EntreLeadership - 3 Key Questions to Ask so You Won’t Regret Your First Hire

Episode Date: March 4, 2026

Your first hire is one of the biggest risks you’ll take as a business owner. In this episode, you’ll learn the three key questions every business owner must answer before making their first hire�...��so you can grow your team without losing momentum. Next Steps: 💼 Learn Ramsey's 12 components to hiring that can set your business up for success: https://ter.li/n7jjrs 📞 Have a question for the show? Call 844-944-1070 or send us a message: https://ter.li/ask-us 📚 Learn about the EntreLeadership System™: https://ter.li/system-p 💻 Get EntreLeadership Elite™ for your business: https://ter.li/elite-p ✉️ Sign up to receive tactical tools, advice and resources in your inbox every week: https://ter.li/enl 🏢 Attend EntreLeadership Summit: https://ter.li/summit 🎤 Attend EntreLeadership Master Series: https://ter.li/masterseries 📖 Order Dave’s new book, Build a Business You Love: https://ter.li/b4kru2   Listen to More From Ramsey Network: 🪑 Front Row Seat with Ken Coleman 🎙️ The Ramsey Show 💸 The Ramsey Show Highlights 🧠 The Dr. John Delony Show 🍸 Smart Money Happy Hour 💡 The Rachel Cruze Show 💰 George Kamel   Ramsey Solutions Privacy Policy Learn more about your ad choices. Visit megaphone.fm/adchoices

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Starting point is 00:00:05 As an entrepreneur in the early stages of running your business, there's one surefire way to boost your revenue in a big way, making your first hire. But that only happens if you make the right first hire. Get it wrong? And it could cost you and your business big time. When I got ready to make my first hire, I didn't want to do it. I didn't want employees. As far as I was concerned, employees came late, left early, and stole while they're there. And then I met a guy named Russ Carroll who had the same heart for coaching people that were hurting with their money.
Starting point is 00:00:40 He was there on a mission, a crusade like I was. So Russ joined the team to be our very first hire over 30 years ago and coached people, counseled people until he retired with Ramsey many, many years later. He's an incredible man and he was an incredible hire. It's one of the smartest things I ever did. He coached thousands of families that I, could have never gotten to. So when you're hiring, that's a lot of pressure. But that's why in today's episode, you'll learn exactly how to make your first hire the right way and make it a success.
Starting point is 00:01:15 John Falcons from the Entree Leadership Team is here to help you answer the three key questions that'll set you up for success as you grow your team. 82% of small businesses in the U.S. are a one-man show. And if you're one of them and you're thinking about expanding, the first question you need to ask yourself is, how am I going to pay for this person? You need a clear path to revenue that covers their pay. And if their work won't bring in enough to cover their payroll, then you can't really hire them yet.
Starting point is 00:01:43 If you have enough work for a team member and you can afford to pay them, you're ready to answer the next question, which is, what role do I hire for first? For starters, you shouldn't create a nice-to-have position that isn't an urgent need. Instead, your first hire should be someone who can create ROI very quickly.
Starting point is 00:02:01 In other words, They should help pay for themselves fast. This means either they're generating revenue directly like a salesperson or they're generating revenue indirectly like an assistant who frees you up from admin tasks so you can focus on the revenue generating work. Once you're locked in on the type of role you need for the hire, you're ready for the final question. How do you find the right person?
Starting point is 00:02:26 Obviously, you want somebody with the experience and a proven track record at excelling at the type of work they'll be doing in your business. But being able to complete a set of tasks should only be the starting point. That goes for any hire you make, especially the first one. That's because culture's fragile at this stage of your business. One person can change the whole vibe, and a wrong hire early can tank your momentum and your morale. I think about it like a cruise ship and a canoe.
Starting point is 00:02:52 A big business is like a cruise ship. You hire one crazy person? That's going to cause a problem, but it's not going to turn the whole thing upside down. When you're a brand new business, you're more like a canoe, And if somebody jumps in that canoe and starts going crazy, everybody's going to get wet. You've got to be careful at this point. The bottom line, your first hire should be qualified for the role, but they also need to be the kind of person you want to spend every day with.
Starting point is 00:03:16 So how do you make that happen? Start by writing a clear job description. And as you get started with the hiring process, ask other folks in your industry what's worked for them. You can learn a lot. Then, once you start interviewing candidates, focus on making sure. they fit the type of culture you want for your business. Simply caring about your culture at all is going to go a long way. And listen, you need to trust your gut.
Starting point is 00:03:42 If something feels off in the interview, it's not going to get any better when they're on payroll. No matter what, your first hire is going to feel a little scary. That's totally normal. In fact, if you don't find it a little bit scary, that might mean you don't understand what's at stake. That said, if you do wind up making a wrong hire, it's not the end of the world. Just don't wait too long to correct it. But if you make sure you can
Starting point is 00:04:05 actually afford the first hire, you design a role that will ROI quickly, and you hire for skills and culture fit, you're going to be way ahead of the game. Now, this is just a high level overview of what it takes to navigate the hiring process. The best way to ensure that you wind up with the right person is to follow the 12-step plan that we've been using at Ramsey for three decades. It's the process we go through every time we're hiring a new team member. And if you want to check it out, our team has written a free article that breaks it down from top to bottom. Just click the link in the show notes. That's it for today, so be sure to like and subscribe if you found this helpful. I'm Dave Ramsey, and this is Entree Leadership.

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