How I Stopped Restarting Cursor IDE Dozens of Times a Day and Fixed the ‘Generating…’ Stuck Issue

As an AI developer using Cursor IDE every day, I almost lost my mind constantly restarting it – sometimes 15+ times daily – when requests froze at ‘generating…’. Weeks of frustration later, I found fixes that actually work. Let me share what finally gave me a smooth workflow.

The Core Problem: Why My Requests Kept Freezing

My requests kept freezing at ‘generating…’ with no progress. Half the time, a VPN-related pop-up appeared with a ‘Resume’ button. Clicking it usually worked without touching my connection.

The other half? No pop-up. Just frozen. I’d have to restart Cursor. This happened most often:

• After 10+ minute breaks (“cold” sessions)
• When I made ~25 rapid tool calls in a row

I used models like Gemini-2.5-pro and Claude-4-sonnet on Linux (Cursor versions 1.0.0 and 1.1.2). Sound familiar?

What I Found Through Testing

I started checking Developer Tools console logs during freezes. Patterns emerged through these common errors:

• TypeError: Cannot convert undefined or null to object – Broke the ‘Resume’ button after multiple tool calls
• Error fetching branches: Could not determine default branch – Background processes timing out
• ResizeObserver loop completed with undelivered notifications – UI glitches disrupting requests
• [Background Composer] No preferred remote found after 10 attempts – Network/session hiccups

Basically, Cursor was choking on session timeouts, Linux-specific quirks, or tool call overload.

My Step-by-Step Fixes to Stop Restarting

Here’s what I do now to keep Cursor running smoothly:

• Check Developer Tools First: Hit Ctrl+Shift+I during freezes. The Console tab reveals error patterns – like issues after 25 tool calls.
• ‘Resume’ Button Trick: If the VPN pop-up appears? Mash that button immediately. It often bypasses minor glitches.
• Keep Sessions “Warm”: I send small requests every 5 minutes during breaks to prevent “cold” timeouts.
• Switch Models: Claude-4-sonnet crashed less for me in newer Cursor versions (1.1.2+).
• Watch Tool Call Limits: Hitting ~25 calls? Paid plans might remove this ceiling.
• Restart Only When Desperate: My absolute last resort now – maybe once a week.

How This Changed My Workflow

These steps dropped my restarts from daily dozens to almost zero. No more rage-quitting Cursor! My biggest lessons:

• Console logs expose the real issues
• Active sessions prevent most freezes
• Newer versions fix old bugs

Try these – they might save your sanity too.