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Starting a company from scratch during the dot-com bust, building it into a global transportation management software leader, and selling it in a headline-making deal would be an endpoint for many entrepreneurs. For Monica Wooden, it was the start of a new chapter. In this conversation, Wooden shares stories with the podcast’s host and Truist Wealth Co-Chief Investment Officer Oscarlyn Elder about the early experiences that sparked her entrepreneurial drive, her “win-win-win” philosophy, the resilience it took to navigate setbacks in the past, and how she’s expressing her values through philanthropy in the present. Monica’s conversation is filled with lessons on individuality, preparation, perseverance, and purposeful giving.
Also in the discussion:
• The role of sports and Title IX in Monica’s youth
• Navigating professional challenges during the dot-com bust
• The evolution of the distinctive corporate culture at Monica’s company, MercuryGate International
• How Monica developed her philanthropic priorities
• Lessons and advice for fellow entrepreneurs
If you’d like to take notes on today’s episode, you can download this free template.
Podcast worksheet
Have a question for Oscarlyn or her guests? Email [email protected]
By Truist Wealth5
5252 ratings
Starting a company from scratch during the dot-com bust, building it into a global transportation management software leader, and selling it in a headline-making deal would be an endpoint for many entrepreneurs. For Monica Wooden, it was the start of a new chapter. In this conversation, Wooden shares stories with the podcast’s host and Truist Wealth Co-Chief Investment Officer Oscarlyn Elder about the early experiences that sparked her entrepreneurial drive, her “win-win-win” philosophy, the resilience it took to navigate setbacks in the past, and how she’s expressing her values through philanthropy in the present. Monica’s conversation is filled with lessons on individuality, preparation, perseverance, and purposeful giving.
Also in the discussion:
• The role of sports and Title IX in Monica’s youth
• Navigating professional challenges during the dot-com bust
• The evolution of the distinctive corporate culture at Monica’s company, MercuryGate International
• How Monica developed her philanthropic priorities
• Lessons and advice for fellow entrepreneurs
If you’d like to take notes on today’s episode, you can download this free template.
Podcast worksheet
Have a question for Oscarlyn or her guests? Email [email protected]

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