Each week Greg Helbeck brings on guests in various different industries to discuss what has made them successful and how the listeners can duplicate their success to achieve more in their own lives.
Greg Helbeck- Real Estate Investor
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The Pave The Way Podcast with Greg Helbeck is a phenomenal resource for anyone interested in real estate investing. Greg consistently brings on brilliant guests who have achieved great success in their own real estate endeavors. Whether you're a beginner looking to learn the ropes or an experienced investor seeking to expand your knowledge, this podcast delivers valuable insights and practical advice.
One of the best aspects of this podcast is the diverse range of topics covered. Not only does Greg delve into the intricacies of real estate investing, but he also explores entrepreneurship, business strategies, marketing techniques, negotiations, and more. Each episode offers something new and valuable, allowing listeners to gain a well-rounded perspective on various aspects of success.
Furthermore, Greg's personable and approachable demeanor shines through in every episode. He genuinely cares about helping others achieve their real estate goals and that sincerity comes across in his interactions with guests and listeners alike. His solid advice and wealth of knowledge make him a trusted source for guidance in the Northeast market, particularly in New York where doing business can be challenging.
While it's difficult to find any negatives about this podcast, one potential drawback is that it may not offer much for investors outside of the Northeast market. Since Greg focuses primarily on his experiences and expertise in that region, listeners from other parts of the country may not find as much applicable information. However, even if some episodes are location-specific, there is still plenty of general knowledge and wisdom shared by guests that can benefit investors anywhere.
In conclusion, The Pave The Way Podcast with Greg Helbeck is a must-listen for anyone interested in real estate investing or entrepreneurship. Greg's ability to provide consistent value through his interviews with experts sets this podcast apart from others in the industry. Whether you're seeking inspiration or practical advice to apply directly to your business endeavors, this podcast delivers on all fronts. Don't miss out on the opportunity to learn from someone who has accomplished what you're trying to achieve.
In this interview, I sit down with investor Bryan Driscoll to talk about what's happening in real estate marketing in 2026—pay per lead, PPC costs, AI tools, and what investors need to do to stay competitive. We also get into Bryan's mission behind The Goodness Game and why giving back matters just as much as building a business.
In this video, I break down 3 tactical things you NEED to be doing in 2026 to stay relevant and profitable in real estate investing. If you saw my last video, “The Truth About Real Estate Investing in 2026,” you know the market has already shifted. A lot of investors are feeling it — tighter deals, more competition, and sellers who are harder to reach than ever. So this is part two — how to take action and get more deals.
In this episode, I break down exactly how buying a property with a squatter inside increased my net worth by over $200,000 — and why most investors would have walked away from this deal. The big lesson: you get paid in direct proportion to your ability to solve problems. Most investors won't touch deals like this — that's exactly where the money is. Have a deal? Contact me
Rental property investors — stop letting your mortgage servicer escrow your taxes & insurance. In this episode, I break down why you should NEVER let a bank or servicing company pay your taxes and insurance for you. I'm currently dealing with a servicer mistake that caused my payment to spike and it's been a nightmare trying to fix. In this video, you'll learn: ✅ Why escrow accounts get screwed up ✅ How it can destroy your rental cash flow ✅ What to tell lenders so you can pay taxes/insurance yourself If you own rentals (or plan to), this is a lesson you need to hear.
In this episode of Real Estate Investing Fast Track, I break down a Greenwood Lake, NY wholesale deal that I didn't even want to buy myself. But just because it wasn't a deal for me doesn't mean it wasn't a deal for someone else. I got it under contract for $150K and assigned it for $168K, making an $18K profit with a smooth, transparent transaction from start to finish. I go over how I found it through direct mail, why I passed on flipping it, and how I still made money by assigning it to another investor.
I got paid $10,000 to buy a rental property — and it cash flows every single month. In this video I'm breaking down a real BRRRR deal I did in Monroe, New York step by step. How I found it, how I structured it, how I pulled $10K out at closing with zero out of pocket, and what the numbers look like today.
A seller tried to scam me on a wholesale deal in Westchester County. I'm breaking down exactly what happened, the red flags we missed, and the one thing you should always do before going into contract on a property. If you're wholesaling or flipping, this is happening more than you think. Got a crazy seller story? Drop it in the comments.
Bad vendors are part of the business — but knowing when to stand your ground is how you protect your business. I'm breaking down my 3-step process for dealing with difficult vendors, plus calling out a loan servicer I'm currently going to war with in real life. This stuff happens. You need to be ready for it.
In part 3 of the Beacon, NY flip, I'm breaking down what happened when our highest offer buyer signed a non-contingent contract — and still couldn't close. Seven months, two buyers, and thousands in extra holding costs later, here's what I learned. -Always require a minimum 5-10% earnest money on non-contingent offers -Call the lender to vet your buyer — no matter what -Enforce your contract when a buyer defaults
In this week's deal breakdown, I bought a property in Newburgh, NY occupied — and ended up selling it directly to the tenant for a $58K profit. I'll walk you through how the deal came together, the negotiation, and the 3 lessons I took away from it.
The real estate game has changed — and most people aren't talking about it. In this video, I'm breaking down exactly what's different about investing in real estate in 2026 and what you need to do to stay profitable. In this video I cover: -Why competition has completely changed direct-to-seller marketing -Why a cash offer isn't the selling point it used to be -How the real estate market has shifted (and why sub-markets matter more than ever) -Why the local investing model is making a comeback -The growing regulation around wholesaling you need to know about Plus — what you can actually do to adapt and still win in 2026.
In this episode, I break down why a lot of real estate advice online doesn't actually work in the real world. From co-living hype to investing nationwide, I explain what's realistic—and what isn't—based on 10+ years and 500+ deals. If you want to succeed in real estate, you need to focus on fundamentals, local markets, and real experience.
In this episode, I break down how I bought a rental property using owner financing at 0% interest—and how the seller essentially gave me a loan for free. I walk through the full deal: how I structured it, why the seller agreed, and how this property became a cash-flowing rental. This is a real example of how creative financing can help you buy deals—even at or near market value—if the terms make sense.
In this episode, I break down why acting with urgency is one of the most important skills in real estate investing. The reality is simple—good deals don't last, and if you're slow to act, someone else will take the opportunity. If you're wholesaling, flipping, or working with off-market sellers, this is a lesson you need to understand if you want more deal flow.
Despite all the headaches, the deal still ended up being profitable—but it came with some hard lessons. In this video I cover: Why having a great title company can make or break a deal How a bad buyer contract can waste months of your time Why problem solving is the most important skill in real estate investing How difficult deals often keep the competition away If you're wholesaling, flipping, or investing in off-market real estate, this breakdown will show you what actually happens behind the scenes on real deals. If you got value from this video, subscribe to the channel for more real estate deal breakdowns, lessons, and investing strategies.
What does Team USA winning the gold medal in hockey have to do with real estate investing? In this episode, I break down three powerful lessons from the USA vs. Canada gold medal game and how they directly apply to success in real estate and business. From losing deals even when you do everything right, to how just one or two key plays can change everything, there are powerful parallels between sports and real estate investing. Have a deal in Hudson Valley, Seattle or Delaware? Email: greg@velocityhousebuyers.com Instagram: @grego_37
In real estate, the highest offer doesn't always win the deal. In this episode, I break down how I was able to buy a property without being the highest bidder. By understanding the seller's situation and bringing other things to the table, I was able to structure a deal that worked for both of us—and that's where real opportunities are created. Questions about this deal? greg@velocityhousebuyers.com Instagram @grego_37
When in doubt… just make the offer. In this episode, I break down the simple rule that has helped me close over 500 real estate deals: leads, offers, follow-up. That's it. If you're struggling to get deals in wholesale real estate or off-market investing, chances are you're not making enough offers or not following up consistently! Have a deal in the Hudson Valley NY, Seattle WA or Delaware? greg@velocityhousebuyers.com IG: @grego_37 Subscribe for weekly real estate investing lessons.
In this episode, I break down my first rental property and how it increased my net worth by over $200,000. I share how I bought it for $65,000, refinanced it using the BRRRR strategy, built massive equity, and now collect strong monthly cash flow. If you want to build wealth through rental properties, buy and hold real estate, or wholesaling, this is a real case study of what's possible. Have a deal in the Hudson Valley, Seattle, or Delaware? greg@velocityhousebuyers.com IG: @grego_37 Subscribe for weekly real estate deal breakdowns.
Why every real estate investor needs a good title company. After 500+ deals, I've learned that most profitable properties come with title issues—liens, judgments, and delays. In this video, I explain what title companies do, why they matter, and how the right one can save your deals. If you're a real estate wholesaler, flipper, or investor, this is a relationship you can't afford to get wrong. Have a deal? Let's connect: greg@velocityhousebuyers.com IG: @grego_37 Subscribe for weekly real estate investing lessons.
In this episode of Real Estate Deal Breakdown, I walk you through a $24,000 wholesale deal in New Windsor, NY — a mobile home on land I normally wouldn't touch. I explain why I took the deal, how I beat out other investors, and why knowing your market can give you a huge advantage.
This is Part 2 of my 1031 Exchange breakdown — where I walk you through the exact numbers behind buying the neighbor's unit. Quick snapshot of the deal: • Sold original condo for $70,000 (as-is) • Bought neighbor's unit for $92,500 • ~$25K–$30K in built-in equity • ~18% cash-on-cash return on money out of pocket • ~$6,000/year projected net cash flow Instead of spending $50K renovating or paying a large capital gains + depreciation recapture tax bill. I chose to reposition the equity into a stronger asset that cash flows immediately. If you got value, like the video and subscribe for more real estate deal breakdowns. If you have a deal in the Hudson Valley, Delaware, or Seattle:
In this week's Real Estate Weekly Lesson, I talk about why it's smart to disclose everything you know about a property when you're flipping, wholesaling, or renting. Too many people try to hide issues in this business, and it almost always comes back to bite them. Full disclosure protects you, builds trust, and keeps you out of legal and financial trouble. If you want to be in this business long-term, transparency isn't optional — it's the smart way to operate. If you're in the Hudson Valley, Seattle metro, or Delaware and have a deal you want to wholesale or JV on, reach out. Email: greg@velocityhousebuyers.com Instagram: @grego_37 See you on the next REI Weekly Lesson!
In this Real Estate Deal Breakdown, I walk through a JV wholesale deal outside my main market that turned into a $23,000 profit. Someone reached out to me with a deal in upstate New York—an area I don't normally operate in. I'll show you how we evaluated the opportunity, found a local buyer, structured the JV, and got the deal closed for a true win-win. You'll learn: • How to JV deals outside your core market • Why flexibility with territory can create more opportunities • How having a strong buyer's list makes deals possible anywhere • Why if a deal is truly a deal, someone will buy it If you want to do more deals without spending more on marketing, this episode is for you.
In this video, I break down exactly how to run comps in a shifting market, how I personally analyze deals today, and how you should be underwriting properties so you don't overpay or get stuck holding inventory. You'll learn: -Why sold comps matter less in changing markets -How to use active listings to gauge true competition -How pending sales reveal real-time demand -Why days on market can kill your profits -How to adjust your ARV and offers conservatively Whether you flip houses, wholesale deals, or buy rental properties, this framework will help you make smarter offers and stay profitable even when the market isn't booming! Questions? Contact me greg@velocityhousebuyers.com Instagram @grego_37
In this video, I break down why Joint Venture (JV) deals are one of my favorite strategies in real estate and how they create true win-win situations. I explain: -What a JV deal is -Why out-of-state, local, and new investors can benefit -How JV deals can actually make you more money -Real examples from deals I've done If you have a deal in Seattle, the Hudson Valley, or Delaware, I'm either a direct buyer or open to JV'ing if the numbers make sense. Contact me:
In this video, I break down how real estate investors use a 1031 exchange to trade up properties and grow their portfolio without triggering capital gains taxes. I walk through when a 1031 exchange makes sense, how it works in real life, and common mistakes investors make when trying to upgrade properties. If you're selling a rental, thinking about scaling, or want to understand how investors recycle equity into bigger deals, this breakdown will help you decide if a 1031 exchange is the right move.
In this Real Estate Weekly Deal Breakdown, I walk through a real-life deal where I sold a problem rental and used a 1031 exchange to buy the neighbor's unit instead. This condo was a nightmare—bad tenant, eviction, major damage, a contractor who stole money, and numbers that no longer made sense. I break down why rehabbing it didn't work, why selling outright would've crushed me with taxes, and how a conversation with the neighbor led to the best possible outcome. If you're holding rentals and considering selling, this breakdown will help you think through your options before you make an expensive mistake.
Seller Shopping Your Offer? Here's How to Still Get the Deal If you're doing off-market marketing, this will happen—sellers take your offer and shop it around to other investors. The question is: how do you respond without losing the deal? In this Real Estate Weekly Lesson, I share real-world strategies I've used across 500+ closed deals to: Figure out if a seller is bluffing or serious Ask the right questions before making an offer Handle competing investors (local vs. virtual) Secure the “last look” and maximize your chances to win
In this REI deal breakdown, I walk through a real wholesale deal and explain what every wholesaler needs in their contract to protect themselves when things go wrong. This deal happened in Washington State and included a buyer backing out on the day of closing, unexpected property damage, and a tight timeline — but strong contract language made all the difference. If you're in the Hudson Valley, Seattle, or Delaware and have a property you're looking to sell, feel free to reach out:
Contracts get breached in real estate — it's something every investor will face at some point. In this video, I explain what to do when a buyer backs out, a seller cancels, or a real estate deal falls apart. I cover how to protect your earnest money deposit, enforce contracts, handle contingencies, and navigate breached contracts like a pro. If you've been in real estate for a while, you know this is bound to happen — the key is knowing how to respond and minimize your losses.
Real estate investing isn't all wins. If you're flipping houses, wholesaling, or doing direct-to-seller marketing, the lows are part of the game. In this REI Weekly Lesson, I break down how to deal with rejection, resistance, and failure in off-market real estate — and why most investors quit before the success shows up. If you're not getting rejected, you're probably not trying hard enough.
This Seattle house flip should have been a winner — but it wasn't. In this video, I break down a real deal that ended up losing about $4,000 and explain exactly what went wrong. From pricing and market shifts to demand, inspections, and seller leverage, this deal is a perfect example of why real estate investing isn't always clean or predictable. If you got value, like the video, subscribe, and drop a comment with your thoughts or questions. Have a deal in Seattle, the Hudson Valley, or Delaware?
When should you sell a rental property? Most investors say never sell — but after 10+ years and nearly 500 deals, I can tell you that isn't always true. In this REI Weekly Lesson, I break down when it actually makes sense to sell, how to think about return on equity, and why peace of mind and portfolio optimization matter. Have a house to sell? Hudson Valley, Delaware, or Seattle
In this week's Real Estate Deal Breakdown, I show how a simple referral turned into a $20,000 wholesale deal in Puyallup, WA — with zero marketing cost. I break down: • How the referral came in • Why the deal wasn't right for me • How I assigned it in under 6 hours • The transparency that keeps agents sending referrals • Why referral leads are often your most profitable leads If you're in WA, NY, or DE and have a deal to wholesale to me or with me:
Biggest Lies Miniseries: Myth #5 Most investors think they need to scale to succeed — big teams, big overhead, big chaos. But after 10+ years and 450+ deals, I can tell you the truth: you can build a highly profitable real estate business that supports your dream lifestyle without scaling at all. Start with the life you want — then build the real estate business that supports it.
Curious how one direct mail lead turned into a $35K payday?
Biggest Lies Miniseries pt. 4 Welcome to this week's Real Estate Weekly lesson! I'm continuing my miniseries dedicated to debunking the myths you constantly hear in the real estate business. Today, we're tackling the completely counterproductive idea of spending all your time building a buyer's list when you should be focused on one thing: getting deals! Questions? Contact me greg@velocityhousebuyers.com Instagram @grego_37
Welcome to REI Weekly Lesson #3 in our Biggest Lies Miniseries: The myth that off-market buyers should renegotiate every single deal! This practice is pure greed, hurts your reputation, and can kill your career.
FROM NHL TO ENTREPRENEUR In this exclusive interview, I sit down with former professional hockey player Jordan Schmaltz as he opens up about his incredible pivot from the National Hockey League (NHL) to the demanding world of entrepreneurship. Whether you're a hockey fan, an aspiring business owner, or just looking for an inspiring story about life after professional sports, this is a must-watch! Hear more from Jordan Schmaltz X @J_Swish24 Instagram @jschmaltz24 @homeby3official @liveinfivepod @missincurfew Contact me! greg@velocityhousebuyers.com Instagram @grego_37
You've been taught to chase the "most motivated" sellers for deep discounts. But after 500+ successful transactions, I'm busting the biggest myth in real estate wholesaling and investing: The highly motivated seller often creates more problems than profits. Questions? Contact me greg@velocityhousebuyers.com Instagram @grego_37
Today, I'm talking about a small wholesale deal in Wilmington, Delaware, that banked us $5,000. And I took it, happily. Mindset Shift: You can't make big money on every deal. The Power of Consistency: String together 3-4 of those $5K deals, and you've hit your big payday anyway. Stop chasing the yacht club on every transaction and start building momentum. Base hits, baby!
Welcome to Part 1 of "The BIGGEST LIES in Real Estate" Mini-Series!
Real estate investors, are you holding onto a rental property you should really let go? Join me in my latest lesson as I explore the three biggest issues with rental properties today—bad assets, unfavorable locations, and buying just for the sake of owning. Learn when it's smarter to cut your losses and reinvest your capital elsewhere! Contact me! greg@velocityhousebuyers.com Instagram @grego_37
REI Deal Breakdown Our recent Delaware deal turned a long-term lead into a $25k success! Patience and persistence in the wholesaling niche can help you unlock big returns. Dive into our latest deal breakdown to learn how strategic follow-up and knowing your buyers can make all the difference. Contact me! greg@velocityhousebuyers.com Instagram @grego_37
Unlock your potential in real estate and business with the #1 rule: Keep your word. Discover how integrity can drive success and open doors. Watch my latest lesson on this powerful principle today! Contact me! greg@velocityhousebuyers.com Instagram @grego_37
Would you manipulate a seller right before closing? Learn why this tactic is borderline criminal and how you can ethically renegotiate deals. Don't miss my latest lesson on honest investing! Contact me! greg@velocityhousebuyers.com Instagram @grego_37
In real estate investing, flexibility is just as important as the right property! On my latest REI Deal Breakdown, we're utilizing multiple exit strategies to adapt quickly and keep our investment profitable. From wholesaling to renovation to rental potential, discover how we're prepared for any market shift. Contact me! greg@velocityhousebuyers.com Instagram @grego_37
Ever wondered how the best in the business balance risk and stability? In my conversation with Paul Sparks, we explore the Barbell Strategy—a method that has transformed his real estate journey. By aligning his passion for serving specific clients with strategic investment choices, Paul has not only scaled his business but also achieved incredible peace of mind. Join us as we explore how to apply these principles to your own real estate endeavors, and take your investments to new heights. Contact me! greg@velocityhousebuyers.com Instagram @grego_37 Find Paul Sparks on instagram @paulsparksofficial Or check out his platform where 7-figure RE Business owners and investors can connect @theclubteam.com
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