Inside a Real Estate CEO’s 72-Hour Week: How Real Leaders Navigate Growth, Travel, and High-Stakes Decisions

From early-morning family commitments to back-to-back meetings, site visits, tough leadership calls, cross-state travel, and a late-night panel in New York, this vlog showcases what it truly means to build, scale, and lead at the highest level in real estate.

This wasn’t just a busy day, it was a nonstop 72-hour sprint across Philadelphia, Pittsburgh, and NYC, with each stop revealing a different layer of leadership, operational decision-making, and personal discipline.

Starting Strong: KW Empower Team Meeting & the Foundations of Growth

Jim kicks the vlog off preparing to lead the KW Empower team meeting, where he’s been a partner for nearly a decade. Empower has played a major role in his rise from solo agent → CEO, making these sessions personal and impactful.

His focus for the day? Attracting great agents, supporting the leadership team, and helping the brokerage grow with intention.

But this is just the warm-up.

Nonstop Afternoon: Meetings, Recruiting & Leadership Calls

After the KW Empower event, Jim dives into an afternoon packed with leadership responsibilities:

• Multiple agent check-ins

• Developer calls

• Recruitment and contract follow-ups

• Business leadership discussions

• Office planning

• Growth strategy sessions

As he puts it:

“We’re stacked from 11 to 6 — nonstop.”

This is the part of leadership that doesn’t make Instagram — the behind-the-scenes work that keeps a multi-state organization running.

5 AM: The Travel Marathon Begins — Off to Pittsburgh

After dinner and family time, Jim grabs a few hours of sleep before heading out at 5 AM for a three-hour drive to Pittsburgh, where he owns KW Steel City.

His schedule in Pittsburgh is just as intense:

11 AM — Teaching “WIN: What I Need”

A high-impact mastermind delivering:

• Market strategies

• Agent habits

• Lead generation

• Business structure

• Current opportunities

12 PM — Hosting the KW Steel City Team Meeting

Jim’s message focuses on:

• Reflecting on 2024

• Resetting and reframing goals

• Building a “life by design”

• Operating like a CEO

• Preparing for 2026 now

This is the foundation of Jim’s entire playbook: Think like a business owner, not an employee.

5 PM: Flight to New York City — Another Day, Another Market

From Pittsburgh, Jim rushes to the airport for a flight to LaGuardia, landing late and prepping for the next morning’s event with KW Core New York.

The Event: A Private Mastermind in a $10M Listing

Alongside:

• A top NYC agent featured on Netflix

• Team leader Steve Rivera

• Top 1–5% producers

The focus? Using education as a magnet to attract high-caliber agents while adding value to a high-end listing — a strategy Jim regularly deploys at Rarity.

It’s a brilliant combination of: networking, marketing, and value-based leadership.

Key Leadership Lessons from the 72-Hour Vlog

1. Think like a CEO from day one

Your mindset determines your ceiling.

2. Reset, reflect, and align your path

What got you here won’t get you there.

3. Stop searching for outside validation

You already have the resources, you just need to use them.

4. Focus on the “Big Four”:

• Vision

• Systems

• Value

• Production

5. Speed matters, but consistency wins

Every trip, meeting, and conversation stacks up.

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