Straight Up Chicago Investor

Episode 262: From FBI Agent to Hundreds of Doors In Chicago with James Williams


Listen Later

James Williams is a real estate investor, attorney, and former FBI agent who embarked on his real estate journey in the early 90s!

James starts by discussing how he chose a career path which includes a period of working in the FBI, all while having real estate investing on the back of his mind. He discusses his first real estate purchase, a graystone on Chicago's Northside purchased in the 90s! James shares insights raising capital, acquiring hundreds of units, and extremely rough times in his investing career that resulted in him selling off most of his portfolio. He shares the impact of losing a valued business partner and friend. The silver lining of the rough times is that James still holds a nice portfolio and has the team in place to continue scaling! Throughout the show, James emphasizes the importance of patience, due diligence, and building a great team. Most importantly, after 262 episodes, we finally get to drop a Point Break reference.

If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content!

Connect with Mark and Tom: StraightUpChicagoInvestor.com

Email the Show: [email protected]

Guest: James Williams, Mainstreet Real Estate Services

Link: Boss (Book Recommendation)

Link: American Pharaoh (Book Recommendation)

Link: Henry Cardenas (Network Referral)

-----------------

Guest Questions

02:31 Clean leaves to prevent clogging of gutters and drains!

03:39 Intro to our guest, James Williams!

09:30 James' quest to buy his first piece of real estate!

18:53 Working in the FBI!

25:33 Raising capital for RE Investing.

37:32 Lessons learned from 4 years in a tough market.

47:55 Selling off most of the portfolio.

53:36 Costs of Selling.

56:35 What's next for James?

59:43 What is James' competitive advantage?

61:13 One piece of advice for new investors.

62:50 What do you do for fun?

63:45 Good book, podcast, or self development activity that you would recommend?

64:28 Local Network Recommendation?

65:04 How can the listeners learn more about you and provide value to you?

-----------------

Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2023.

...more
View all episodesView all episodes
Download on the App Store

Straight Up Chicago InvestorBy Straight Up Chicago Investor

  • 5
  • 5
  • 5
  • 5
  • 5

5

282 ratings


More shows like Straight Up Chicago Investor

View all
BiggerPockets Real Estate Podcast by BiggerPockets

BiggerPockets Real Estate Podcast

16,776 Listeners

The Best Ever CRE Show by Joe Fairless

The Best Ever CRE Show

992 Listeners

Rental Income Podcast With Dan Lane by Rental Income Podcast

Rental Income Podcast With Dan Lane

826 Listeners

Passive Real Estate Investing by Real Estate Investing with Marco Santarelli, Investor and Entrepreneur.

Passive Real Estate Investing

972 Listeners

BiggerPockets Money Podcast by BiggerPockets

BiggerPockets Money Podcast

3,081 Listeners

Real Estate News: Real Estate Investing Podcast by Kathy Fettke / RealWealth

Real Estate News: Real Estate Investing Podcast

558 Listeners

Real Estate Investing with Coach Carson by Chad Coach Carson

Real Estate Investing with Coach Carson

619 Listeners

One Rental At A Time by Michael Zuber

One Rental At A Time

145 Listeners

Ken McElroy Show by Ken McElroy

Ken McElroy Show

720 Listeners

Real Estate Rookie by BiggerPockets

Real Estate Rookie

1,830 Listeners

BiggerPockets Daily by BiggerPockets

BiggerPockets Daily

327 Listeners

PassivePockets: The Passive Real Estate Investing Show by PassivePockets, Jim Pfeifer, and Left Field Investors

PassivePockets: The Passive Real Estate Investing Show

130 Listeners

On The Market by BiggerPockets

On The Market

901 Listeners

The BetterLife Podcast by Brandon Turner and Cam Cathcart

The BetterLife Podcast

839 Listeners

The David Greene Show by David Greene

The David Greene Show

700 Listeners