You will face many challenges when creating a winning email newsletter. One challenge is creating content that engages your audience. You must ensure your content is valuable and relevant. Another challenge is designing the email. You need to create a layout that is visually appealing and easy to read. You will also face the challenge of growing your subscriber list. You must attract people who are genuinely interested in your content. You should also track performance. You will need to adjust based on open rates and click-through rates. You must always improve and test new strategies.