92: 2 Real Deals in 2023 That Could Come with Big Red Flags

$38: Wall Street Loses Its Landlord Appetite, Listings Slump, and Rents Rise: Don’t you love Wall Street? From artificially inflating the housing market to kicking first-time homebuyers to the curb, and now, selling off their inventory at a fraction of the cost. Wall Street and hedge funds alike seem to be the big landlords giving the rest of us a bad name. But, their latest blunder could bring about good news for the average mom-and-pop investor, house hacker, or even regular first-time homebuyer.Welcome back to On The Market, your bi-weekly update on everything related to real estate. Today, our panel of expert investors has brought along the most pressing stories related to property buying, selling, flipping, and wholesaling. You’ll hear why Wall Street may be turning away from real estate investing entirely, the Fed’s backpedaling on their money printing mistake, why new listings are dropping off, and which cities make the list of the most vulnerable housing markets in America.There$

21: A Supply-Starved Market and How Investors Are Already Taking Advantage: Is some alleviation from inflated home prices headed our way? Over the past two years, sellers have taken the housing market for a ride, getting dozens of offers on every listed house. No matter the condition, area, or age of the property, buyers were filling open houses every weekend just to make an over-asking offer on what should be a reasonably priced house. Now, the tables are starting to turn, and as a result, sellers are getting desperate. Interest rates are rising and buyers are backing out of the market by the dozen. Instead of twenty offers in a weekend, sellers are looking at two, and none of them are over asking price. This is good news for home buyers and great news for investors, as deals are becoming easier to come by while the housing market hysteria takes a breather. We brought the entire On The Market panel in this week to see where they’re finding deals, how their own markets are fairing, and by On The Market

58 min listen

27: Is My Market About to Crash? The 5 Major Metrics to Look at: Real estate markets are local, not national. When someone says, “the housing market is about to drop,” you have to ask, “which housing market?” Every city has different migration patterns, housing market activity, building codes, and inventory. One market in the Midwest could see price jumps while somewhere on the coast sees declines. So, which markets are getting hit hardest in the latest round of price cuts and which are still on their way up?You’ll need to know the different housing market metrics before making a prediction. But you don’t have to look into the data by yourself. You have Dave Meyer by your side! Dave has been looking at a few key markets to uncover which are seeing home price drops and which are seeing appreciation. Traditionally “strong” cities are getting hit the hardest as interest rates rise and inventory comes on the market. Some cities look like they’ll see double-digit price cuts over the next tw by On The Market

31 min listen

18: Hosts vs. Hotels: Is There Still Room in The Short-Term Rental Market?: Short-term rental investing has been one of the most profitable, fastest-growing types of real estate investing strategies in decades. When the events of 2020 happened, most vacation rental owners thought that their passive income stream had been shut off, only for the exact opposite to happen in a big way. With low interest rates, investors were scooping up short-term rentals every second they could, and their occupancy rates just kept on increasing. But is all of that about to change?We’re back with another bonus episode of On The Market where Dave does a data-first deep dive into what’s happening with the short-term rental market. From occupancy rates to second home sell-offs, and hotels regaining their prestige—everything you wanted to know about vacation rental investing is packaged up for you in this short-term rental recap.Dave also gets into the recession data behind short-term rental investing and why by On The Market

31 min listen

20: Real Estate Wholesalers: Profit Parasites or Property Investors’ Best Friend?: Real estate wholesaling is one of the most hated, commonly criticized, and least-trusted types of real estate investing. Most people paint real estate wholesalers as those who lie to sellers, incorrectly run comps, and try to market bad deals to unexpected investors. This is all said while top real estate investors around the country continue to buy from wholesalers. So what is it? Are real estate wholesalers a parasite to the property investing industry or are they the symbiotic counterpart every successful investor needs?To put it simply, wholesaling real estate is when a wholesaler will put a property under contract for a certain price, then market the property to investors at a higher price, and keep the difference once the property is handed off. Think of wholesalers as the middlemen between a distressed seller and a real estate investor looking for undervalued deals. In a perfect world, all three p by On The Market

61 min listen

50: Self Storage: The Misunderstood Money Maker Most Investors Overlook: Self storage investments aren't sexy. Most investors wrote them off for decades, with many of them not even considering self storage as true real estate. As more facilities were being built in the 1970s and 1980s, average investors looked down on self storage operators, seeing them as nothing more than owners of some concrete and metal. And who could blame them? Apartments, hotels, and other popular real estate ventures had proven track records, industry-specific technology, and a true “need” in the market. It wasn’t until after 2008 that this perception completely changed.AJ Osborne, one of the largest self storage operators in the world, built his business at a time when no one wanted to touch self storage. But, as his portfolio grew and the industry turned around, more and more investors saw self storage for what it was: a low-risk, high-cash flow real estate investment. But now, with self storage hitting its a by On The Market

60 min listen