Niiamah Ashong

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“When you’re going from zero to one, you’re probably playing the game. But when you’re going from one to a hundred — you’ve got to get off the field.” – Jay Rudman

Join Niiamah Ashong and two extraordinary outliers, Terry Tucker and Jay Rudman for a conversation that goes deep on what it really takes to lead at the highest level. We talk about why the best leaders learn to get out of their own way, how a 14-year cancer journey becomes a masterclass in purpose, and why going deep with people, even strangers, is your most underrated edge. This one will stay with you. Watch it all the way through.

Timestamps:

00:00 Intro: Today’s incredible outliers

01:51 Terry’s 14-year cancer journey

03:01 Going deep builds real connection

06:40 Jay on empowering people over ego

08:21 Letting go to unlock bigger results

12:19 Understanding doesn’t mean agreement

17:22 Hiring people smarter than you

22:27 Why serial entrepreneurship is in the blood

27:51 Fear is your compass, not your enemy

35:47 Start before you’re ready

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Enter Jay Rudman’s World:

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“I say I call it delusional self-belief. I always just thought, that’s fine, I’m gonna keep going. Failure was never an option in my mind.” – Jeep Banerjee

Join Niiamah Ashong and serial entrepreneur Jeep Banerjee for a raw conversation about what really happens between big wins. After 15 years, multiple exits, and more failures than he can count, Jeep opens up about the misery of success, the art of recognizing your own gift, and why delusional self-belief isn’t crazy, it’s a strategy. If you’ve ever been in between chapters and wondered what’s next, this one’s for you.

Timestamps:

0:00 Meet Jeep Banerjee

1:06 Why digital marketing now

2:11 Life after selling the company

3:30 Soul searching without a plan

5:02 When inaction becomes the danger

6:16 Owning the gift you take for granted

8:11 The bench player realization

9:54 Two things that open every door

12:07 Current sweaty palms project

14:03 Message to your past self

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“You’re crazy until you’re not.” — Rob Gregg

Join Niiamah Ashong with Nuri Otus & Rob Gregg for a roundtable conversation that will shift the way you listen, build, and lead. Rob breaks down how deep listening with zero agenda became the foundation of a company built for the 50% of people who stand for a living. Nuri shares a story he kept private for years that changed everything he knows about integrity and trust. Together, they challenge every leader to stop chasing polish and start chasing truth. If you’ve ever been told your idea is impossible, this episode is for you.

Timestamps:

00:00 Guests introduce their game

04:25 Rob builds the slowest shoe

10:55 Staying in when world says no

16:14 Listen to learn not respond

19:36 Nuri’s father’s silence lesson

22:48 Non-steering questions unlock truth

27:51 Nuri opens Pandora’s box

33:21 FBI agents and integrity lessons

38:51 Be you. Full stop

42:45 Takeaways and how to connect

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Enter Rob Gregg’s World:

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“The magic happens when you convince someone to do something that’s not in the rules, that’s not in the books.” — Christiane

Join Niiamah Ashong and guests Ujwal Arkalgud and Christiane Constantineau for a conversation that will completely rewire how you see the game you’re playing. They break down the invisible rules that run every boardroom, every relationship, and every pitch and why the moment someone tells you NO is actually when the magic begins. If you’re a leader who has ever felt like an imposter, been afraid to ask, or wondered why hard things feel hard — this one’s for you.

Timestamps:

00:00 Meet Ujwal Arkalgud and Christiane Constantineau

01:26 Ujwal’s invisible game framework

01:59 Christiane’s unlikely path

06:11 Rules you didn’t choose

10:44 Believe in yourself, not pink lenses

15:14 Magic starts with a no

19:15 Why cancer became fuel

26:17 Reflecting to find your method

33:04 Imposter syndrome = growth signal

40:47 The magic of deciding to go

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Enter Christiane Constantineau’s World:

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“You can’t control outcomes. You can control the way you show up, the energy, the excitement, the conviction. That’s 100% yours.” – Robin Daniels

Join Niiamah Ashong with Karen Briscoe, Robin Daniels, and Bronson Hill for a roundtable that goes deep on one of the most misunderstood principles of high performance: commitment without attachment. Together, they unpack why the most successful leaders detach from outcomes while staying fully invested in their actions, and how you can do the same. From Karen’s Miracle Morning evolution to Roin’s old Matterport story to Bronson’s prefab housing movement after the LA fires, this conversation is packed with real-world proof that boldness beats perfection every time.

Timestamps:

0:00 Meet the Outlier roundtable

1:20 Robin: 20 years in Silicon Valley

3:21 Bronson: escaping time-for-money

5:47 Commitment without attachment defined

7:37 Why 90% of attempts fail — good

9:36 Karen: commit to lead generation first

13:00 How outliers manage their energy

20:20 The 3% club — outlier truths

27:53 Boldness vs. perfection in action

38:44 Outsides and how to go deeper

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Enter Robin Daniels’ World:

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Enter Bronson Hill’s World:

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“I just woke up one day and said, if they don’t understand it, why can’t I create it?” — Zylo Marshall

Join Niiamah Ashong and national disability rights activist Zylo Marshall for a conversation that challenges everything you thought you knew about independence, advocacy, and the systems designed to keep people stuck. Zylo breaks down the real barriers preventing disabled adults from becoming self-sufficient from the SSI $2,000 asset trap to estate fraud to employment gaps, and shares why he decided, after 15 years, that someone had to stand up and change things. If you’ve ever been waiting to be “ready” before you step into your purpose, this one will hit different.

Timestamps:

00:00 Meet Zylo Marshall today

02:04 Disability rights are life or death

05:15 The two main problem areas

06:38 The $2,000 SSI asset trap

09:39 What happens if you fail

12:40 Four employment plans explained

18:31 Real barriers to employment

20:28 Zylo lost $80 million

27:57 15 years of “doing nothing”

32:08 Building the plane while flying

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“An empty restaurant. The product looks good, the menu looks good — but no one else is there. It can almost affect your experience with the product.” – Jason Fishman

Join Niiamah Ashong and investor marketing expert Jason Fishman as they break down the uncomfortable truth most founders never want to hear: having the best product is not enough. Jason, who has helped over 900 deals collectively raise hundreds of millions in capital, reveals why the crowd effect, social proof, and third-party validation will out-perform a great idea every single time. They unpack the empty restaurant phenomenon, the test-optimize scale framework, and what it actually takes to lean into growth when the data says go. If you’ve ever asked yourself “is this working enough to go all in?” this conversation was made for you.

Timestamps:

0:00 Jason introduces his work

1:48 Why capital raises fail

3:26 From Fortune 500 to startups

6:42 The uncomfortable product truth

10:07 Hype vs quality breakdown

12:06 Empty restaurant phenomenon

17:05 RadIntel $50M case study

21:21 When to hit the gas

28:39 What “aggressive” really means

33:55 Calculated risk framework

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“You have to not allow your ego, or what other people think, to take over what you are really meant to do.” — Lauren Kleeman

Join Niiamah Ashong and comedy writer-director Lauren Kleeman for one of the most honest conversations we’ve had on Outlier’s Edge. Lauren has worked with Zendaya, Nike, LeBron James and she walked away from all of it to pursue what she was actually called to do. In this episode, we get into the identity trap high achievers fall into, what “outsourcing trust” really looks like, and how Lauren raised $10K on Kickstarter to make a short film now heading toward a full feature. This is for every leader who’s playing someone else’s game and knows it.

Timestamps:

0:00 Meet Lauren Kleeman

3:06 Big names, wrong path

4:28 Saying no to prestige

6:32 “I am” vs “I want”

8:58 Ego and outside approval

13:52 USC, nepo babies, excuses

16:10 Outsourcing your self trust

17:01 Trailer Park Queen origin

29:20 The first screening moment

32:46 Philosophy of comedy

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