NerdWallet's Smart Money Podcast

Employee Stock Purchase Plans and AI Travel Planning


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Explore how AI can help with personalized travel planning, then learn about Employee Stock Purchase Plans (ESPPs).

01:08 This Week in Your Money: Travel Nerd Sam Kemmis discusses the surprising benefits of using artificial intelligence for personalized travel planning. He joins hosts Sean Pyles and Liz Weston to share his experiences with AI tools like Google's Bard and ChatGPT, including tips for guiding AI and validating creative suggestions before committing to a travel itinerary. The Nerds also explore the pros and cons of “mystery travel,” where travelers embark on journeys without a concrete itinerary in order to embrace spontaneity and adventure.

17:38 Today’s Money Question: Investing Nerd Andy Rosen joins Sean and Liz to help answer a listener’s question about whether he should participate in his company’s employee stock purchase plan, also known as an ESPP. He explains what an ESPP is, why it benefits companies to offer one, and tactics for employees to assess whether they should participate in one. The Nerds also talk about the risks involved with participating in an ESPP, how to plan for related taxes, and potential limitations on when employees can trade their stock.

In their conversation, the Nerds discuss: artificial intelligence in travel planning, personalized travel recommendations, AI chatbots, Google Bard, ChatGPT, employee stock purchase plans (ESPPs), financial planning, diversifying investments, travel planning tools, mystery travel, investment strategies, and ESPP tax implications.

To send the Nerds your money questions, call or text the Nerd hotline at 901-730-6373 or email [email protected].

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NerdWallet's Smart Money PodcastBy NerdWallet Personal Finance

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