In this podcast episode, TJ van Gerven discusses employee stock purchase plans (ESPPs) and their benefits and trade-offs. He explains that ESPPs offer a discount on company stock, potential savings through a lookback period, and the option to sell immediately for a profit. However, he warns about holding period requirements and concentration risk. van Gerven advises listeners to assess their cash flow and consider maximizing their ESPP contributions, while also emphasizing the importance of selling ESPP proceeds to avoid concentration risk and understanding the tax implications. He suggests using Rule 10b5-1 to plan the sale of company stock and encourages listeners to review their ESPP plans and take full advantage of the benefits.