Negotiate Anything The Danger of Not Taking Risks
Dec 29, 2025
In this engaging discussion, Jeremy Delk, a successful entrepreneur and investor behind Delk Enterprises, shares his journey from a small Kentucky town to Wall Street. He emphasizes the importance of negotiating with oneself and facing fears to embrace risk. Delk reveals how trauma can lead to personal growth and stresses that authenticity accelerates connection in business. He offers practical advice on showing vulnerability, prioritizing values, and being open in meetings to unlock unexpected opportunities.
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Small-Town To Wall Street Pivot
- Jeremy Delk moved from a small town to Wall Street, made and lost money, then started a venture firm without a strict plan.
- He frames his career as “Without a Plan,” embracing failure as the learning path to success.
Failure Breeds Confidence
- Jeremy asserts failure is where learning and confidence are built, not just a negative outcome.
- He says embracing failure enabled him to take bigger risks and recover stronger.
Make A Deal With Yourself
- Negotiate with yourself by setting limits and testing risk tolerances before leaping into big changes.
- Give yourself a time-bound trial (e.g., a year) to pursue a risky goal knowing you can return if it fails.