Episode 44

Published on:

26th Jul 2021

Stage Actor Turned Real Estate Mogul

Matt Picheny is focused on developing passive income streams that enable investors to write their own story, and choose how they want to spend their time. He specializes in revitalizing and elevating communities through real estate investment, community enrichment, climate sensitivity, and the arts.

Matt has over 15 years of experience in property analysis, financing, acquisition, construction, operations, and has invested in over 7,000 apartments nationwide. He is a licensed real estate agent, a Fannie Mae & Freddie Mac approved buyer and has earned both Commercial Real Estate & Real Estate Finance certificates from Boston University. Matt is a member of the Fast Company Executive Board and the Forbes Real Estate Council.

A native of Orlando Florida, and a former actor, Matt still believes in happily ever after. He lives with his wife and their two daughters in Boston and in his downtime enjoys long walks on the beach, Broadway, Rock and Roll, and great barbecue.

[00:0107:04] Opening Segment

  • Let’s get to know Matt Picheny
  • He talks about his unconventional path to real estate 

[07:0518:11] Matt’s Outlook on the Rental Market 

  • Matt talks about his outlook on the rental market 
  • Did his acting career help him in real estate investing?
  • We have an interesting exchange about Airbnb and Vrbo 

[18:1228:32] Active or Passive? 

  • Here’s a home-building story you should not miss!
  • Should you go active or passive 
  • Matt shares a piece of advice  
  • Investing in Broadway shows 
  • Matt’s experience here 

[28:3338:19] Why Choose Syndication  

  • The exit strategy for a broadway show looks like this
  • Matt chose the syndication route for these reasons 
  • The challenges that Matt needed to overcome 

[38:2048:21] Positive Impacts from Real Estate Investing 

  • Matt’s motivations for writing his book
  • Making a positive impact on the world 
  • He gives us a sneak peek into his cash flow 

[48:2252:23] The Contrarian 3-Pack

  • What would you say is the most contrarian investment you've made? 
  • Broadway shows 
  • What's your favorite activity to do with your friends and family outside of work?
  • Spending time with his kids 
  • Going out with his family
  • What offers you the most fulfillment in life?
  • Helping others 
  • Connect with Matt. Links available below.

Tweetable Quotes:

"Passive or active [investing] is not a get-rich-quick [scheme]. It’s just not. It’s hard work." –  Matt Picheny

"I also think the arts can be a catalyst for social and societal change." –  Matt Picheny

Resources mentioned

You can email matt@picheny.com to connect with Matt or follow him on LinkedIn and Facebook. Check out his personal website to make informed decisions about your investments, generate a positive impact on the world, and tell your own story. 

GRAB a copy of Matt’s book, Backstage Guide To Real Estate, soon! 

LEAVE A REVIEW + help the podcast grow by sharing it with your friends, family, or someone in need.

Follow me on LinkedIn or visit our website to know more. 

Think Different. Earn Different. Live Fulfilled.

Show artwork for Contrarian Cashflow

About the Podcast

Contrarian Cashflow
Think Different. Earn Different. Live Fulfilled.
Have you ever thought there has to be more to offer from life?

I went to college....because they said that is what you do

I got a well paying job...because that is what they said to do

I reached Income and Net Worth goals....because that is what they said to do

As I attained each of those goals I didn't feel the change in myself I had expected. My life wasn't any different and it kept me wanting for more...

Who is they and why did I feel so compelled to listen??

After much introspection I have found relationships and fulfillment will lead to the most impactful life.

This podcast is about that journey, interviewing some of the most successful within investing and entrepreneurship. How we seek fulfillment in life and maintain motivation through life's ups and downs.

Please join us as we delve into becoming who you are meant to be.

About your host

Profile picture for John Blanton

John Blanton

John is an experienced sales professional and investor driven to help others surpass their goals and find fulfillment in life. He has a passion for gaining financial independence and helping others get there through investment cashflow. He is fortunate to be supported by his loving wife and two daughters. Favorite activities include spending time being active outdoors with his family.