Dave Ramsey Says 'It's Very Difficult To Trust Someone In Pajamas On A Zoom Call'—Admits He's 'The Crotchety Old Boss'

Dave Ramsey is doubling down on his stance against remote work, joining the ranks of Elon Musk and Jamie Dimon, explicitly saying that in-person collaboration is the key to success. 

On a recent episode of the “EntreLeadership” podcast, Ramsey talked with a business owner who was worried about employees skipping lunch to leave work early. This led to a bigger conversation about workplace rules, leadership, and his strong opinion on remote work.

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The Case Against Remote Work

Ramsey, the well-known personal finance guru and business leader, was direct when talking about the efficiency of remote work. “We know things move at the speed of trust, and it’s very difficult to trust someone sitting in their pajamas on a Zoom call,” he said.

He explained that at Ramsey Solutions, employees are expected to work from the office because it improves communication, creativity, and productivity. While he acknowledged that working from home isn’t “morally wrong,” he argued that it simply isn’t as effective as in-person collaboration.

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His comments reflect a broader debate among business owners about the pros and cons of remote work. Some companies have embraced flexibility, while others, like Ramsey Solutions, insist that employees are more productive and engaged when they work in a shared space.

Ramsey also admitted that his stance has led some employees to quit. “I’ve had some people that said they wanted to work from home, and so they quit and went to work for somebody who wanted to work from home,” he said. “Which I guess makes me the crotchety old boss in this scenario, right?”

Despite acknowledging that his views aren’t popular with everyone, he stood by his belief that workplace structure is a key part of running a successful business. “It is my name on the side of the building, and it is my signature on the bottom of your freaking paycheck,” he stated.

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Ramsey's remarks highlight the challenges many business owners face when balancing employee preferences with business needs. His message is that company culture and expectations should be firmly established, and employees who disagree have the option to seek work elsewhere.

His advice to the business owner on the podcast was to address the issue directly and set precise expectations for employees, telling them that he let this situation go unchecked for a while, which created a gap in their customer service. He should also tell them he has regrets about not addressing it sooner because now it might seem like he’s reversing his stance, but that's not the case.

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