Elevate with Tyler Chesser - The Real Estate Podcast for Investing, Mindset and Personal Development

High-income, busy professionals who dream of time and financial freedom seek wealth-building ventures to secure their future. Many go into real estate investing to pursue their financial and life goals. Our guest today, Daniel Holmlund of Good Samaritan Capital is pursuing that path and is living the life of a full-time working professional and a real estate investor.

While an engineer for Intel, Daniel founded Good Samaritan Capital, an investment firm specializing in multifamily acquisitions. He believes that everyday working professionals can achieve financial freedom through real estate investing. Listen to how he attained his real estate investing goals consistently through grit and determination. Learn how he optimized his mindset, improved his strategy and extensively studied investment opportunities to analyze potential to bring his firm to success.

Key Points from This Episode:

• Daniel shares his personal background, family upbringing, and his inherited entrepreneurial spirit.

Tweetables:

“Character is revealed when times are hard.” - Daniel Holmlund 

“You are going to get back what you put out to the world.” - Daniel Holmlund 

“Pick a goal and go after it no matter what.” - Daniel Holmlund 

“Anytime that there's fear within the market and uncertainty, you can't predict the future as easily.” - Daniel Holmlund  

“You have to go out and be effective. You have to touch people's lives. You have to give your best always.” - Daniel Holmlund 

“Give value and do right with your investors. Do that and they'll stick with you.” - Daniel Holmlund 

“Know that you're going to have to do it again, and again, and again, and again. Once you break your first mental barrier, you've got the next one lined up right behind it.” - Daniel Holmlund 

“Always look for predictability, diversification, and the ability for people to be able to afford the product that you're selling.” - Daniel Holmlund 

“The idea behind being an investor and being a Good Samaritan investor is that you are improving yourself so that you can help others improve themselves. And that never ends. Once you break through your barrier, you've got to level up your game and break to the next.” - Daniel Holmlund 

Links Mentioned:

Good Samaritan Capital website

Send an email to Daniel

The Big Leap by Gay Hendricks

Conscious Capitalism by John Mackey

Grit by Angela Duckworth 

Ray Dalio's books

75 Hard Program

ACAID Africa Community Aid

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Mental toughness is one of the most vital elements to success in real estate. And because It is inevitable that we’ll meet challenges and problems pursuing our real estate objectives, developing mental toughness and growing thick skin can become key to rising above adversity and achieving our life and business goals.

Join me today in another Elevate exclusive episode where we share ideas on how to build a strong and sound mind to reach mental toughness. Let’s take a look at what it means to have thick skin and discover why having thick skin is a positive character trait, especially in the real estate business. Let me share with you the 6-step approach to getting thick skin and developing mental toughness to help you navigate your investing journey.

Key Points from This Episode:

• Tyler introduces the episode’s topic - using the power of mental toughness and developing a thick skin to achieve success in real estate.

• He emphasizes that problems and adversity in real estate are inevitable so developing mental toughness is crucial.

Tweetables:

“Resilience and persistence are going to be critical to real estate success.” - Tyler Chesser

“Mental toughness is the centerpiece of achieving what we want to achieve in real estate.” - Tyler Chesser

“If you are thick-skinned, you don't let failure or disappointment get you down. You keep believing in yourself and moving forward.” - Tyler Chesser

“Just because you're thick-skinned, that doesn't mean that you have no emotions, it just means you have a strategy for dealing with failures, and use it to your advantage.” - Tyler Chesser

“Conquer adversity through mental toughness, or what I would describe as a theoretical thick skin.” - Tyler Chesser

"Concentration and mental toughness are the margins of victory." - Bill Russell

"If you are running a business anywhere in the world, people who really do well are the people who have mental toughness." - Robert Kraft 

“Pause before you react.” - Tyler Chesser

“Persistence and resilience are the core to being mentally tough and to having thick skin.” - Tyler Chesser

"Successful people have fear, successful people have doubts, and successful people have worries. They just don't let these feelings stop them." - T. Harv Eker

"It is not the mountain we conquer, but ourselves." - Sir Edmund Hillary

Links Mentioned:

"Rhinoceros Success" by Scott Alexander 

"Fear Setting" TED Talk by Tim Ferriss

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Do you have what it takes to succeed in multifamily investing? Multifamily syndication is beyond just buying apartment buildings and then selling them at a profit. If you want a successful and profitable multifamily business beyond a business venture that simply manages to survive, then you have to learn the crucial factors that make the difference. Given the current economic uncertainties and market cycle fluctuations, it’s imperative to learn the dynamic forces at work and be able to use them to your advantage and grow your investment.

Mike Flaherty, founder and managing partner of L5 Real Estate Investments, joins us today to help us understand the systems, tools, and resources that multifamily syndicators can leverage to scale up your business amidst changing economic and market conditions. Find out how Mike navigates challenges in every aspect of syndication as he grows his portfolio. Learn what mindset to adopt as you evaluate potential deals and discover how he mitigates risks and seizes opportunities in multifamily investing while avoiding analysis paralysis. Hear his economic and real estate forecast for 2023 and know what pitfalls to avoid. All these and much more to learn in today’s episode.

Key Points from This Episode:

• What happened to Mike’s real estate business in the past two years during the Covid pandemic?

Tweetables:

“Success is a function of doing the right thing over a long period of time.”

“The key to making good smart prudent investments really comes down to due diligence, and understanding the rights and the wrongs and the pitfalls of where you could have some problems.”

“Developing relationships with key people and companies can really help save you a lot of time, money and headaches over the long haul.”

“You can never fall in love with your real estate deal.”

“People say you make money on the buy, but you make money by performing on the buy.”

“You're always off track somewhere and you're always on track somewhere else.”

“Continue to listen, learn, read, and be prepared. The more prepared you are, the more often you'll make a great decision on buying a great investment.”

Links Mentioned:

L5 Investments

Real Page

Juniper Square

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About Mike Flaherty

Michael Flaherty is the Founder and Managing Partner of L5 Real Estate Investments. Throughout his career, Mike has been involved in the ownership, development and entitlements of over 200+ nationwide commercial and residential properties valued at over $1 billion in total – including multi-family, resort, hospitality, office, retail and large master-planned residential communities. His passion for multi-family investment performance is based on his niche for detailed due diligence, market analysis and acquisition of value-add opportunities. 

Prior to founding L5, Mike was a partner with Cardinal Real Investments where the focus was on the astute repositioning and development of residential and commercial in Los Angeles and New York City.  Mike also managed British Petroleum’s (BP) zoning and real estate development platform for Bovis Lend Lease, one of the world’s largest real estate development, project management, and construction companies. Prior to Mike’s work in the multi-family and commercial real estate industry, he managed numerous high-volume residential and master-planned developments for Toll Brothers, Inc., the nation’s largest developer and builder of luxury homes.

Mike earned a B.S. in Civil Engineering from Villanova University and an M.B.A. from the University of Southern California. Additionally, he is a Board Member of Kids Helping Kids and Advisor to the Board for Mychal’s Learning Place, a non-profit organization focused on assisting children with developmental disabilities and low-income children in local communities and worldwide.

Is there a blueprint for achieving success in business and in life? A key factor, we often hear, is shattering limiting beliefs and eliminating the things that are holding us back. In addition to that, developing habits that set you up for success is even more critical to effect change and growth.

Joining us today to talk about this subject is Jeff Wickersham, mental toughness and peak performance coach. Jeff outlines methods and tactics for developing a tougher mindset and gaining greater confidence for personal and professional growth. He emphasizes that the habit-stacking strategy is critical for change and for achieving one’s full potential. Listen now and find out why committing to your identity and building keystone habits will be a game-changer for your growth and progress in life and in business.

Key Points from This Episode:

• Jeff’s back story and upbringing

Tweetables:

“Where you start doesn't need to be where you finish.” - Jeff Wickersham

“Our success is a lagging measure of what we do day in and day out.”- Jeff Wickersham

“Much of what we do is dictated by the small, micro choices that we do on a daily basis.”- Jeff Wickersham

“Every single thing that we do impacts every other single thing that we do in our life.”- Jeff Wickersham

“A lot of things are easy to do and also easy not to do.” - Jeff Olson

“It is not selfish to invest time in yourself. You are showing up as the greatest version of you.”- Jeff Wickersham

“I love the power of three, those three things - get them done, get them done early, give everything you have.“- Jeff Wickersham

Links Mentioned:

The Morning Fire

Get your Complimentary 20-minute Coaching Call with Jeff Wickersham

Jeff Wickersham on LinkedIn

Listen to Your Hidden Edge Podcast with Jeff Wickersham

The Slight Edge: Turning Simple Disciplines into Massive Success and Happiness by Jeff Olson

The Energy Bus: 10 Rules to Fuel Your Life, Work, and Team with Positive Energy by Jon Gordon

Can't Hurt Me: Master Your Mind and Defy the Odds by David Goggins

The Four Agreements: A Practical Guide to Personal Freedom by Don Miguel Ruiz 

Rise, Fight, Love, Repeat: Ignite Your Morning Fire by Jeff Wickersham  

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About Jeff Wickersham

Jeff Wickersham is a sought-after mental toughness and peak performance coach who specializes in helping clients intentionally step into the best version of themselves personally and professionally. Jeff works with leaders, entrepreneurs, solopreneurs, business owners, VPs, sales teams, and parents guiding them to instill habits and systems that set them up for success. He is also a speaker, Kings of Sparta Mastermind leader, creator of the Morning Fire methodology, author, and host of Your Hidden Edge podcast. As a practitioner of what he teaches, Jeff never puts his clients through what he hasn't already tested on himself to ensure that clients get amazing results.

Have you found your passion, purpose, and meaning? What’s the key to thriving in your business or any endeavor? How can you optimize yourself for creating and learning? Do you always need money to start something?

Writer, thinker, programmer, TED speaker, circus clown, musician, and former entrepreneur Derek Sivers answers these searing questions in today’s episode. He justifies the consequence of saying no to most things in his life and offers advice on navigating conflicting philosophies and opposing views. He highlights the impact of constantly reflecting, questioning, and doubting your thinking in order to grow and thrive. Listen now and be prepared to expand your mind and ask bigger questions.

Key Points from This Episode:

• How would Derek Sivers describe his philosophy?

Tweetables:

“I choose beliefs because they're useful not because they're true.”- Derek Sivers

“It doesn't matter what you're pursuing, as long as you have something that you're pursuing, then everything has drive and purpose and meaning.” - Derek Sivers

“My big success in life, monetarily at least, came from trying everything and seeing what the world would reward me for.”- Derek Sivers

“Why do people believe things that aren't true? It's because they have been useful to them to believe that.”- Derek Sivers

“I read a lot of books but it's not until I stop and reflect on them later, that I feel like I've really internalized it and learned it.”- Derek Sivers

“I really enjoy doubting everything I think.”- Derek Sivers

“It's really useful to constantly question what you're doing and make sure that you know why you're doing it and often it will give you some completely new insight.”- Derek Sivers

“It's who you become, it's not about what you attain or obtain through that path of mastery. ” - Tyler Chesser

“A way to be surprised constantly is to keep yourself living in places that are strange to you.” - Derek Sivers

Links Mentioned:

Visit Derek Sivers' website

Books recommended by Derek Sivers

Awaken the Giant Within by Tony Robbins

The Courage to Be Disliked: How to Change Your Life and Achieve Real Happiness by Ichiro Kishimi, Fumitake Koga 

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About Derek Sivers

Derek Sivers is an author of philosophy and entrepreneurship, known for his surprising quotable insights and pithy succinct writing style. He’s a former entrepreneur, founder of CD Baby, and a prolific writer, thinker, programmer, TED speaker, circus clown and musician. He sold CD Baby for $22 million and gave all the money to charity.  He has optimized himself for creating and learning, and has cut most extraneous things from his life. Sivers’ books (How to Live, Hell Yeah or No, Your Music and People, Anything You Want) and newest projects are at his website: sive.rs

Are we heading into a recession or are we already in it? No matter the answer, a downturn, says Jeremy Roll of Roll Investment Group is part of an economic cycle and therefore, to be expected. One strategy that we, investors, can build against the negative effects of a down cycle is to educate ourselves about economic and market data, analyze the interplay of factors, and dive deep into the headlines and news to get the real essence of the messages. Only with an educated mind can we make sensible decisions about investing.

Join us in today’s episode as Jeremy goes into detail about where the real estate market is heading given the present economic conditions and the feds’ regulation of the financial system. He offers action steps to investors who want to protect and grow their investments in a recession. Learn why even as a passive investor, Jeremy spends tremendous efforts studying and analyzing the market. Find out what’s in Jeremy’s daily reading list, the key to his mental sharpness, his warning when reading and interpreting headlines, and more. Click now!

Key Points from This Episode:

• Jeremy shares his personal background and upbringing.

Tweetables:

“There are always deals out there. And if you're not going to be open-minded to them, you're gonna miss opportunities.”- Jeremy Roll

“Always look for unique opportunities to shield you from a potential downturn.” - Jeremy Roll

 “As an investor, I like to see a spread between the cap rate and the interest rate for positive leverage.”- Jeremy Roll

“I work very hard to keep on top of all this because the pressure is on me to get this right so that I'm avoiding the landmines. If I got it wrong, I'm gonna lose all my money in a downturn.” - Jeremy Roll

“You have to get educated enough to look at the real data and not necessarily what the media is telling you so that you're making the right investment decisions.”- Jeremy Roll

“Look at the data and let the data make a decision for you and stay away from emotional decisions.”- Jeremy Roll

“I've been waiting for this downtrend to come for a long time. And now it'll be much more clear sailing for me to participate again. But it takes a lot of discipline to know that the cycle is going to come to avoid getting caught up on the rest of it.”- Jeremy Roll

“There's a certainty of cycles; it's eventually going to happen.”- Jeremy Roll

“If you're standing still, you're falling behind on being able to make the right decisions.“ - Jeremy Roll

Links Mentioned:

Send an email to Jeremy Roll

For Investors By Investors (FIBI)

Drudge Report

Calculated Risk

Zero Hedge

Shadow Government Statistics

Richard Dad Poor Dad by Robert Kiyosaki

Rich Dad's CASHFLOW Quadrant: Rich Dad's Guide to Financial Freedom by Robert Kiyosaki

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About Jeremy Roll

Jeremy Roll started investing in real estate and businesses in 2002 and left the corporate world in 2007 to become a full-time passive cash flow investor. He is an investor in more than 70 opportunities across more than $1 billion worth of real estate and business assets. As Founder and President of Roll Investment Group, Jeremy manages a group of over 1,000 investors who seek passive/managed cash-flowing investments in real estate and business. He’s also the co-founder of For Investors By Investors, a nonprofit organization that was launched in 2007 with the goal of facilitating networking and learning among real estate investors in a strict no sales pitch environment. FIBI is now the largest group of public real estate investor meetings in California with over 27,000 members. He has an MBA from the Wharton School, is a licensed California real estate broker for investing purposes only and is an advisor for RealtyMogul, the largest real estate crowdfunding website in the US.

With persistently high inflation, higher costs of living, reduced consumer spending, rising unemployment and layoffs, are we heading to an economic recession, if not already in it? If so, what’s the best course of action that you can take to protect your investments? In this episode, we highlight the importance of understanding market and economic conditions while learning how to protect your investment portfolio to mitigate losses.

Cornell University professor, Dave Collum joins us today to talk about the national and global economy, the threats to the system that can cause its breakdown, the ways you can protect your money, and investing in commodities and other assets. Learn about hidden inflation and why Dave believes we are at the top of a colossal bubble. As a plus, find out how we can be better investors by developing a critical thinking mindset amidst the proliferation of propaganda and fake news spreading across the various areas of our lives.

Key Points from This Episode:

• Dave’s educational and professional background

Tweetables:

“The age of monetary policy may be over.” - Dave Collum

“We finally have discovered that if you use profoundly loose monetary standards for a very long time, inflation will eventually show up.” -  Dave Collum

“Every single time in history that someone has forced rates low ends in tragedy.” -  Dave Collum

“The birth of the internet is democracy's greatest hope and worst enemy.” - Dave Collum

“I throw truth bombs out there, whether right or wrong, hoping that the people who hear the preposterous things I say will start to notice and question what they're being told.” - Dave Collum

“We're about to face an economy where fewer people are providing goods and services to more people and that's not a good situation.” - Dave Collum

“When I make decisions, I ask, if this decision goes very bad, will I forgive myself? If the answer is no, I don't do it.”- Dave Collum

"I'm not disappointed you lied to me. I'm disappointed I could no longer believe you." - Dave Collum

“There are claims out there by demographic legends that the world is actually about to face a demographic collapse.” - Dave Collum

“Understand the truth about the world today, about how things work, about how things are playing out underneath the surface.” - Tyler Chesser

Links Mentioned:

Dave Collum on Twitter

Year in Review 2021

The Price of Time by Edward Chancellor

The True Believer by Eric Hoffer

Propaganda by Edward Bernays

The Origins of Totalitarianism  by Hannah Arendt

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About Dave Collum 

Dr. David Collum, MA, MS, Ph.D. is a Professor at The Cornell University. He received his Ph.D., MA, and MS degrees from Columbia University.

Raising capital efficiently for real estate investment deals is one of the most challenging aspects of a real estate business for new investors and even seasoned ones. Those who are self-financing deals will eventually run out of money and will have to find other ways to finance deals such as using other people's money (OPM). However, real estate investors, both novice and experienced, struggle to connect with potential private investors. What’s an effective way, then, to attract investors and raise capital?

Marketing expert and real estate investor, Dave Dubeau, joins us today to cast light on the all-too-demanding but critical-to-success facet of investing – attracting investors and capital raising. Clocking up years of experience in marketing for capital, Dave takes us through his own personal journey of marketing successes and failures and points us the way to tried and tested strategies in real estate marketing. If you are a novice investor fearful and uncertain about how you’re going to get the funds you need or an experienced capital raiser who even after multiple raises is still unsure of the success of your next raise, then this episode is for you.

Key Points from This Episode:

• Dave’s background story.

Tweetables:

“Most people who have done anything worth looking at or worth being proud of, at some point, didn't know what they were doing and had to figure it out.” - Tyler Chesser

“It's amazing how fast you can learn and how much of a good student you become if it's something that's practical for you.” - Dave Dubeau

“Find people who know what you want to learn, and then figure out how to learn from them. Whether that's books, podcasts, programs, coaching, mentoring, whatever it is and whatever you can afford, get going right away.” - Dave Dubeau

“Be willing to do whatever it takes.”- Dave Dubeau

“Sometimes negative things can turn out to be positive.” - Dave Dubeau

“Pick one thing that you enjoy doing or at least you don't mind doing and that you can do on a consistent basis, get that rolling first.”- Dave Dubeau

“Play to your strengths.” - Dave Dubeau

“Face those fears, take action, and do something. That's what makes all the difference. “ - Dave Dubeau

Links Mentioned:

How To Raise Capital 101 Show podcast 

Money Partner Formula

"The Ultimate Sales Machine" by Chet Holmes

"Who Not How" by Dan Sullivan and Benjamin Hardy

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About Dave Dubeau 

Dave Dubeau helps real estate entrepreneurs to scale their portfolios by attracting investors, joint venture partners and their capital instead of chasing after it. He created the “Money Partner Formula” process that raises 6-figures (or more) in 6-weeks (or less) by getting the right investors coming to you. Dave is the CEO and found of Results Enterprises Inc. / the Money Partner Formula which offers a proven strategy to help clients find their ideal investors and quickly raise the capital they need to grow their real estate portfolios fast. He is also a passive investor, best-selling author, sought-after speaker, and host of “The How To Raise Capital 101 Show” podcast.

As entrepreneurs, I’m sure many of us have gone through phases of doubts and fears, struggling to maintain that entrepreneurial spirit. Oftentimes, the biggest battle takes place in our own mindset. Entrepreneurs with a limiting mindset view success with scarcity and limitations so that they give up easily when amidst setbacks and failures while those with a limitless mindset view obstacles as opportunities for growth allowing them to think big and push forward.

Our guest today, Jeremy Tomes, embodies that boundless entrepreneurial spirit and lives out the limitless belief mindset. Born with limited opportunities, Jeremy grew up creating opportunities for himself and became highly successful in his law career and real estate investing and entrepreneurship. Not a stranger to failures, his limitless mindset and the constant pursuit of excellence pushed him to take adversities as challenges to be hurdled and experiences from which to gain lessons for improvement. Listen now and learn how you, too, can develop a growth mindset and deepen your resilience and determination to succeed. It’ll help you build efficiencies in your business and your way of life.

Key Points from This Episode:

• Jeremy shares his personal background and upbringing.

Tweetables:

“Nothing really can stop you from doing anything except yourself “ - Jeremy Tomes

“Think of the wildest thing you want to do, and then figure out how to get there.” - Jeremy Tomes

“The downside experience can sometimes be the most effective.” - Jeremy Tomes

“Focus not on what's holding you back but on what you can achieve.” - Jeremy Tomes

“People aren't gonna invest in you and invest in what you're about if you're not first pouring into yourself.” - Jeremy Tomes

“Life's crazy short and if you're not taking advantage at every step, that's a disappointment, that's a shame.” - Jeremy Tomes

“The more we hear other people's stories, the more people are vulnerable. I think that's how we affect massive change.” - Jeremy Tomes

“Be vulnerable. It doesn't make sense to not share how you truly feel and what you're truly going through.” - Jeremy Tomes

“If you want to create big things in your life, you have to go through challenging adversity and challenging personal growth opportunities. Look at it as an opportunity rather than a detriment.” - Tyler Chesser

Links Mentioned:

Jeremy Tomes on LinkedIn

Big Law Capitalist website

Big Law Capitalist on Instagram

NuHomes Capital Management

"The 4-Hour Work Week: Escape the 9-5, Live Anywhere and Join the New Rich" by Timothy Ferriss 

"I  Can't Make This Up: Life Lessons" by Kevin Hart

"E-myth" (5 books) by Michael Gerber

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Problems and adversity are part of life. No matter how well you prepare, there are bound to be some things that will not go according to plan. And we learn early on that there is no straight line to success in business and in life. There will always be unforeseen obstacles along your path that will derail your efforts. But did you know that the path of many twists and turns that we’re taking toward our goal is strewn with gifts waiting to be discovered?

Join me today in an Elevate exclusive episode where we dive deep into the subject of problems, failures, and adversity and how we can turn them around to work in our favor. All we have to do is dig deep and look for the gift and meaning that lie within. Let me guide you through the key steps to finding the gift in problems and adversity as you steer your way to achieving your goals.

Key Points from This Episode:

• Tyler introduces the episode’s topic  - finding the gift in problems and adversity.

Tweetables:

“Every adversity, every failure, every heartbreak, carries with it the seed of an equal or greater benefit.” – Napoleon Hill

“An unproblematic state is a state without creative thought. Its other name is death.”

― David Deutsch

“Every problem that is interesting is also soluble.” ―  David Deutsch 

“Each of my problems was the pathway to more success, and getting closer to my bigger goals.” - Tyler Chesser 

“Overcoming problems has allowed me to sharpen my skills in communication, leadership, and critical thinking, problem-solving skills. These are immeasurable in value. They are prerequisites to going bigger.” - Tyler Chesser

“It continues to be difficult for me to remember that problems are gifts, especially when I am in the middle of another problem.” - Tyler Chesser 

“Let me embrace thee, sour adversity, for wise men say it is the wisest course.” - William Shakespeare

“Persistence and resilience only come from having been given the chance to work through difficult problems.” - Gever Tulley

Links Mentioned:

Invest with CF Capital

Think and Grow Rich by Napoleon Hill

The Beginning of Infinity by David Deutsch