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Strawberry Letter

Money Tips: He emphasizes discipline, leadership, risk-taking, and strategies for building generational wealth.

Strawberry Letter

iHeartPodcasts

Society & Culture, Relationships

4.51.7K Ratings

🗓️ 12 January 2026

⏱️ 22 minutes

🧾️ Download transcript

Summary

Two-time Emmy and Three-time NAACP Image Award-winning, television Executive Producer Rushion McDonald interviewed Keith Milner.


Purpose of the Interview

The interview aims to inspire aspiring entrepreneurs by sharing Keith Milner’s journey from corporate America to entrepreneurship. It emphasizes discipline, leadership, risk-taking, and strategies for building generational wealth, particularly for underrepresented communities.


Key Takeaways

  1. Foundational Lessons from Childhood

    • Growing up in a disciplined, hardworking family taught Keith accountability, integrity, and the principle of choices and consequences.
    • Education was highly valued in his household, shaping his drive for success.
  2. Corporate vs. Entrepreneurial Mindset

    • Corporate careers can feel secure but are often riskier because you lack control over your destiny.
    • Entrepreneurship offers greater control and potential for generational wealth.
  3. Leadership and Teamwork

    • Lessons from sports—teamwork, discipline, and leadership—translate directly into business success.
    • Establishing a common goal and coaching employees is crucial, but underperformers must eventually be let go.
  4. Risk and Value

    • Many African-Americans view entrepreneurship as risky, but Keith argues it’s less risky than employment in an at-will state.
    • Success depends on creating value that customers are willing to pay for.
  5. Franchising Journey

    • Relationships opened doors to Jersey Mike’s franchise ownership.
    • Entrepreneurship requires hands-on involvement—Keith still works in his stores when needed.
  6. Advice for Aspiring Entrepreneurs

    • Adopt a growth mindset and positive attitude.
    • Follow the Five P’s: Plan, Prepare, Produce, Pivot, Persevere.
    • Understand that entrepreneurship is a daily grind—“Every morning in the jungle, the lion wakes up running.”

Notable Quotes

  • On discipline and accountability:
    “If you said you were going to do something, you did it. If you were told to do something, you got it done.”

  • On choices:
    “We make choices every day, and if you don’t make the right choice, there are consequences.”

  • On entrepreneurship vs. employment:
    “Entrepreneurship and small business ownership is the best way to create generational wealth.”

  • On leadership:
    “There are very few things in life you can do alone. You need people, you need a team.”

  • On success formula:
    “You control the inputs, and therefore you can charge what you want—as long as you generate enough value.”

  • On entrepreneurial mindset:
    “Plan, Prepare, Produce, Pivot, Persevere.”

  • Swahili proverb:
    “Every morning in the jungle, the lion wakes up running… The question becomes, who’s going to run the fastest?”


#SHMS #STRAW #BEST

See omnystudio.com/listener for privacy information.

Transcript

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0:00.0

This is an IHeart podcast.

0:02.6

Guaranteed Human.

0:04.6

Hi, I'm Roshan McDonnell.

0:06.4

I host a weekly Money Making Conversation Masterclass show.

0:09.3

The interviews and information that this show provides are for everyone.

0:12.8

It's time to stop reading other people's success stories and start living your own.

0:17.3

If you want to be a guest on my show, please visit our website,

0:25.2

Moneymakingconversations.com, and click the be a guest button.

0:28.3

Press submit, and the information will come directly to me.

0:32.5

Now, let's get this show start. My guest left corporate America, and is the co-founder and president of Coaching Catalyst, LLC, a boutique, executive coaching and business advisory firm and co-founder

0:41.1

and president of Social Capital LLC, which owns and operates multiple Jersey Mike franchises

0:48.7

in the Metro Atlanta area. Please welcome to Money Making Conversations Masterclass, Keith Mildner. How you doing, Keith?

0:56.8

I am terrific, sir. I hope you are as well. Tell us about your background before we get

1:00.8

into the journey of being a person in the corporate world and then leaving the corporate world

1:05.7

to believe in yourself and be an entrepreneur. Let's start at the beginning. Sure. I was born and raised in a small

1:12.7

farming community in North Carolina, Reedville, North Carolina. Both my parents were farmers.

1:19.5

My dad was a second or third generation sharecropper, and I just learned by watching what

1:26.0

they did every day. They got up early every morning.

1:28.8

They worked from sun up to sundown in the fields, and then they migrated into the factories.

1:34.3

My dad worked multiple jobs throughout my lifetime.

1:39.1

My mom then also went into textal work, and it was a household that was full of love, but it was was a household that was full of love but it was also a household

1:47.0

that was full of discipline.

...

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