In this episode, I had a great conversation with Annemarie Penny, Founder of Dreamore.
Annemarie shared some fascinating insights from a 14-year study on startup founders and leaders. It really highlighted the different mindsets and personalities needed to thrive in a startup compared to a bigger, more established company. We explored what a healthy startup culture looks like – that "organized chaos" where different ideas, even the seemingly "stupid" ones, are encouraged to spark innovation and avoid everyone just agreeing with each other.
We also dove into the common hiring mistakes that startup founders often make. We emphasized that you need to look beyond just a resume and really assess candidates based on their skills, measurable successes, their personal story, and how well they fit with the company culture. We discussed the idea of "hire slow, fire fast" versus investing in developing employees, and how crucial it is to set realistic expectations during the hiring process.
We also spent some time talking about AI in recruitment. While AI tools can definitely help with things like screening resumes for skills and saving time, Annemarie and I both have concerns about candidates potentially using AI to misrepresent themselves, especially with remote and global teams. However, we agreed that AI can't replace the human element: the authenticity, the personal story, critical thinking, and learned experiences. If a hiring process can be "fooled" by AI, then the process itself needs improvement. We see AI as a tool that should allow recruiters and HR to focus more on connecting with people, understanding the nuances, and assessing things like empathy and experience.
To wrap things up, Annemarie offered some valuable advice for first-time founders building their teams. She stressed the importance of taking care of yourself, being okay with not knowing everything (that vulnerability and fear are normal!), and attracting the right people by being authentic and bringing positive energy. What you put out there really does attract the kind of people you want to work with. And recognizing that you don't have all the answers and building a team that complements your strengths is key to success.
Visit organizedchaos.fyi and subscribe to the newsletter for exclusive content and access to free resources.
Got a Question or Topic Suggestion?
New Heights with Jason & Travis Kelce
Football’s funniest family duo — Jason Kelce of the Philadelphia Eagles and Travis Kelce of the Kansas City Chiefs — team up to provide next-level access to life in the league as it unfolds. The two brothers and Super Bowl champions drop weekly insights about the weekly slate of games and share their INSIDE perspectives on trending NFL news and sports headlines. They also endlessly rag on each other as brothers do, chat the latest in pop culture and welcome some very popular and well-known friends to chat with them. Check out new episodes every Wednesday. Follow New Heights on the Wondery App, YouTube or wherever you get your podcasts. You can listen to new episodes early and ad-free, and get exclusive content on Wondery+. Join Wondery+ in the Wondery App, Apple Podcasts or Spotify. And join our new membership for a unique fan experience by going to the New Heights YouTube channel now!
Dateline NBC
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!