Navigating Obstacles and Weaknesses in Your Real Estate Business
In this two-part episode of Hustle Humbly, we take a real, unfiltered look at the obstacles and weaknesses that come with building and managing a real estate business. From time management challenges to emotional boundaries, from market urgency to delegation struggles—we cover it all. If you’ve ever felt overwhelmed, overbooked, or just unsure how to grow, this episode will help you pause, reset, and get focused again.
A Week of Chaos: Five Listings and Multiple Offers
Alissa shares a behind-the-scenes look at her busiest week yet: five listings, all receiving multiple offers. Even with strong systems in place, the workload required long hours and constant communication. However, she managed it all by sticking to her systems—pre-listing templates, property checklists, and clear expectations with each seller. The takeaway? Even in high-volume situations, a well-prepared process helps prevent burnout.
Buyers, Backups, and Twinkle Lights
In today’s fast-paced market, urgency can cause stress and impulsive decisions. Alissa breaks down a situation where one buyer made backup offers on two listings—and lost both. Another buyer nearly overpaid by $36,000 for a house with patio lights. The lesson? Agents must step in and offer perspective. Managing buyer expectations by sharing CMAs and property disclosures before a showing saves time and keeps clients grounded.
Time Management and Overbooking Yourself
Time management is one of the most common weaknesses in real estate. Katy and Alissa discuss how agents can become both overbooked and under-scheduled. The solution? Schedule everything—office days, prospecting blocks, even rest. And stick to those appointments like you would with a client. Buyer rules, such as setting communication boundaries and requiring appointment notice, also help manage client expectations and protect your time.
Understanding the SWOT Framework
Katy introduces the classic SWOT analysis (Strengths, Weaknesses, Opportunities, Threats) as a way to reflect on your business. Developed in the 1960s, this simple framework can help agents identify not just internal challenges, but also external factors that impact success. It’s a helpful exercise for clarifying your unique obstacles and identifying areas for improvement.
Delegation, Control, and Letting Go
Letting go of control is a key area of struggle for many agents. Katy shares how she’s learning to delegate tasks and say “no” when she’s at capacity. This doesn’t always mean hiring a team—it can be as simple as referring out a client who’s too far away or currently not a fit. It’s okay to have a maximum client load and to create space for your life outside of work.
The Emotional Weight of Real Estate
Alissa admits that while she excels in systems and structure, she sometimes struggles to connect emotionally with clients. She’s working to improve empathy by pausing to see things from the client’s perspective and checking in more often. Real estate is not just transactional—it’s emotional. Making space for that awareness helps create a better experience for everyone involved.
Overcoming Obstacles One Step at a Time
Whether you’re dealing with overthinking, poor scheduling, fear of delegation, or emotional distance, it’s important to recognize your obstacles and weaknesses without shame. This episode encourages listeners to find simple solutions, improve communication, and build systems that align with their unique needs. You don’t have to be perfect—you just have to be prepared and honest with yourself.
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