Tag Archives: Kevin Kaylakie

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Owning the Crossroads in Investment Real Estate With Chad Braun (Ep. 36)



Summary:

In this episode, Kevin Kaylakie speaks with Chad Braun, the managing partner and co-founder of Fifth Corner. Chad shares his incredible professional journey and how the Irreplaceable Corners TM approach differentiates them in the real estate space.

 

Kevin and Chad discuss:

  • How a company’s core values, and strategy can impact not just investors, but entire communities.
  • There are some negative leverage real estate deals, but is that the best strategy if you want a positive cash flow.
  • What is the real estate future forecast, are we expecting another real estate cycle like in the 80s.
  • How Fifth Corner created a functional rent structure that is not directly affected by increasing property taxes.
  • And more…

 

 

Connect With Chad Braun:

 

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About Our Guest:

Chad started his career with Kenneth Leventhal & Co in their real estate advisory practice and has spent the past 24 years exclusively working in the commercial real estate business. He helped grow AmREIT (NYSE:AMRE) from $50 million to over $1 billion in assets when it sold to EDENS in February 2015. As CFO and COO, he was responsible for all aspects of capital formation, accounting and reporting, asset management, investor relations and human resources.

 


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Affordable Housing: A Real ESG Investment With David Steinwedell (Ep. 35)



In this episode, Kevin Kaylakie speaks with David Steinwedell, founder and CEO of Affordable Central Texas. They provide a brief overview of a private sector solution to a current problem in Austin and other Texas cities, affordable housing.  

 

Kevin and David discuss: 

  • How a private market solution can be both beneficial to investors and ESG. 
  • The difference between Capital A Affordable housing and Attainable housing. 
  • The 3 benefits of a fund managed by a nonprofit: transparency, substantial affordability and stability. 
  • The current rate environment leading to a period of price discovery in the real estate market. 
  • How does affordable housing operate.
  •  And more 

 

Connect With Henry Yoshida: 

 

Connect With SineCera Capital: 

 

About Our Guest: 

David Steinwedell, a 34-year veteran in real estate and investment and an 11-year Austinite, applies the best practices of private equity and asset management to the city’s moderate- and middle-income affordability challenges. David has worked at fund advisers, REITs and real estate investment banks, and has led teams in acquisitions, asset management, and debt and property management. He has been involved in over $15 billion in financial transactions across several REITs and high-net-worth investment funds, and was the executive director of the Urban Land Institute-Austin for four years until transitioning full time to his current role as president and CEO of Affordable Central Texas. His experience across all property types and various investment vehicles provides the background to make flexible investments and create innovative transaction structures to address Austin’s rapidly changing marketplace. David is a graduate of Hamilton College and has served on the boards of NAREIM, ULI – Austin and Atlanta, and the Tritt Foundation. He and his wife, Patty, reside in Austin and have three grown children. 

 


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Should I Invest In Apartments? (Ep. 34)



Kevin and David discuss:
 

  • Investing in Value-Add versus Core-Plus investments and risk adjusted returns.
  • Leverage and risk. To have negative leverage or to be overleveraged?
  • Real estate as an asset appreciation, wealth preservation, and cash flowing product.
  • How to execute a Value-Add investment strategy.
  • The future of real estate and real estate investing.
  • Comparing multi-family and single-family space offerings.
  • And more… 

 

Connect With David Wylie: 

 

Connect With SineCera Capital: 

 

About Our Guest:  

David is the Founder & Managing Partner of Hilltop Residential. 

David has been in the multifamily investment business since 2000, having received national recognition for his performance in the apartment market across Texas and the United States. During his 21 years in the industry, David has been involved in over $15 billion of multifamily transactions. David’s deep relationships in the industry, as well as his extensive experience in identifying investment opportunities, are integral pieces to the Hilltop team. 

David attended The University of Texas where he studied business and Spanish and spent two semesters in Argentina developing his Spanish language communication skills and furthering his education. He is actively involved at Second Baptist Church, is an active member of NMHC (National Multifamily Housing Council),ULI (Urban Land Institute), and serves on the Regional Advisory Council with Apartment Life. 


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Is Your Trustee Out of Touch? With Christopher Holtby (Ep. 33)



In this episode, Kevin Kaylakie speaks with Christopher Holtby, Co-Founder and Head of Learning & Business Development of Wealth Advisors Trust Company.  

Kevin and Christopher discuss: 

  • Removal and appointment of Trustees 
  • Trust Law and the Trust Task Force in South Dakota 
  • 4 Reasons to choose South Dakota Trust Jurisdiction 
  • How do Directed Trusts and Delegated Trusts Work 
  • What to keep in mind when appointing a Trustee 
  • And more… 

 

Connect With Christopher Holtby: 

 

Connect With SineCera Capital: 

 

About Our Guest: 

At Wealth Advisors Trust Company, Christopher applies his business building, love of learning, operational, and wealth management expertise gained at Ernst & Young.  His role includes learning and facilitating knowledge around the trustee industry to assist those in choosing a  trust company. Christopher has co-authored two white papers, Directed Trusts Made Simple and the Trusteed IRA, and authored one published peer-reviewed paper, An Advisors Roadmap to the Trustee Industry.  From the operational side, Christopher created the trust administration process within SalesForce. He and his family are clients of the trust company as well. 

Christopher grew up in Toronto, Canada, graduated from the University of Arizona receiving a BA in Psychology with an emphasis on statistics and a minor in English Literature. He lives in Dallas with his wife and three sons and enjoys skiing, mountain biking, hiking, reading history, and watching and participating in sports with his sons. 


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Real Estate in the Texas Triangle with John Anderson (Ep. 32)



In this episode, Kevin Kaylakie speaks with John Anderson, Chief Financial Officer at 35South Capital.   

Kevin and John discuss: 

  • Core plus real estate assets.
  • 35South Capital and the closing of their fund. 
  • Negative leverage in commercial real estate. 
  • Value-add in real estate and 35South Capital’s approach. 
  • Real Estate Investment in the Texas Triangle.
  • And more…

 

Connect With John Anderson: 

Connect With SineCera Capital: 

 

About Our Guest: 

John Anderson serves as Chief Financial Officer, is a member of the Investment Committee and brings over 25 years of experience to the team. Prior to founding 35 South Capital, Mr. Anderson co-founded CJN Investments, a boutique private equity firm that invests in local businesses and real estate in the greater Houston area and throughout the state of Texas. Prior to CJN, he was the Regional Director of Development for Weingarten Realty. Mr. Anderson also previously worked at Pelican Builders, AmReit, Fairfield Residential and the Archon Group (a subsidiary of Goldman Sachs).  

John graduated from Baylor University with a BBA is Business Management and an MBA from The University of Texas at Austin, specializing in Real Estate and Investments.


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Seasonal Update at Tax Time With Kevin Kaylakie (Ep. 31)



In this episode, Kevin Kaylakie speaks with Connee Sullivan, Head of Family Office Service for SineCera Capital. 

 

Kevin and Connee discuss: 

  • Tax Preparedness: contributions to 401(k)s, HSAs, 529s, Charitable contributions to DAFs, and considering estate and gift tax planning. 
  • Tax loss harvesting. 
  • Planning checklist and the gathering of important documents  
  • Strategies for liquidity management. 
  • And more… 

 

 

Connect With SineCera Capital: 


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SineCera Capital Core Values. What Make Us Who We Are With Connee Sullivan (Ep. 30)



In this episode, Connee Sullivan speaks with Kevin Kaylakie, founder and CEO of SineCera Capital.

Kevin and Connee discuss:  

  • The meaning of SineCera 
  • The story behind and basis of our core values 
  • Being true fiduciaries by heart and by handshake. 
  • Selecting business partners who exemplify our values. 
  • And more. 

 

 

Connect With SineCera Capital: 


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Preparing for a Business Exit With Terese Everson (Ep. 29)



The dynamics of selling a business have changed considerably over the years. Private equity firms are increasingly focused on creating synergies, and many founders are staying in the business even after the sale.

 

In this episode, Kevin Kaylakie speaks with Terese Everson, director at Focus Strategies Investment Banking, about the exit planning process and the factors that can affect the outcome.

 

Kevin and Terese discuss:

  • How Focus Strategies helps businesses in the lower middle market
  • Biggest value creators and detractors (and what the valuation process looks like)
  • Why more founders are staying involved even after the sale
  • The mental preparation before letting go of the business
  • And more

Connect With Terese Everson:

 

Connect With SineCera Capital:

 

About Our Guest:

 

Terese Everson joined Focus Strategies in 2019. Terese has over 20 years of finance experience in investment banking and private equity in a variety of industries and has worked on over $3 billion in transactions.

 

Prior to joining Focus Strategies, Terese was a Vice President at Cienda Partners in Dallas, where she led the acquisition of real estate and distressed debt investments in hospitality, office, land, multi-family, master-planned community and industrial sectors. Prior to Cienda, Terese was an investment banker in New York at Bear Stearns and subsequently at Deutsche Bank Securities in the Healthcare Group. Terese has also worked as Director of Acquisitions IFM Services and as an associate at Olympus Real Estate Corporation, a former affiliate of Hicks, Muse, Tate & Furst. She began her career as an analyst at JP Morgan Chase in the Mergers & Acquisitions group.


Vintage Timepieces: A Market for Valuable Collectibles and Family Heirlooms With Jacek Kozubek (Ep. 28)



Vintage timepieces are more than watches. They are unique pieces of history. They can be passed down from one generation to the next, and they often increase in value over time. Vintage watches offer both an investment opportunity and a beautiful piece of jewelry.

 

In this episode, Kevin Kaylakie speaks with Jacek Kozubek, the founder and owner of Tropical Watch. Jacek shares his fascinating journey in this niche market and how the vintage watch market has evolved over the years. 

 

Kevin and Jacek discuss:

 

  • What draws buyers to vintage watches
  • The origin of Tropical Watch and how it came to specialize in vintage Rolex pieces
  • How Jacek deals with the problem of counterfeit watches
  • The role of vintage watches as a store of value
  • And more

 

Resources:

 

Connect With Jacek Kozubek:

 

Connect With SineCera Capital:

 

About Our Guest: Jacek Kozubek is a world-renowned dealer of vintage timepieces, with a particular focus on vintage Rolex pieces. As the founder of 10 Past Ten and Tropical Watch, Jacek has been in the vintage watch market for over a decade.


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Latest Trends in Retirement Plan Distributions With Henry Yoshida (Ep. 27)



In traditional forms of IRAs (individual retirement accounts), investment options are often limited to stocks, bonds, and mutual funds. However, “self-directed IRAs” enable owners to invest their retirement savings into alternative asset classes.

 

In this episode, Kevin Kaylakie speaks with Henry Yoshida, CFP®, founder and CEO of Rocket Dollar, Inc. They provide a brief overview of how self-directed IRAs function, their benefits, and the key rules one must be aware of before investing in it. They also explain why there is a discrepancy in the amount invested in traditional vs. self-directed IRAs across the United States.

 

Kevin and Henry discuss:

 

  • How the retirement plan landscape has evolved over the years
  • The two main types of self-directed IRAs
  • Prohibited transactions within a self-directed IRA
  • How investors like Peter Thiel manage to get billions of dollars into Roth IRAs
  • Up-and-coming alternative asset classes
  • And more

 

Resources:

 

Connect With Henry Yoshida:

 

Connect With SineCera Capital:

 

About Our Guest:

 

Henry Yoshida is CEO and Co-founder of Rocket Dollar, a web platform that lets people invest tax-advantaged retirement dollars into private alternative investments. He is a Certified Financial Planner™ professional, licensed Realtor®, and has 20 years of experience in finance. In the past, Henry was the founder of venture capital backed robo-advisor Honest Dollar [acquired by Goldman Sachs], was the founder of MY Group LLC [$2.6B AUM retirement plan advisory firm], and spent 10 years at Merrill Lynch. 

 

He graduated from The University of Texas at Austin, has an MBA from Cornell University, and lives in Austin with his wife and two daughters.