What's New in iTrepreneur — May 2026

We've been heads-down building — and this month, five meaningful updates just went live inside iTrepreneur. These aren't small tweaks. They change how you execute on tasks, manage your files, and experience coaching. Here's everything that shipped.

Task Execution with AI

Up until now, DORE could plan with you. Now, it can do the work with you.

Launch an execution chat directly from any task on your Business Roadmap. From there, DORE builds real deliverables — strategy documents, action plans, images, spreadsheets — tied directly to that task. When the work is done:

• The files are automatically saved to your File Library

• The task moves to Review so your roadmap stays current

• You have a complete record of what was built and when

This is the most significant shift in how iTrepreneur works. Your coach is no longer just a thinking partner — it's an execution partner.



File Library

Every document DORE generates — or you upload — now has a home.

The new File Library is a centralized hub that collects all files organized by category and linked directly to your Business Roadmap. No more digging through old chat sessions to find that marketing plan or financial forecast. Filter by file type, search by keyword, and access everything in one place.

The File Library grows automatically as you work. Every execution session, every upload, every deliverable — captured and organized for you.

Coaching Improvements

We made four targeted improvements to how sessions feel and flow:

• Session intros are shorter and more focused — less preamble, more substance from the first message
• Sessions advance automatically when all topics in a module are covered — no manual "next" required
• Tap any image in a session to open a full-screen preview
• Stop generation mid-response if you've heard what you need — no more waiting for long answers to finish

These aren't flashy features. They're friction removals — the kind that make the platform feel faster and more like a natural conversation.



Smoother Streaming

Responses now reveal word-by-word as they generate, instead of appearing in chunks. The chat also stays scrolled to the latest content by default — but if you scroll up to re-read something, it stops auto-scrolling and lets you read at your own pace. When you're ready, scroll back down and it picks up where it left off.

Small change. Big difference in how natural the experience feels.

Reliability & Stability

Behind the scenes, we made several improvements that make the platform more dependable:

• Better sign-in — faster authentication, fewer hiccups across iOS, Android, and web
• Auto-recovery from dropped sessions — if your connection cuts out mid-session, the platform picks back up where it left off
• Improved text formatting — headers, lists, and bold text now render consistently across all platforms
• Various additional fixes reported by the community

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All five updates are live now. If you haven't logged in recently, this is a good time to see what's changed.

→ Open iTrepreneur and explore what's new

— The iTrepreneur Team