From Reasoning to Action: A Keynote with OpenAI ↗
What happens when AI can carry a task from research to action? Our keynote with OpenAI explores workflows that connect analysis, communication, and execution.
WRITING & PERSPECTIVES
Ideas tested
against the work.
Testing ideas and sharing what holds up in practice.
Featured on the homepage, followed by more from the archive.
33 articles
Apollo Alumni Spotlight: Michael Martin ↗
What does investing teach you about building? A perspective on judgment, conviction, and creating value when the path forward is uncertain.
The Marginal Cost of Marketing Has Collapsed ↗
When producing more costs less, advantage shifts to what is worth making. Where should enterprises invest when AI changes the economics of execution?
Real Estate's Nouns and Verbs ↗
AI needs a shared understanding of the people, records, and actions across an organization. A common language can turn disconnected data into useful work.
How Agents and Brokerages Should Evaluate AI Tools ↗
A convincing demo is easy. The real test is whether an AI tool can handle the data, decisions, and daily work that come after it.
The AI-Powered Brokerage Playbook ↗
What would a brokerage look like if giving agents their time back became an operating priority?
Your CRM Was Built Backwards ↗
Your relationships keep moving while your CRM waits for an update. What changes when the signals come to you?
Front of the Funnel, or End of the Line? ↗
By the time a prospect calls, AI may already have shaped the decision. Where does that leave the professional hoping to advise them?
Sidekick + Lone Wolf: Unifying Brokerage Workflows Nationwide ↗
The same information should not have to be entered at every step. Connect it once, then carry it through forms, review, and signatures.
Can AI Go Door Knocking? ↗
AI can help you prepare for the conversation. Earning the relationship still happens on the other side of the door.
New: Embedded Property Search ↗
A property search gets more useful when it remembers the conversation that led to it.
WATCH & LEARN / JANUARY 29, 2026
AI for Real Estate:
Tools That Give Agents an Edge
What could you get done with AI before your next client meeting? Compare properties, sharpen an offer, and rehearse the conversation, all in one practical session.
Watch the lesson on Maven ↗Free replay · Maven signup required
WATCH THE LESSON ↗
Introducing Sidekick Reasoning: Smarter Answers, Deeper Understanding ↗
The hard questions take more than a quick answer. Follow the reasoning, inspect the work, and decide what to use.
Why AI Changes the Clear Cooperation Policy Discussion ↗
If AI can assemble listings from scattered sources, what makes a shared marketplace valuable? The answer goes beyond access.
16,000 Contacts and No One to Call ↗
Thousands of names in a database, but no clear reason to call. The missing piece is what is happening in their lives now.
Introducing Performance Intel by Sidekick ↗
The next negotiating advantage or recruiting opportunity may already be in the data. Start with a question, not another dashboard.
The Role of AI After the NAR Settlement ↗
When clients ask what their agent is worth, the answer has to show up in the service. AI raises the stakes and expands what is possible.
How AI Can Help "The Talk" With Buyers ↗
The conversation about representation can shape the whole relationship. Practice the difficult questions before a client asks them.
Unlocking Deep Value in Multiple Listing Services ↗
The MLS already holds a wealth of knowledge. What becomes possible when agents can ask for what they need in their own words?
Let Your AI Teammate Run Your Pipeline ↗
Every inbox holds relationship context. Putting it to work should not require a second job maintaining a database.
Know exactly when it’s time to reach out. ↗
A new role, a move, a milestone: the best reason to reconnect is often personal, long before it becomes transactional.
Sidekick's Radar Is Live Nationwide ↗
Important moments are scattered across inboxes and social updates. Bring them together and the next conversation becomes easier to spot.
Sidekick On The Go ↗
The work does not stop when you leave your desk. Neither should the context behind your search, documents, and next decision.
Search the entire internet with Sidekick ↗
A financing question can become a research project or a connected path from web sources to calculations and a usable spreadsheet.
Can AI Actually Help Agents With Comps? ↗
Finding similar properties is only the beginning. The value is in explaining which comparisons matter, and why.
The Impact of Every 50bps on AI adoption ↗
A small rate change can reshape a client’s options. Timely analysis turns a market headline into a more useful conversation.
Let Sidekick Help You Find the Right Questions ↗
You should not need a perfect prompt to find the next useful question. The work itself can point the way.
Watch the replay: Sidekick CEO Talks AI ↗
Watch real estate work unfold with AI: compare properties, prepare an offer, rehearse a negotiation, and create something ready to use.
Sidekick, OpenAI, and Rocket panel on AI's Inflection Point ↗
As AI takes on more of the workflow, where does human expertise matter most? The question behind this February 2026 panel.
Free (Live) AI Class From Sidekick's CEO ↗
Knowing what AI can do is different from knowing where to start. This January 2026 class focused on that gap.
How AI Can Make 2025 Your Biggest Year Yet ↗
Before 2025 began, one question shaped this session: what changes when conversational AI can work directly with MLS data?
Holidays are the perfect time to get smart on AI ↗
A first step with AI can be something practical: a plan, a marketing asset, or a deliverable grounded in MLS data.
Last Week Was a Huge Week for AI ↗
Falling model costs met an urgent need in Los Angeles. A look back at a week when AI’s possibilities became unusually concrete.
Sidekick Is Now Free For All Los Angeles Agents ↗
When the Los Angeles fires disrupted communities, agents needed help helping others. Sidekick’s 2025 response was to open access.
No articles match. Try another search or theme.
Visit the original archive ↗