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309 · Diego Ivan Cortes Lopez - Winning Through Losing: When 30% Is Enough

October 21, 2025 · 1 h 3 min

Show notes

How a trader from Dallas built consistency—and a simple lifestyle of freedom in Southeast Asia—with a 30% win rate. Diego Ivan Cortes Lopez grew up chasing perfection on the tennis court, where winning came naturally, but it was trading that taught him how to win by losing. After years of trial, error, and a six-figure setback, studying the methods taught by Oliver Velez, a prominent veteran professional trader, helped him rebuild his approach - focusing on daily support and resistance, clean reversal signals, and asymmetric risk-to-reward. Now trading large-cap stocks from Vietnam on a single 13-inch laptop with uncluttered charts and limiting his sessions to the first hour of the market open, Diego shows that real consistency and freedom come from mastering the math of risk and reward—and keeping both trading and life simple.


Links + Resources:

● Diego’s Instagram: diegoivan__7

● Diego’s Email: [email protected]

Sponsors of Chat With Traders Podcast:

Trade The Pool: http://www.tradethepool.com

TastyTrade: https://tastytrade.com/

Time Stamps:

Please note: Exact times will vary depending on current ads.

● 00:00 – Early Life & Tennis

● 04:30 – Tennis Coaching & Business Success

● 09:00 – Early trading and the six-figure drawdown

● 14:00 – Rebuilding & Moving Aboard

● 20:00 – Finding Oliver Velez, relearning

● 27:00 – Today’s playbook: daily levels, 5-min entries, first-hour focus

● 34:00 – Risk, sizing, psychology, and “becoming a great loser”

● 40:00 – Living/trading in Asia; consistency over perfection

● 46:00 – Struggles, losing streaks, and long-term confidence

● 50:00 – Brief chat with Tessa

Trading Disclaimer:

Trading in the financial markets involves a risk of loss. Podcast episodes and other content produced by Chat With Traders are for informational or educational purposes only and do not constitute trading or investment recommendations or advice.

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