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The Rent Roll Radio Show is a Real Estate Investing Podcast that focuses primarily on cash flowing real estate as a vehicle for financial freedom. We truly believe that real estate is the best vehicle for creating long term wealth. Our objective is to educate both passive and active investors by interviewing successful investors and professionals related to the industry of every kind. The Rent Roll Radio Show is brought to you by Crestworth Capital and hosted by Sterling Chapman.
Episodes

4 days ago
More On Multi Family With Jens Nielsen
4 days ago
4 days ago
More On Multi Family With Jens Nielsen
How does one who spent long years earning in a good industry able to do real estate full time? How do you transition from buying your own units to bringing in investors? What does it take to have success in multi-family real estate investing?
Join Sterling Chapman and his guest, Jens Nielsen of Open Doors Capital, as they talk about Jens experience in multifamily. Jens shares how they were able to scale, how to build trust, and how to work as a team. There's more to learn so listen in to this episode of The Rent Roll Radio Show.
Outline of the episode:
- Coming up with a company name
- Jens story before real estate
- The role of a team in multi-family investing.
- The importance of trust in real estate investing
~
About Jens Nielsen…
Jens Nielsen started investing and is currently the key principal on 82 apartment units in New Mexico and Colorado in 2016. After the success as a KP, he recently branched out to raise money as a GP for several syndications. He was able to raise over $1.5M in 2019 alone.
He also passively invested in 14 syndications/private investments, spanning over 800 apartment units, 2000 mobile park lots and over 6000 storage units plus mortgage note funds and private money lending.
Connect with Jens Nielsen…
Website: https://opendoorscapital.com/
LinkedIn: https://www.linkedin.com/in/jens-nielsen-9b404418b/
Connect with your host Sterling Chapman on:

Wednesday Jan 11, 2023
What Are The Best Ways To Invest In Real Estate with Jay Conner
Wednesday Jan 11, 2023
Wednesday Jan 11, 2023
On this episode of the The Rent Roll Radio Show, Sterling Chapman sits down with Jay Conner to talk abut best ways to invest in real estate. Jay is a full-time real estate businessman since 2003 and has rehabbed over 450 houses. In the last seven years, he has completely automated his seven-figure income business to where he works in his business less than 10 hours a week. He uses private money to fund his projects and he believes that people don't know what to do with their money safely and securely and it's the moral obligation of businessmen like him to fix their problem.
There is so much to learn on this episode so tune in as Jay Conner freely shares with us his secret sauces to success!
Outline of the episode:
- "You can make big money if you know how to find the deals"
- How to find motivated sellers
- How to buy houses on terms
- All about private money
- How do you make a profit on a house?
- Jay Conner's favorite motto
~
About Jay Conner…
Jay Conner is known by many as the “private money authority” and creator of the “Where to Get the Money Now” system. After decades of investing and teaching thousands of others to do the same, he believes that:
When it comes to building wealth through real estate, you need to leverage the power of private money.
Connect with Jay Conner…
Website: https://www.jayconner.com/
LinkedIn: https://www.linkedin.com/in/privatemoneyauthority/
Connect with your host Sterling Chapman on:

Wednesday Dec 28, 2022
Wholesaling Real Estate With Jae Alexander
Wednesday Dec 28, 2022
Wednesday Dec 28, 2022
Join Sterling Chapman and his guest, Jae Alexander as he shares his experiences with real estate investing. He began flipping properties in 2007 and switched to wholesaling when the market crashed. Jae is now shifting his focus from traditional buy-and-hold rental investments to more of a lender and bank role by doing lease options and transactional funding. His goal is to grow his wholesale business into a multi-seven-figure business and is looking to bring in a COO to help with operations. He is open to investing in real estate deals in the multifamily space but is wary of investing in the New Orleans market. Learn from the Master: Real Estate Investing Strategies with Jae Alexander!
Outline of the episode:
- How the real estate market has changed over time.
- How do you qualify a seller to sell?
- The cash flow gap will continue to spread with time.
- What are Jae's favorite books and favorite quotes?
- And so much more!
~
About Jae Alexander…
Jay Alexander is a real estate investor who got his start in 2007. He graduated from Southern University with a degree in marketing and worked at AT&T for 10 years. He started an entertainment company and was looking to make money from that and invest in real estate. He eventually gave up on the entertainment company and decided to focus exclusively on real estate. His first property was in Baker, Louisiana which he bought for $60,000. He intended to flip it, but it ended up becoming a rental instead. His current strategy includes wholesaling, flipping, and renting out properties.
Connect with Jae Alexander…
Website: https://www.pinnaclecashbuyers.com/ or https://www.pinnaclewebuyhouses.com/?fbclid=IwAR0sr0Ov6tCQSAVfJpeDq_Yxn_NJ0rqHMU_DK2knDId9eUzw4UdPNDfQjRQ
Facebook: https://www.facebook.com/profile.php?id=100010830676295
Instagram: https://www.instagram.com/pinnaclehomesllc504/
Connect with your host Sterling Chapman on:
Podcast | The Rent Roll Radio Show

Monday Dec 26, 2022
Passionate Purpose with Eric Upchurch
Monday Dec 26, 2022
Monday Dec 26, 2022
Veterans encounter various problems when they retire, especially with losing their identity and not knowing what to do next. In this episode, Sterling is joined by Eric Upchurch, whose passion for his purpose emanates and affects everyone he encounters. Eric shares that syndicating and scaling are his ways of fulfilling his passion and pursuit of reaching and serving the veteran community by helping them transition and giving them something to move on to. His determination is propelled by the memory and pride of those who’ve gone before him who loved to fight, fought to win, and would rather die than quit. He believes that real estate is something one can move to after retirement. There’s more to explain Eric’s passion and purpose, so tune in and enjoy!
Outline of the episode:
- Why does Eric choose to syndicate?
- The grave problem within the veteran community
- Amazing things that passion and purpose bring
- The shift toward unmanned facilities
- The future of storage facilities
- Radio round
~
About Eric Upchurch…
Eric is a special operation Army veteran. He served in the 160s Special Operations Aviation Regiment all six years in the military and deployed five times to Iraq and Afghanistan. He bought a house with a VA loan, became an accidental landlord, and moved back to the San Francisco Bay area, where his wife then started living flipping in the Bay Area. He then started investing as a limited partner passive investor in multifamily to one deal. Now he is doing multifamily deals, storage deals, and mobile home parks.
Connect with Eric Upchurch…
Facebook: https://www.facebook.com/eric.upchurch.7/about_contact_and_basic_info
Connect with your host Sterling Chapman on:

Wednesday Dec 14, 2022
Direct To Seller Marketing with Justin Dossey
Wednesday Dec 14, 2022
Wednesday Dec 14, 2022
Many people are stuck in a marketing loop where they start a marketing campaign, get the deals, get the leads, and then stop to work on those leads, then get everything started again. In this episode, Sterling is joined by Justin Dossey, CEO of Ballpoint Marketing, and Call Porter, who shares secrets to successful marketing. Justin shares that consistency is everything. Whatever marketing strategy a company employs, it must be consistently applied to keep the leads coming into the system. To learn more about direct-to-seller marketing that promotes trust and integrity, tune in and enjoy!
Outline of the episode:
- Justin’s story
- What are the challenges they are facing now?
- His long-term business plan
- The disconnect between direct marketing and wholesalers
- The importance of consistency in your marketing campaign
- Radio round
~
About Justin Dossey…
Justin is the CEO of both Ballpoint Marketing and Call Porter. He has scaled multiple businesses past seven figures and loves helping clients do the same. Justin is a husband and father of 3 who enjoys being outdoors, camping, four-wheeling, and fly fishing!
Connect with Justin Dossey…
Websites: https://www.ballpointmarketing.com/
Connect with your host Sterling Chapman on:

Wednesday Dec 07, 2022
The Secrets To Earning Real Money In Real Estate By Rich Fettke
Wednesday Dec 07, 2022
Wednesday Dec 07, 2022
Join Sterling Chapman and his guest, Rich Fettke, co-founder of RealWealth, as they talk about the secrets to earning real money in real estate. Rich shares how they help people who want to invest in real estate but do not have time to be active investors by educating them and referring them to property teams. He also talks about how profits are shared with each team and explain how investors get their return. Finally, Rich stressed that if you are not investing but are thinking about it, now is the best time to educate yourself. To learn more about creating financial freedom and living your best life, tune in to this episode and enjoy!
Outline of the episode:
- Helping people get into single-family properties
- What is the process of ground-up development, and how does it work?
- What does it mean to be a broker?
- What is the typical timeline for the cash flow distributions for investors?
- The 30-year fixed
~
About Rich Fettke…
Rich Fettke is the author of The Wise Investor: a modern parable about creating financial freedom and living your best life.
He is a licensed real estate broker, active investor, and co-founder of RealWealth. This real estate investment group helps its 60,000+ members improve their financial intelligence, secure passive income, and obtain financial freedom.
He’s also the author of Extreme Success (Simon & Schuster, 2002) and the audio program, Momentum.
A pioneer in the field of business and personal coaching, Rich is a former vice president of the International Coach Federation (ICF) and holds one of the ICF’s first Master Certified Coach credentials.
Rich’s work has been featured on TV, radio, and print, including USA Today, Entrepreneur Magazine, and The Wall Street Journal.
A passionate adventure athlete, Rich lives in Malibu, California, with his wife, Kathy, where they invest, work, and play together.
Connect with Rich Fettke…
Website: https://www.fettke.com/media-kit/
Connect with your host Sterling Chapman on:

Wednesday Nov 30, 2022
Lifestyle Real Estate Investor with Allison Bridges
Wednesday Nov 30, 2022
Wednesday Nov 30, 2022
A lot of times, our biggest challenge turns into a doorway that opens for us. Allison shares that her first breakthrough ensued when dealing with a customer with curly hair that she could not mend. So she and the customer started working together to figure out what to do with curls. It took them down this path of creating to specialize in curls, and people began seeking them out for their knowledge base, and it blew up from there. Having been in the business for an extended period, she started to feel burnt out in dealing with clients. So she decided to take a long break and tend to her kids. Bored with doing nothing, she followed a piece of advice from a friend and started listening to Bigger Pockets and other real estate investing podcasts. This burnout and boredom paved the way to real estate investing, resulting in another life breakthrough where she can spend more time with the people that matter without worrying about cash flow. To know more about Allison's real estate investing journey, tune in to this episode with your host, Sterling Chapman!
Outline of the episode:
- Transitioning from hair salon to real estate investing
- Diversifying into other types of property
- How she got started in multifamily space
- How has her strategy changed over the last few months concerning how the market behaves?
- Creative Financing
~
About Allison Bridges…
Founder of Living Modern Rentals, her team is focused on creating family-friendly Airbnb rentals and serving long-term tenants in their apartment buildings.
Fun Family Airbnb: As a mom of 4 children, creating a fun, and affordable family vacation was her primary goal as a young parent. Their short-term rentals (STR) are themed for fun! They offer high-quality modern spaces that encourage interaction and activity. Her favorite room this year is their tree house room. Their partners love seeing the transformation of the property, plus the joy they will bring to young guests and great returns!
Long-term rentals: They enjoy putting a business plan to work that will positively impact their tenants' experience through improved communication, capital improvements, and safety systems. Their properties are well-kept and effectively managed. She focuses on affordable markets close to health care, education, and shopping.
Connect with Allison Bridges…
Website: https://www.living-modern-rentals.com/
Facebook: https://www.facebook.com/allison.bborg
Connect with your host Sterling Chapman on:

Wednesday Nov 23, 2022
How A 25 Year Old College Dropout Bought $350 Million in Real Estate with Rob Beardsley
Wednesday Nov 23, 2022
Wednesday Nov 23, 2022
For most people, success is parallel to age, as it takes a long time to become successful. Join Sterling Chapman with his guest, Rob Beardsley, principal, and founder of Lone Star Capital, as they prove this notion wrong. At twenty-five, Rob has a $350 Million Real Estate portfolio and authored the number one book in multifamily underwriting. He shares that the secret is being in the right group with the correct information. He also discusses marketing, investing strategy, underwriting, acquisitions, and more! So tune in and enjoy!
Outline of the episode:
- How Rob got into real estate and what he does today.
- Vertical integration
- What does it look like logistically to break out?
- Are sales and marketing scammy and sleazy?
- Building relationships for the long-term
- Rob’s book: The Definitive Guide to Underwriting Multifamily Acquisitions
- Radio round
~
About Rob Beardsley…
Rob oversees acquisitions and capital markets for Lone Star Capital and has acquired over $300M of multifamily real estate. He has evaluated thousands of opportunities using proprietary underwriting models and published the number one book on multifamily underwriting, The Definitive Guide to Underwriting Multifamily Acquisitions. In addition, he has written over 50 articles about underwriting, deal structures, and capital markets and hosts the Capital Spotlight podcast, which is focused on interviewing institutional investors.
Connect with Rob Beardsley…
Facebook: https://www.facebook.com/RobertToddBeardsleyIII
Connect with your host Sterling Chapman on:
Podcast | The Rent Roll Radio Show

Wednesday Nov 16, 2022
What Financial Freedom Really Means with Brian Luebben
Wednesday Nov 16, 2022
Wednesday Nov 16, 2022
Many dreams of a life where they can do what they want, when they want, and with who they want it with, and not be stuck with an eight-hour job. In this episode, we bring you Brian Leubben, who reached the corporate world's mountain but realized he was climbing the wrong one. Brian shares, "if your boss's boss is someone that you want to be, then that's going to be your project trajectory for the next three to five years." But, unfortunately, he sees someone who lacks time for the family due to work responsibilities. And that is not who he wants to be. Currently, he is traveling full-time and managing his engagements remotely, doing what he wants, when he wants, and with who he wants. To learn more about how Brian did it, tune in to this episode with host Sterling Chapman.
Outline of the episode:
- The first phase of financial freedom
- The four-step framework to get from a corporate job to a passionate income
- The value he places on TIME
- Why he never wanted to be a flipper
- The power of using other people's money to raise capital
~
About Brian Luebben…
Brian Luebben is a Real Estate Investor, Podcaster, and Entrepreneur out of Atlanta, Georgia. While in college he built his first company (GreekBeats DJ/Entertainment) that allowed him to graduate debt-free. Shortly after graduating, he made it to the top of a Fortune 500 Company in their Sales Organization, only to realize quickly that “Retirement at 65” and corporate life simply was not for him. He now runs a successful podcast “The Action Academy” where he talks to seven, eight, and nine figure entrepreneurs on how to earn freedom in life and business. Through the podcast and cash-flowing real estate (via his company Sexton Property Group) he now has generated enough revenue via remote income sources to earn him Financial Independence to do what he wants, when he wants, with who he wants.
His new mission is to travel around the world for one year, starting July ’22.
Connect with Brian Luebben…
Website: https://brianluebben.com/
Instagram: https://www.instagram.com/actionacademypodcast/
Connect with your host Sterling Chapman on:

Monday Nov 14, 2022
The Anatomy of Wholesaling with Satch Bernhardt
Monday Nov 14, 2022
Monday Nov 14, 2022
Bringing with him his mission of helping pilots to be financially secure so they are prepared whenever the next unfortunate event happens, Satch, a former pilot, shares nuggets of wisdom about wholesaling that anyone can apply in their journey to financial freedom. Satch explained that getting traction involves volume and time. One has to do a strategy multiple times and for some time. He also talks about cold calling as a marketing technique, its four pillars, and more! So tune in to this episode of The Rent Roll Radio Show with your host, Sterling Chapman, to know more!
Outline of the episode…
- Satch’s mission
- How did he learn about wholesaling
- What is wholesaling
- Direct-to-seller marketing techniques
- The four pillars of cold calling
- Radio round
About Satch Bernhardt…
Satch Bernhardt is a former airline pilot for a U.S. carrier. In 2018 he began his career as a real estate investor by flipping houses. Unfortunately, in 2020 his airline shut down. Fortunately, he had already established himself in the real estate industry, with his business producing enough income for him. Still, he knew how many of his peers were really affected by this. This was a turning point in Satch’s mission with real estate.
He realized how a pilot’s life could change so quickly. But, unfortunately, in the airline industry, you don’t carry over your longevity to another airline; you simply start at the bottom like everyone else.
Also, as a pilot, you can develop a medical condition that results in the inability to pass a first-class medical.
Airline pilot careers are very fragile.
This is why Satch started Bernhardt Capital to help all pilots get on the flight path to financial freedom through real estate.
Through Bernhardt Capital, pilots invest alongside him in large value-add multifamily deals across the sunbelt.
These types of investments require zero time and no real estate experience from the pilot. Simply invest and build up your cash flow and capital.
Imagine your life if you didn’t have to do any of those trips you don’t want to do. Simply drop them! You don’t need to work. ~
You can find Satch Bernhardt on…
Website: https://www.bernhardtcapital.net/
Facebook: https://www.facebook.com/satch.bernhardt.39
LinkedIn: https://www.linkedin.com/in/satch-bernhardt-042ab21b1/
Instagram: https://www.instagram.com/bernhardtsatch/
Twitter: https://twitter.com/BernhardtSatch
YouTube: https://www.youtube.com/channel/UCiKuiR8d8B5Q5WFCq76IOhw
Connect with your host Sterling Chapman on:
Podcast | The Rent Roll Radio Show