marketing directly to tax delinquent land owners.
  • The reasons I feel that this type of investing is a great way for new investors to get started with very little working capital and use it as a stepping stone to get into bigger commercial deals.
  • The process of obtaining a tax delinquent property owner list from the county and how to properly scrub it.
  • How he was able to streamline his lead generation process by utilizing a strategic recorded message and website.
  • What the due diligence process looks like on a raw piece of land.
  • How to properly come up with an estimated value for a vacant piece of land.
  • What his direct mail process consists of when mailing to land owners.
  • And much more

Recommended Resources

Direct download: final_edited_show_seth_williams_106.mp3
Category:general -- posted at: 1:11am EDT

Ep #105: Discover the Power of the Self-Directed IRA and How to Use Them to Fund Your Next Deal – with Kaaren Hall

Our guest for this week’s show is Self-Directed IRA expert and founder of the uDirect IRA, Kaaren Hall.

Kaaren has helped hundreds of people self-direct their retirement savings. In today’s show she will explain how to use IRA dollars to fund your Real Estate deals. She'll cover the do's and don'ts and go over the process step-by-step and tell you how you can tap into the $5 Trillion pool of retirement funds that exist in the US. Kaaren is one of the top experts in this field which means you definitely don’t want to miss a second of our talk together.

Kaaren is also going to offer a free gift at the end of the show which is a free copy of her book “The self-directed IRA handbook”. And this isn’t some ebook or digital download, Kaaren will physically send you a copy in the mail, but you’ll need to listen all the way to the end in order to get the instructions on how to redeem this incredibly generous offer.

 In this show with Kaaren you’re going to learn:

  • How Kaaren got her start in this industry.
  • How Kaaren was able to build a thriving business during the financial meltdown of 2007-2008 and how self-directed IRA’s played a critical role in Real Estate funding’s during that time period when banks weren’t lending.
  • The basics of investing in real estate using your self-directed IRA as well as the pro’s and con’s on using a self-directed IRA
  • How to find IRA investors to fund your next deal.
  • Learn the details on what’s considered a prohibited transaction and why this is important to you.
  • What a checkbook self-directed IRA is and when it makes sense to utilize this strategy.
  • And much more

Recommended Resources

Direct download: final_edited_show_kaaren_hall_episode_105.mp3
Category:general -- posted at: 9:24pm EDT

Ep #104: How to Successfully Invest in Multifamily Apartments and Avoid Costly Mistakes – with Marty Cleckler

Our guest for this week’s show is Mulitfamily expert and founder of the National Apartment Investor Group, Marty Cleckler. Marty has experience is all facets of multifamily investing and currently holds positions as a commercial appraiser who specialty lies in multifamily, a licensed real estate broker who’s core focus is apartment buildings, and last but not least as an active multifamily investor who has acted as a lead sponsor on numerous multifamily syndications.

 In this show with Marty you’re going to learn:

  • How Marty got his start in the real estate business as an appraiser and broker before moving on to becoming an active investor.
  • How he ended up with 22 partners on his first multifamily deal and why he vowed to never have that many investors involved in one single deal ever again.
  • His experience with outsourcing the management of his multifamily property during a massive rehab project and why he ultimately decided to bring it back in house and do it himself until the rehab was complete and the property stabilized.
  • Why it’s usually the smallest of investors that cause the biggest problems and headaches during a syndication project.
  • The huge opportunity that exists from the huge flood of millennials and baby boomers as it pertains to rental housing, specifically multifamily.
  • The reasons that Marty suggests that buying in in-fill type markets is a much better play than purchasing apartments in markets where there is still large amounts of room for developers to build new apartments.
  • The reasons to never shop by cap rate and why it really only pertains to the exit of a property.
  • Why loopnet is considered the graveyard for commercial deals.
  • Why building a database of properties within your desired your market or markets and getting to know those owners is by far the best way to find the best opportunities.
  • And much more

Recommended Resources:

  • Download my free success guide, “7 habits of highly successful multi-family investors” by going to
  • Schedule your free 30 minute "no obligation" call directly with Kevin by clicking this link
  • Looking to invest in Mobile Home Parks? Want to JV with me on deals? If so, schedule a call with me and let’s talk. Click here
Direct download: final_edited_show_104_marty_Cleckler.mp3
Category:general -- posted at: 12:26pm EDT