Proven Strategies for Effective Conversations with New Team Members

April 17, 2025

In real estate leadership, day-to-day challenges are constant—whether onboarding new agents, navigating shifting market dynamics, or correcting underperformance mid-quarter. Yet strong leadership isn’t just about fixing problems; it’s about creating environments where problems are addressed proactively, team potential is unlocked, and performance is sustainable. This is where conversation, clarity, and critical thinking converge.

To lead effectively in today’s competitive real estate landscape, broker-owners, team leads, and operations heads must blend tactical foresight with a human-first approach. Here are key strategies, grounded in real-world leadership, that help solve persistent challenges while setting up new team members—and seasoned pros—for long-term success.

Shift the Focus from Fast Action to Smart Diagnosis

It’s easy to default to immediate action. Most leaders feel pressure to make decisions quickly, especially when commission pipelines or team morale are on the line. However, problems rarely present themselves fully formed. What first appears to be a lack of effort or a marketing issue could be rooted in miscommunication, skill gaps, or systemic inefficiencies.

To improve outcomes:

In real estate, a drop in lead conversion might look like a marketing issue, but deeper questioning could reveal agent burnout or lack of script training. Identifying the true bottleneck is leadership’s most strategic move.

Expand Options Beyond Binary Thinking

Many leadership teams fall into the trap of either/or decisions. Should the brokerage invest in Zillow ads or community events? Should a struggling agent be given another month or let go?

Instead:

This approach widens the strategic lens and reduces the risk of hasty, narrow choices that fail to address the full scope of the problem.

Lead with Perspective-Shifting Conversations

Every leader brings biases, and even high-performing teams risk groupthink when everyone comes from similar backgrounds or training paths. That’s why multiple-perspective thinking is vital.

To apply this:

Perspective is one of the most powerful levers for innovation. Leaders who practice this consistently build more resilient and agile teams.

Set the Tone Early: Critical Conversations for New Agents

Onboarding is more than paperwork and CRM access. The first few weeks set the tone for productivity, culture, and retention. Savvy leaders hold key conversations early—not just about what needs to get done, but how it should be done.

These foundational discussions should include:

These discussions are especially critical in commission-based environments, where early wins matter. Creating psychological safety early unlocks performance faster than any training module can.

Real Estate Leadership in Action: Character in the Field

Few exemplify these principles better than Tamir Poleg, CEO of Real, who has built one of the fastest-growing real estate brokerages by balancing agent empowerment with operational clarity. Poleg’s leadership reflects an understanding that decentralized, tech-forward teams require constant, clear communication and coaching that honors agent individuality.

Similarly, the National Association of Hispanic Real Estate Professionals (NAHREP) has built a strong leadership culture by focusing not only on skill-building but also on mentorship, strengths recognition, and inclusive growth—ensuring new members enter with direction and support.

Another model worth watching is Robert Reffkin, CEO of Compass, who frequently discusses the value of clarity in expectations and systems for agent performance. His ability to scale while maintaining culture speaks to the power of consistent, early leadership conversations.

Problem-solving in leadership isn’t just about having the answers. It’s about asking better questions, approaching people with curiosity, and setting up systems that make performance the default. In real estate—where market shifts, agent turnover, and client expectations evolve constantly—leaders who pause, probe deeper, and prioritize strong communication outperform the rest.

These aren’t just strategies. They’re habits of the industry’s most effective leaders.