From Women's Shelters and $700k in Debt to an 8 Figure Net Worth with REI Mom Anna Kelley
Episode Details

In 10 years, Anna Kelley went from $700,000 in debt to an 8-figure net worth real estate mogul. Being in tremendous debt wasn’t the first time she hit rock bottom. As a child, she grew up in households with abusive men and had to stay in women’s shelters with her mom. Her tough childhood only made her more determined to outwork all of her friends.


“I realized that if I wanted a different life than what I had as a child if I didn't want my children to be in an abusive situation or to spend evenings in a women's shelter as I had as a child if I wanted better for myself and my family, I had to be willing to do whatever it took to succeed and to get myself out of that situation.” (08:09)


Her grit eventually landed her high-profile careers at the Bank of America and AIG. Whereas most people would just call her lucky - she disagrees:


“People say, okay, you're lucky, right? They don't understand the backstory and all the adversity to get where you are. But I do believe that when you're prepared and preparation meets opportunity - that's what we call luck.”


Getting jobs where she works with ultra-high net worth individuals opened her eyes to what’s possible in life. So, how come she got into so much debt? And how did she climb out of it?


Anna Kelley is a multifamily syndicator. She invested in her first property in 1998 and exploded in the real estate space in the last 10 years.

Adversities Anna Kelley had to overcome:

-- Grew up in section 8 housing

-- Spent evenings in a women’s shelter as a child

-- Was $700,000 in business debt with no income source

Abundance Anna Kelley created:

-- Graduated early from college

-- Worked with ultra-high net worth individuals in the Bank Of America and AIG

-- 8-figure net worth, 250 units


Lessons from Anna Kelley’s adversities

-- You have control over how your life ends up, you have to be determined to do what others won’t do to get to where you want to get to

-- Timing matters. You can be the best at what you do, but if you start a business at the wrong time, you can shoot yourself in the foot.

Tune in as Anna Kelley and Jamie talk about:

(00:00) From abuse to a star real estate investor

(04:04) Quitting a 6 figure job at AIG

(05:37) Why she became really driven (Anna’s backstory)

(14:08) How she got a lucrative job at BoA by “luck”

(16:30) What she learned from ultra-high net-worth individuals

(19:51) Rebuilding after $700,000 in business debt (and no income)

(33:27) Living below her means for 10 years: what it did for her

(37:31) Happening to me vs. happening for me: a mindset shift

(38:50) Fireside questions

(44:41) Recession and investing in real estate in this climate

(49:24) Book recommendations

(51:08) Reaching out to Anna Kelley



Principles for Dealing with the Changing World Order: Why Nations Succeed and Fail by Ray Dalio

The End of the World Is Just the Beginning: Mapping the Collapse of Globalization by Peter Zeihan

Life on Air: Memoirs of a Broadcaster by David Attenborough

Multi-Family Millions: How Anyone Can Reposition Apartments for Big Profits by David Lindahl


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