From the days I spend focusing on my business and the many businesses I represent, to the couple of hours each day that I try to spend on myself and my family, below breaks down my story in four easy-to-follow categories that I call life.

Bill Rossi_Leo+Laine


Full-time CEO of my own business, Rossi Enterprises, and co-owner of several other small businesses in the Chicagoland area; I am what some might refer to as ‘the guy who never sleeps.’ (but in all reality I do sleep and I make sure to get at least 8 hours of sleep a day). Passionately driven by the success of my brands and clients, I commit to using my fullest potential every day for the businesses that count on me. Mekky Media Relations and It’s Just Lunch (Chicago) are a few of the brands that rely on my dedication regularly. I can always slow down and rest later in life.  



As dedicated as I am to my businesses, I find myself in an even larger sea of dedication to my incredible family. Work-life balance hasn’t always been easy for me (and still truly isn’t), but my partner John, and our two beautiful daughters are constant reminders of the importance of achieving it. We’re an extremely active family between participating in travel sports, school activities and hosting get-togethers, regularly. Being a good partner and an involved father is always #1 on my to-do list.



Named Crain’s Notable LGBTQ+ Exec for the third year in a row certainly comes with intense amounts of pressure and a high set of standards. Instantly different from society’s definition of “normal” I was consistently seeking ways to stand out and make a difference in my community. Through confidence, perseverance and goal-setting, I exceeded personal and business milestones year after year, and broke-down barriers along the way. I stand for diversity in the workplace, and still actively fight for equality and inclusion on the frontlines. I am an advocate for gay, entrepreneurs who strive to make an imprint in their industries, and I’m passionate about being exactly who you are, no matter the situation!



Hypertrophic obstructive cardiomyopathy, or HCM for short. Those three words meant I would forever be at risk of sudden cardiac arrest, potentially go into paroxysmal atrial fibrillation (also known as A-fib — an irregular, rapid heart condition that causes poor blood flow and puts me at risk for strokes). So while I always led a healthy lifestyle, I immediately started living an even healthier one to ensure I would be alive for the three important categories I mentioned above. 


Multiple surgeries, including a pacemaker/defibrillator, and now working to be on the Board for the HCM Organization, I work to educate others in a similar health position as me, that there is hope, and you can actually LIVE your life with this condition the best way possible. 

Bill Rossi_Leo+Laine