What a Real Estate CEO Really Does All Day

If you’ve ever wondered what the real day-to-day life of a real estate CEO looks like, beyond the closed deals, Instagram wins, and polished keynote stages - Episode 2 of a Day in the Life captures it all. 

A Morning Grounded in Family + A back-to-back Leadership Schedule

Jim kicks off the day far from the office at his son’s school mass, where his son is reading. It’s a subtle reminder that even CEOs with massive schedules prioritize what matters most.

But once he hits the office around 11 AM, it’s game on:

• New construction class at Wendle Place

• Two agent check-in meetings

• A regional director call with KWRI

• A development accountability meeting

• A recruitment call

• A development team session to close out the day

This isn’t glamorous, it’s leadership. It’s time-blocking, prioritizing, and shifting gears every 30 minutes.

On the Road: New Construction & Development Growth

The vlog takes us next to Northern Liberties, where Jim checks in on Wendle Place, part of a massive wave of development transforming the Delaware Avenue corridor.

He points out:

• Thousands of new units hitting the market

• Increasing demand for both residential + commercial

• Philadelphia’s long-time “city to riverfront divide” finally closing

• Rarity agents even moving into these new buildings

This portion highlights Jim’s deep involvement not just in sales and team leadership, but in sourcing land, working with developers, and watching projects move from dirt → to structure → to occupancy.

The Reality of Leadership: Retention Calls & Solving Problems in Real Time

While watching the Eagles game the night before, Jim received word that a top agent at another brokerage was considering leaving the brokerage, despite recent progress and relationship rebuilding.

This is the part of leadership most people don’t see:

• the emotional intelligence

• navigating tough conversations

• handling problems you didn’t create

• 24/7 responsibility

• playing the long game

Jim shares a crucial truth:

“Leadership is a service role. You have to be willing to answer the call — even when it’s uncomfortable.”

It’s raw and real, and an important insight for anyone wanting to eventually build a team.

These vlogs are a reminder that the growth people admire happens behind the scenes, during the grind, the tough conversations and the disciplined execution. 

"Give yourself grace. Stay consistent. And remember, you're building a business, not just closing deals"

If you want to watch the entire video, check it out below