Hi @petr ,
This is a flaw in the Monday.com My Work view with the timeline column that I have found as well. I believe the best solution would be an option to show your My Work view based off of the timeline start date or the timeline end date maybe via toggle in the customization settings.
There is an existing feature request here - My Work and Timelines - #7 by torrie
Be sure to vote and comment your use case. The more attention this feature request gets, the more likely it is to get in front of the dev team at Monday to implement.