Why Are Some Real Estate Investors More Successful Than Others?
There are a lot of real estate investors in the world today. A great deal of them pour their heart, soul, money and years of their lives into this endeavor and get nowhere with it.
At the same time, there are a select few who have made it HUGE in the business of real estate, hitting one grand slam after another, month after month, year after year.
Being a real estate blogger, I am fortunate enough to cross paths with some of these individuals from time to time. I recently reached out to some of these friends and acquaintances and asked them what they thought about this particular issue.
Specifically, this is what I asked them:
Why Are Some Real Estate Investors More Successful Than Others?
Why does this happen?
What are successful investors doing that unsuccessful investors need to learn from?
As you’ll see, there were some differing opinions on what the most pressing issues were, but there was also a common theme regarding the areas where new investors tend to struggle.
I’d love to hear your answer to the same question in the comments below.
Here they are (in no particular order):
Chris Clothier, Brian Burke, Claude Diamond, Steve Cook, Preston Ely, JP Moses, Shaun McCloskey, Justin Lee, Joshua Dorkin, Robert Griswold, Ali Boone, Frank Gallinelli, Marty Boardman, J Scott, Brandon Turner, Danny Johnson
JOSHUA DORKIN, FOUNDER & CEO of BIGGERPOCKETS.COM
“I believe that there are a few important factors that contribute to successful investors making things happen and standing out above others. Most importantly, those investors, over the long haul, are the ones who are focused on learning. Real estate and the economy are dynamic things, and in order to remain successful over time, you need to understand how things work, what’s changing, and you must be flexible enough with your strategies to adapt. That takes knowledge in various buying and exit strategies. Winging it may sound like a good way to proceed, but rarely results in long-term success. The successful investors are also running their real estate investments as a business; they manage their portfolio and strategies with a formula and with a definite plan. The vast majority of investors that I see leaving the business do so because they were bound to fail from the start due to a lack of planning and education. There is definitely some luck involved, but you can’t build an empire on luck . . . the more of the other factors that line up in your favor, the better your luck, I believe.”
Follow Joshua on Twitter or learn more at BiggerPockets.com
STEVE COOK, INVESTOR, REHABBER, AUTHOR, SPEAKER, COACH
“Those that take the “right” actions vs. those who take the wrong actions, or not action at all.
Many appear to be passionate and giving their all, but they don’t do the things that make investors money. Instead they’re looking for the next pill, the magic formula, or the better idea rather then simply employing tried and true methods of investing. Many simply make excuses. As a teacher I’ve heard them all. I’ve been told hundreds of times why what I do won’t work, and people really try to convince me of it. That leads me to believe that the actions we take are dictated by what we believe. If you don’t believe it will work, then you’ll not take the actions that will actually produce results, and if you do believe that it works, you’re going to take the actions that will produce results.
No matter how you cut it, it’s a mind game, and many people simply get in their own ways.”
Follow Steve at LIFEonaire.com or learn more at SteveCook.com
ROBERT GRISWOLD, BESTSELLING AUTHOR, PROPERTY MANAGER
“Successful investors realize that location is only the first step in evaluating the optimal rental real estate property for them. An equally important step is to understand and excel at the important aspects of property management, specifically the product preparation, marketing, advertising, tenant selection, and rent collection. You do this by either mastering these skills yourself and self-managing a property in your area, or by hiring a professional property management company that exclusively works with owners like yourself and does not get involved with sales.”
Check out Robert’s book Property Management Kit for Dummies and learn more about his property management company at at GriswoldREMgmt.com
CLAUDE DIAMOND, INVESTOR, AUTHOR, MENTOR, COACH, SALES EXPERT
“Hunger.
Max, My Mentor said it best ” Everyone wants to become rich but few are willing to pay the price”
The price was not money but the desire or hunger to excel. To learn the strategies and sales skills necessary to make as much as you want, whenever you want without any need of personal financial resources.
Very few are willing to pay that price. Very few have that hunger.”
Follow Claude on Twitter or learn more at ClaudeDiamond.com
SHAUN MCCLOSKEY, INVESTOR, SPEAKER, COACH, MENTOR
“The biggest difference between those who are successful and those who aren’t can almost always be boiled down to one sentence. “You must become consistent in being a massive action taker.”
The students I have that are doing really well don’t spend 6 months planning out everything before actually taking action. They have a general idea of a plan and they start taking action. And not just a little bit of action, they take massive action… The successful ones also model others who are already successful. They don’t try to reinvent the wheel because they think they have a better way. The truth is, the don’t have a better way yet until they’ve committed to trying what we already know works. The way we know it works is to try it first, then decide… Finally, the successful ones are consistent with their efforts. I sometimes get students that say they tried my marketing techniques and they just don’t work. When I dig a little deeper, I find out that they’re saying it doesn’t work because they tried to send out 20 mailers to motivated sellers in one day and they only got one call from their efforts. Since that phone call didn’t turn into a deal, all of a sudden the marketing just doesn’t work, so they never send direct mail again. This is ludicrous. Everything in business takes consistent results…
The one sentence above pretty much sums it up. Consistent actions will get you there. But not only consistent actions… you must take the right actions. You can take all of the action in the world, but if you’re doing the wrong things, you can still get bad results. Because of this, invest in your education. But don’t overdo it either! You must take action on what you learn, otherwise, you’ll end up being “that guy” who goes to every seminar in the country and never does a deal.”
Follow Shaun on Twitter or learn more at LIFEonaire.com
PRESTON ELY, INVESTOR, MARKETER, WRITER, SPEAKER
“The investors who succeed are the ones who have trained their mind for success. They are very driven, goal oriented, positive, strong, and ultra-determined. Their self-confidence is through the roof. The ones who don’t succeed are the ones who havent taken the time to work on themselves or gain the necessary life-skills to succeed at ANYthing, let alone real estate.”
Follow Preston on Twitter or learn more at PrestonEly.com
JUSTIN LEE, INVESTOR, MARKETER, SHORT SALE & PREFORECLOSURE EXPERT
“Real estate investing, just like any other business, is all about lead generation.
At the top of that list comes generating leads of motivated sellers; in other words, finding lots of great deals. After that comes generating buyer leads (cash buyers if you plan on wholesaling), and also leads from private lenders.
Too many times I see students spending so much time & money on “getting educated”, that they have so much “book smarts” but have never spoken to a single seller in their life! Remember, if the phone doesn’t ring, or you can’t generate a lead, then you can’t buy/flip a house, and close a deal.
If there’s one thing all of the successful real estate investors do, they all have a lead machine cranking where they are constantly anaylzing deals and making offers.”
Follow Justin on Twitter or learn more at REIMarketingTips.com
JP MOSES, INVESTOR, REHABBER, BLOGGER
“One of the biggest reasons so many investors ultimately die trying is because of their inner demons, plain and simple. Whether it’s fear of failure, fear of success, analysis paralysis, feeling overwhelmed, lacking confidence, lack of fierce determination…fill in the blank with some form of self-sabotage, and you’ve got it for most folks.
Sadly mindset seems typically given a backseat or side-car at best to learning real estate tactics and techniques. But slaying those dragons of the mind is absolutely, positively, without any shadow of doubt the most important thing any investor should learn to master, and the biggest difference between those who win big and those who never make it happen.”
Follow JP on Twitter or learn more at REItips.com
BRANDON TURNER, SENIOR EDITOR & COMMUNITY MANAGER of BIGGERPOCKETS.COM
“Luck. But I don’t mean in the normal sense of the word. I truly do believe that luck is the driving force – after all, we were “lucky” to live in a country where all this is possible, lucky to have interest rates so low that cash flow is easy, lucky to have certain deals put in front of us. However, as the quote made famous by film producer Samuel Goldwyn, “The harder I work, the luckier I get.” I firmly believe that getting this luck comes down to putting oneself out there and making it happen. No one is going to get lucky in real estate while playing Call of Duty on a PS3. However, if you are engaging in the business and working your tail off, luck is bound to find you, followed by success.”
Follow Brandon on Twitter or learn more at BiggerPockets.com
CHRIS CLOTHIER, INVESTOR, PROPERTY MANAGER, AUTHOR, MENTOR
“I think its important that investors have a bit of levity to their approach to investing. I’m not sure if there are any steps that make one investor succeed and another fail, but often the approach is different. Success takes time, focus, energy, hard work and a little luck along the way. So often an investor who is struggling may either think it all luck that leads to success and the discount the hours of education, toil and effort or they will think that only the most connected and wealthy people are the ones being successful which again discounts the fact that nearly every successful investor started out at the same spot. Rather than wondering why or how someone else found success, they simply went to work and followed the steps of successful investors before them.”
Follow Chris on Twitter or learn more at MemphisInvest.com
FRANK GALLINELLI, FOUNDER AND PRESIDENT of REALDATA® INC, AUTHOR, INSTRUCTOR, INVESTOR
“From what I have been able to see, the first trait of successful investors is the same as for successful people in all endeavors: hard work… The second trait is one that truly separates the successful from the dreamers: preparation, or more specifically, a willingness to learn first and act second… Perhaps the final trait I would emphasize is the ability to identify and set investment objectives… I don’t doubt that there are additional characteristics that we could identify, but I believe that anyone who would focus on these three – a willingness to accept the reality that success requires hard work, a serious commitment to education, and the discipline to identify and pursue specific investment goals – should be well on their way to attaining success as a real estate investor.”
Learn more about Frank’s company at RealData.com and check out his three books: Mastering Real Estate Investment, 10 Commandments for Real Estate Investors, What Every Real Estate Investor Needs to Know About Cash Flow
DANNY JOHNSON, INVESTOR, REHABBER, BLOGGER
“The biggest reason why some investors become successful while others can’t seem to make any sort of headway, is simply due to their mindset. I think successful investors had more of a reason to work hard enough to push through their fear and self-doubt and take action to get started. It’s awfully easy to just stay in your comfort zone and keep learning while never really doing anything.
Among those that actually do take action and get started, I think the ones that make it realize and focus on the fact that it really is all just a numbers game. Get enough leads and you will get good deals. If you are having a hard time finding a deal, you aren’t getting enough or looking at enough leads. Yes, it takes a lot, but it becomes easier as you gain experience. Be persistent and success is sure to follow.”
Follow Danny on Twitter or learn more at FlippingJunkie.com
BRIAN BURKE, INVESTOR, BROKER, FORECLOSURE SPECIALIST
“I think that some are unsuccessful in this industry because they are afraid to take the necessary steps to build to success. Instead, they just want it now! It is very rare to achieve instant success in this business, or in any other business for that matter. It takes time, experience, and track record to build a successful business. Along the way, there will be setbacks, and the people that eventually succeed are able to overcome these obstacles and use them to their advantage to leverage themselves into greater success. If you give up, success will elude you. Successful investors aren’t greedy. Well, they are in a way, as fear and greed are the driving forces behind most investment transactions, but successful investors realize the value of sharing their success with others as a way to achieve scale. For example, I first built my track record, and next I built my business. I took on capital partners and shared the wealth, which allowed me to achieve scale beyond my imagination. If I were greedy and wanted to keep it all for myself, I’d still be operating a much smaller business.”
Learn more about Brian’s company Praxis Capital at PraxCap.com
MARTY BOARDMAN, INVESTOR, CO-OWNER AND CFO of RISING SUN CAPITAL GROUP, LLC
“Real estate investing is a business, not a hobby. Hobbies are expensive. The biggest reason people fail in real estate investing is they don’t take it seriously. I consider houses a commodity. I’m like a stock market day trader, except the assets I buy and sell have four walls and a roof (hopefully). In order to succeed I must have a complete understanding of the local housing market and the laws of my state and federal government. This requires spending time and money on education. Over the years I’ve invested thousands on books, CDs, and classes – covering topics from accounting to personal development. Real estate investing is a profession. Like doctors, accountants and attorneys I must remain up to date on the latest issues and trends in the industry.”
Follow Marty on Twitter or learn more at FlippingPhoenixHouses.com
ALI BOONE, INVESTOR, BLOGGER
“I think the difference between successful and unsuccessful real estate investors is what they do with the difficulties they encounter. Everyone is going to hit the same obstacles, but the successful investors challenge them, learn from them, and move past them while the unsuccessful investors assume they are stuck and quit.”
Follow Ali on Twitter or learn more at HipsterInvestments.com
J SCOTT, INVESTOR, REHABBER, BLOGGER
“I believe there are two key characteristics of real estate investors who tend to be most successful:
1. Successful investors *PLAN* their strategy upfront. While it doesn’t need to be a formal business plan, the most successful investors will take the time to think about and write down their plan before they start investing. Not only does this help them generate a cohesive strategy before they jump in, it helps them answer a few basic questions early on, including:
- Do I really even want to be doing this? I remember when I first started investing, I wrote a business plan for starting a large-scale rental company. By the time I finished the plan, I realized how much I *DIDN’T* want to be in that business.
- How will I deal with the money situation? It’s important to figure out how much you’ll need, where you’ll get it, what you’ll do if you run out, etc. The biggest road-block even successful investors eventually run into is cash flow problems — not having the money they need when they need it.
- Where are my knowledge gaps? You don’t know what you don’t know. And by putting your plan down on paper, you’ll be forced to ask yourself some questions you didn’t even realize you needed the answers to.
2. Successful investors spend as much time working *ON THEIR BUSINESS* as they do working *IN THEIR BUSINESS*. That means focusing on how to grow your company, scale your projects and make your business more efficient. While it’s important to be involved in the day-to-day aspects of your investments, what will ultimately make your company successful is creating and implementing a longer-term strategy that will allow your business to grow and thrive.”
Follow J on Twitter or learn more at 123Flip.com
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Now It’s Your Turn.
I’d love to hear your answers to these questions in the comments section below.
(And if you’re new here, you can connect with me on Twitter or Facebook. Be sure to come back again soon and let me know how I can help you!)


Let's be honest... finding success in real estate can be VERY challenging. A lot of people struggle to make it in this profession, but it doesn't have to be difficult if you're working this business the right way. I'm here to show you how I've learned to eliminate the hassles, focus on what matters and make money. Come check it out - I'll show you everything I know!


jp moses February 25, 2013 at 11:25 am
Hi, Seth – great post! I loved reading the input from all the different thought leaders in our industry, and I’m honored to be considered among them. Thanks for asking, and for serving your readers well.
Seth Williams February 25, 2013 at 12:00 pm
Thanks again for your input JP – I appreciate you taking the time to share your wisdom with us!
J Scott February 25, 2013 at 5:07 pm
Seth -
Great post…I’ll be linking this from my blog in the coming days…everyone should be reading this great info from those in our industry who are really doing it. I’m honored to be part of the group!
Seth Williams February 25, 2013 at 6:31 pm
Hey J! Thanks again for sharing your thoughts with the group. I always appreciate getting insights from real guys like yourself.
Brian Burke February 25, 2013 at 11:51 pm
Hi Seth, thanks for inviting me to be a part of this post, I’m humbled to be in such esteemed company.
Seth Williams February 26, 2013 at 12:01 am
Thanks for your giving us a taste of your expertise Brian – your feedback was awesome!
Ned Carey February 26, 2013 at 12:36 am
This is a great post Seth. I am fortunate to know three of these guys personally and they are all top notch.
I think Steve Cook’s and Frank Gallinelli’s comments say it best.
“Those that take the “right” actions vs. those who take the wrong actions, or not action at all”
“truly separates the successful from the dreamers: preparation, or more specifically, a willingness to learn first and act second…”
I will add something no one else has mentioned: Habit. I truly believe that successful people are successful because they are in the habit of taking the actions that lead to success. To Steve Cook’s point successful people are in the habit of taking the “Right” actions.
Seth Williams February 26, 2013 at 7:51 am
I agree Ned – action (and consistency) is such a huge part of success. Thanks for weighing in on this!
Danny Johnson February 26, 2013 at 9:11 am
Hey Seth!
Thanks for inviting me to be a part of this awesome collection of advice for people just getting started flipping houses. I am definitely sharing this.
It’s really something to see some of the people whose advice I used when I was getting started and throughout my years investing taking part in this post.
Seth Williams February 26, 2013 at 9:31 am
Thanks for taking part in this post Danny, it’s great to hear your take on this.
Glenn Espinosa February 26, 2013 at 8:58 pm
GREAT post Seth!!
You are in company of some really big players. Thanks for picking their brains for us newer investors!
Seth Williams February 26, 2013 at 10:34 pm
Thanks for your stopping by Glenn! I was lucky to get so much feedback on this topic – it helped me learn a thing or two in the process.
Hopefully others can glean some new insights too.
Jason Merchey March 2, 2013 at 11:09 am
Impressive compilation of wisdom! I love “the wisdom tradition,” whereby one looks to others to try to cut down on the steep learning curve. In anything – investing, weight loss, philosophy – you have to do a lot of work before seeing much in the way of results. If you start on the right path, then, like the proverb about success being a journey of a thousand miles that begins with a single step, then you will succeed using your hard work and diligence (assuming luck is on your side – after all, sometimes a thousand mile journey ends in a truck hitting you). The point I am making is that you have to figure out the destination of this 1,000-mile journey, and you have to avoid wrong turns, pitfalls, and distractions. To engage in the wisdom tradition, then, is to try to learn from others and from general knowledge pools how to best proceed. You might find that the best way to take a 1,000-mile journey is to wear certain boots, or take plenty of water, or heck – hitch a ride on a train for 250 of the miles! I like where you went with this, Seth.
Seth Williams March 2, 2013 at 11:19 am
Thanks Jason! I can tell you’ve got a great mind for this kind of thinking. Thanks for taking the time to share your thoughts with us.
Jason Lavis March 2, 2013 at 8:30 pm
I love this post, as I moved down the page I was heartened to see that what we had was a list of core values and principles of success. These values and principles have been applied to real estate investing but they apply equally any kind of success, from weight loss, to moving up the corporate ladder, or even achievement in a hobby. Good stuff
Seth Williams March 2, 2013 at 10:05 pm
Thanks for checking out the blog Jason – you’ve got some good work going on yours as well!
Chris Clothier March 4, 2013 at 2:49 pm
Seth –
Your article turned out very nice! I had no idea you had gathered so many thought leaders into one post. Great stuff and I will definitely spread the word on this post and for your site. Let me know if I can ever do anything for you.
All the best – Chris
Seth Williams March 4, 2013 at 3:07 pm
Thanks Chris – I’m glad you were able to participate. Thanks again for your input!
Ali Boone March 6, 2013 at 12:10 pm
I love it Seth! Article turned out great. I love the collage of pictures at the beginning… makes us all look like a big happy investor family!
Seth Williams March 6, 2013 at 12:46 pm
Thanks Ali – I appreciate your input (and the tweet)!
Lou May 9, 2013 at 3:55 pm
Seth thanks for sharing this nuggets from some of the leaders in the field of real estate investing. It was very helpful and timely. Keep up the great work and I always look forward in reading your articles. Again thanks.
Seth Williams May 9, 2013 at 4:03 pm
Thanks Lou! I appreciate you checking out the blog. I hope to see you back here again soon.