ChatGPT vs Gemini

History repeated itself at Inman Connect San Diego this week. Once again, after sitting through AI session after AI session on the first day, I was struck by how much confusion still exists in the real estate industry.

As I experienced in early June after attending NAR Midyear, the AI “experts” on stage gave incomplete, misleading, or simply wrong information. One example just floored me.

During an AI panel, a presenter proclaimed that Gemini Pro was better than ChatGPT.

In what way? For content creation, hardly. Learning about your voice? No way. For daily use? Are you kidding me?

And there wasn’t even a clarification as to what flavor of ChatGPT: the free one, Plus, Pro, or Teams? And what version? With ChatGPT Teams we have 4o, 3o, 3o-pro, o4-mini, o4-mini-high, 4.5, 4.1 and 4.1-mini.

All LLMs/Chatbots have different strengths and weaknesses. If a speaker is going to make a blanket claim like this, they must be specific.

Again: Not all ChatGPTs are the same

We covered this topic two months ago in “Not all Chatbots are the same,” calling out AI experts on stage at real estate conferences who keep conveying the idea that all Chatbots do the same things. They do not.

Or that somehow an agent can choose the one they like most: they should not!

Today, not all ChatGPT versions are the same, nor do they do the same things. This is true for Gemini, Gemini Pro, and Gemini for Google Workspace.

Let’s cut through the clutter: ChatGPT Teams is what most real estate professionals should be using – period. Pay the $50 a month. Protect your business and your clients and have unmatched performance for the things agents use a Chatbot for most: especially for content creation.

There, I said it. Agents should use Teams or their brokerage’s Enterprise LLM solution.

Incomplete advice is bad advice

When someone takes the stage at what has been the most reputable real estate and tech conference for over 25 years and claims Gemini Pro is better when the audience is mostly real estate agents and brokers, it is, in my strong opinion, irresponsible.

Let’s compare: ChatGPT Teams vs. Gemini Pro

Here’s why ChatGPT Teams is far and away a stronger choice for real estate professionals than Gemini Pro, especially when it comes to speed, training, capabilities, and especially memory.

Speed: ChatGPT Teams is faster than Gemini Pro 2.5

When it comes to AI tools for agents, speed wins. ChatGPT Teams responds significantly faster than Gemini Pro 2.5. I have tested it side-by-side for more than an hour. (Gemini Pro didn’t even know about the Pro 2.5 version that I was using – it kept telling me there was no version 2.5 – until I gave it a screenshot to prove it when I was asking it why it was so slow.)

Faster responses mean you can keep your momentum without the wait. Quick responses let you brainstorm, refine prompts, and tackle complex tasks in real time, turning AI into a seamless extension of your workflow rather than a stop-and-wait tool.

The faster your AI responds, the more productive and effective you can be, and that’s where ChatGPT Teams pulls ahead.

Memory and context management

ChatGPT Teams supports Projects, a game-changer for real estate agent tasks. Projects allow you to organize your chats, uploaded files, custom instructions, and memory in one shared space that persists across sessions – not just within a single thread. Each Project can include up to 20 file uploads, making it easy to manage complex, multi-day tasks. With memory enabled, ChatGPT can recall relevant past interactions from your Project to deliver more consistent, personalized responses.

Gemini Pro, on the other hand, treats file uploads as one-and-done per conversation. There’s no long-term memory that’s equivalent to Teams and no structure like ChatGPT Teams Projects.

In practice? Teams gives you continuity. Gemini Pro doesn’t, except in a single thread and not across other prompts in other threads.

Capability differences (multimodal & analysis tools)

Teams lets you combine memory, Projects, and multimodal analysis across spreadsheets, PDFs, and even code. You can run advanced data analysis on MLS exports, for example. Advanced users can create custom GPTs to handle specific tasks.

Gemini Pro offers some multimodal capability but tends to hit walls faster, especially when doing large spreadsheet analytics or high-volume project analysis. At times, it can make it feel like you’re driving with a governor on the engine.

Administrative control & governance

For brokerages, Teams and Enterprise shine. You get granular admin controls for memory, retention, encryption, and audit trails. Data is private by default.

A paid Gemini “Pro” account on a personal Gmail address has zero administrative controls or governance features for a brokerage. For that, you need Gemini for Google Workspace.

Otherwise, there is no central admin console for a manager. There is no way to manage multiple users on a team. There is no way for a brokerage to set data retention policies or view audit trails.

Why the right GPT matters for real estate pros

Even with the improvements to Gemini Pro security, as someone who uses and compares ChatGPT Teams nearly daily to Perplexity Pro, Gemini Pro, Grok 4, and Claude Pro – and uses Meta (glasses) – it’s hard to beat the Enterprise-level security that ChatGPT Teams offers.

Real estate is already swimming in AI hype and half-truths. If you’re looking for a tool that respects your data, handles the file sizes and formats used by agents and brokers, and scales to real workflows without hitting daily caps, ChatGPT Teams is the clear winner.

Let’s tell it like it is with AI

Real estate conferences need to get rid of the self-serving AI sales pitches, academics who talk over our heads, and false “experts” who have little AI and/or real estate industry knowledge. As someone who has written more than 240 stories about real estate and AI in the last two and a half years, I wish we had an “AI BS Meter” at every conference. I volunteer to push the button.

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