7 Habits That Built Michael Boswick's Success - Dear Media

Optimizing Your Life with Powerful Daily Habits

If you're passionate about creating systems that lead to success, then the latest episode of The Skinny Confidential Him & Her Podcast is a must-listen. This episode offers valuable insights into living a life of success, focusing on practical habits that can transform your daily routine. Michael Bosstick, CEO and founder of Dear Media, shares seven key habits that have changed his life and elevated his mindset. These habits are not only cost-effective but also easy to implement right away.

If you're looking for better results in your own life, consider adopting these high-impact habits that successful individuals like Boswick swear by. They help create a more focused and fulfilling life.

1. Implement a Wakeup Routine

One of Boswick’s most impactful daily habits is his morning routine. He typically wakes up around 6 or 6:30 a.m., but he experiences a slow cortisol rise in the morning. According to his wife, Lauryn Boswick, he often wakes up grumpy. “I need a moment to kick into gear,” he says. “I am not one of those people who jumps up and starts seeing flowers, rainbows, and happy thoughts.”

Much of Boswick’s morning routine is dedicated to getting his mind right for the day. He prioritizes hydrating slowly with his homemade hydration drink, which contains 16 ounces of water, Paul Saladino Lineage Nose-to-Tail collagen (great for skin, hair, nails, and joints), sea salt, and lemon. Then, he takes a handful of supplements, including L-Tyrosine, Fatty15, and N-Acetyl Cysteine (NAC), to support mood, energy, focus, and mental clarity.

Next, he sets his intention for the day. Before his kids wake up, he spends the first hour reading books or The New York Times and ensuring he is calm and present. “It’s so important to have a routine to look forward to,” he explains. “You know after doing this routine, you are going to feel great. You want to have something to look forward to in the morning.”

2. Develop a Daily Movement Habit

Moving your body isn't just about physical gains; it's also about challenging your mind. Boswick emphasizes the importance of getting out of your comfort zone. “It’s about holding yourself accountable and doing something hard,” he says. “Comfort is where you go to die; staying active makes us feel good and helps boost confidence.”

Boswick’s movement routine includes a mix of activities such as tennis, strength training, stretching, and cardio. “The more you do it, over time, you will have more confidence and feel better,” he says. “For me, it’s about waking up with intention and then jumping into something hard and challenging.”

3. Get Rid of To-Do Lists and Focus on Essential Lists

Boswick believes to-do lists are tedious and don’t move the needle forward. Instead, he focuses on the essentials that have the greatest impact. “High performers focus on the essentials, not the to-do lists,” he says. “I figure out what are the most important things I need to get to, and I ignore the rest.”

When you focus on the essentials, you train your brain to tackle the hard things and become more productive. If you have a list of 15 things on your to-do list, Boswick advises cutting down 12 to 13 of those things. “Focus on the three things that you have been dreading the most. The things that are the hardest and that are the essentials,” he explains.

4. Start Asking Yourself the Hard Questions

One habit that Boswick swears by is treating himself as an investor who is investing in his own life. As a CEO, he has learned a lot about business and what makes a great investor. “What makes a great investor are the questions that they ask in their underwriting process,” he explains. “They are excited about the vision, the founder, and the future, but they are also poking holes into the infrastructure and into that individual. They are looking for the individual to come up with the answers to their concerns.”

This process applies to everyday life as well—underwriting your own life as if you were investing in yourself. Some questions he suggests asking yourself include: Am I being smart with my money? Am I showing up the right way in my relationship? Am I being a good parent? Am I holding myself accountable for my health?

5. Ask Instead of Assuming

Boswick has learned that it is unwise to assume what others are thinking. “Most tensions in relationships, personal and professional, happen because of assumptions,” he says. One powerful habit is to start every conversation with an ask, instead of an assumption. Examples include: How are you doing? How do you feel about how I’m doing this? How do you feel about how I responded to this? What do you need that I’m not giving you?

This habit is about making the people around you feel valued. “This will open up opportunities for you to form habits that will fix those relationships and improve them,” Boswick explains. “But it is also going to create a bond of trust in your relationships because the person on the other side will realize you are putting their wants and needs first.”

6. Pick Something New to Learn Each Week

Boswick describes the world we live in as an echo chamber. “We live in a society where we are good at digging into our own biases and our own corners of the world,” he says. “The algorithm is interest-based, so it’s going to give you more of what you already believe.”

To understand diverse perspectives, one of Boswick’s weekly habits is learning something new from a wide variety of topics. “You want to broaden your perspective and listen to different people,” he says. “You want to challenge your brain, expand your mindset, and see different perspectives.”

7. Develop a Perspective of the World Outside of Your Own

Everyone around you views the world in a different way. Boswick practices the habit of being mindful that people don’t see the world the way he does. “The best thing we can do is to ask questions, get into people’s heads, and see things from their perspective.”

Next time you interact with someone, change your perspective. Ask yourself: What does this person think of this moment? What does this person see that I don’t see? What does this person want that I might not be aware of?

“It’s so important to get out of your head and into the perspective of others,” Boswick says. “The people I see struggle the most are the ones who only see the world from their perspective.”