Repeated SSH Passphrase Prompts During Git Push with LFS-enabled Repository

Question

I'm experiencing repeated prompts for my SSH passphrase when performing a git push in a repository that uses Git LFS. This repository is a backup tracking a large amount of work, and the issue occurs consistently.

Symptoms:

• When I attempt to git push, I am repeatedly prompted to re-enter my SSH passphrase.
• The issue resolves temporarily when I add my SSH key to the SSH agent using ssh-add.

What I've Tried:

• SSH Key Management: Added my SSH key to the SSH agent using ssh-add, which temporarily resolves the issue.
• LFS Consideration: Although my repository uses Git LFS, I don't believe the issue is directly related to LFS, as the repeated passphrase prompts occur before reaching the LFS file upload stage.
• SSH Configuration: Checked my SSH configuration to ensure it seems standard, and other repositories are working fine without this issue.

Environment

• OS: macOS Sonoma 14.5
• Git Version: 2.39.3 (Apple Git-146)
• LFS: 3.4.0
• SSH: OpenSSH 9.6
• Client: GitHub

Additional Information:

• This issue doesn't occur with smaller repositories or those not using Git LFS.
• My SSH key is correctly configured and works with other repositories.

Since this is happening on my machine, it’s not easily reproducible per say. Given this context, I am looking for any advice or troubleshooting steps to resolve this issue and willing to provide additional information if necessary. Any help would be greatly appreciated. Thanks!