When Weinberg looks back on growing a business, he emphasizes how important it is to take risks, even if not all of them are ultimately successful. “I have made many mistakes that did not pan out including a bad hire or trying to expand into a new service line or market or marketing campaign that did not work out,” he says. “I learned that if you take balanced and calculated risks to expand, even if they do not pan out, you don’t have to destroy your core business in the process.” Today, he uses the same idea to motivate others—including his own children. “I try to remind them that wealth and success does not come overnight,” he says.
2026 QUESTIONNAIRE
What advice would you give to the next generation of St. Louis entrepreneurs or leaders? I now have children in their 20s who are motivated to succeed. I try to remind them that wealth and success does not come overnight. You need drive to push yourself to work hard to succeed to accomplish what you want in life, but you also need to realize that success and money will come with time. Focus early in your career with building skills and marketability and enjoying the journey.
What’s a risk you took in business that didn’t pan out—but taught you something valuable? In trying to grow a business, I have made many mistakes that did not pan out including a bad hire or trying to expand into a new service line or market or marketing campaign that did not work out. That said, I learned that if you take balanced and calculated risks to expand, even if they do not pan out, you don’t have to destroy your core business in the process. Also, some of them have been successful to help our business grow. You need to take calculated risks and realize that some will work and others may not and that’s OK as long as they are balanced so as not to risk ruining your core business.
What do you do when you’re feeling stuck or uninspired? I take a break from work. Sometimes it is a couple of hours of doing something that takes my mind off of everything like playing tennis, going for a walk outside or meditating. I also try to take some longer breaks including travel and staycations to find balance.
Who in your company (or industry) deserves more recognition for their impact? I can’t single one person out, but we have a core team of around 10 people who have been part of our team and company growth for 10-plus years that have made a big impact on our company and its growth.
What’s a local organization, nonprofit, or initiative that more people should know about—and why? One organization that I have become familiar with over the past year and really value their mission is College Bound STL. Their missions is to offer the support and guidance necessary to help first-generation students from low-income backgrounds get to and through college.
2025 QUESTIONNAIRE
PROFESSIONAL ACCOMPLISHMENTS & OPPORTUNITIES
What has you most excited about the future of your company or industry? I believe that as the Fed likely reduces interest rates over the next year, corporate investment in general and hiring specifically will increase and our company will be well situated to have significant growth if this occurs.
If you could change one thing about your industry, what would it be and why? Getting past the transactional nature and reputation of our industry. Our best successes are with clients who we have reached the trusted advisor status with.
What’s the toughest business challenge you’ve had to overcome (excluding the pandemic) and why? After four years of significant growth between 2019–2022, we have had to work hard to maintain our revenue the last couple of years. The challenge has been trying to ask for a lot of hard work during a challenging period and maintaining motivation and avoiding burnout on our team.
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MENTORS & PEERS
To whom or where do you go for sound business advice? A variety of sources including business partners, team members, my wife, friends and other industry contacts.
Do you have a business mentor? If so, who and why? My father, who trained me in the industry and laid the foundation for our company and the growth we have been able to achieve to become one of the premiere recruiting and staffing firms in St. Louis.
What piece of advice has had the most significant impact on your career? Finding balance in all aspects of life, while still maintaining a highly motivated and focused mindset to achieve goals.
If you could have dinner with any two area business leaders, who would you choose and why? Chrissy Taylor and Penny Pennington. Chrissy Taylor since Enterprise is known for having such a great management training program. Penny Pennington because Edward Jones is a company that I respect a lot for having such a different business model and for being employee owned.
What is one thing you would change about the St. Louis metro area business environment and why? I would love to see more coordination between the city and surrounding counties to help improve the downtown business scene.
BACKGROUND
Where were you born? New York. My parents moved to St. Louis when I was 2, so I consider myself basically a native St. Louisan.
What was your childhood aspiration? Probably to be a professional baseball player, but since that wasn’t in the cards, I have been very satisfied with my career.
What was your first job, and what did you learn from it? Umpiring baseball and working in restaurants. I believe that the fact that I had a job pretty much from the time I was 14 on taught me a great work ethic.
What educational degrees do you hold, and where were they earned? Bachelor’s of Science in Accountancy from the University of Missouri–Columbia.
HOBBIES & INTERESTS
If you were not in your current profession, what would you be doing and why? Either an entrepreneur in another business, a professional coach to business owners and sales producers or a professional poker player.
What is your favorite St. Louis-area restaurant, and what do you typically order there? I have a few that I frequent, but I would probably go with the Mixed Seafood Grill at Bristol’s.
What is one item you recently crossed off your bucket list? My wife and I were able to take our two adult children to Italy for two weeks. That was a lot of fun and have many other future bucket list items I hope to experience.
What’s your hobby/passion? My two biggest hobbies are playing tennis and poker.
What is your most prized possession? I am thankful for everything I have. Most importantly, my family and friends, way more important than any possession.
What is your go-to karaoke song? Ha! You don’t want to hear me sing, but probably a Beatles, Grateful Dead, Jimmy Buffett, or Phish song.
