Numan provides healthcare for men to treat common health conditions through personalised plans. They offer integrated care - including diagnostics, medication & supplements, 1-1 clinical care, and digital programs - in one digital platform, to help patients take control of their health. In this episode, CTO Jamie Smith Webb discusses how Numan transitioned from an e-commerce business, into a service, diving into the technical challenges behind it. Jamie talks through the challenges around digitising the health sector, particularly around regulations and innovation.  Jamie then touches on how the nature of the product has impacted the diversity of their employees, and their plans for growth in the near future.  Finally, Chris asks Jamie about his impressive career to date, as he talks through how he adapted to progressing through the various levels of leadership, including the jump to managing managers.  Questions asked: 1. Tell us a bit about yourself and the story behind Numan 2. You mentioned that the business transitioned from being an e-commerce business into a service - how did you do this and were there any key challenges? 3. It sounds like you'll be growing the company again, with possible more rounds of funding, what challenges do you see ahead to achieve that growth?  If you do go raise more funds, how much do you think it will differ from previous rounds? 4. With the product being specifically for men’s health, has this had an effect on how diverse the business is? 5. Being in HealthTech, what are the key challenges to overcome when it comes to digitising the health sector? (Discussion around regulation & innovation, technical strategy) 6. You’ve had a very impressive career to date, can you talk us through how you adapted to progressing through the various levels of leadership, particularly when it comes to managing managers? 7. What has been the biggest challenge in your career to date? 8. What is the best investment you've made in your career to date?  (Discussion around coaching and mentoring) 9. And finally, what one piece of advice would you give to someone joining a start-up? Follow The Start-Up Diaries Podcast on LinkedIn or learn more about Burns Sheehan.