.NET Core Version:
.NET SDK 5.0.100-rc.1.20453.7
Have you experienced this same bug with .NET Framework?:
Yes
More Info
The BindingNavigator/MenuStrip/ToolStrip also reproduce this issue.
Problem description:
Steps2: The focus Stay in the first Item of ToolStrip by using Tab & Shift + Tab to navigate.
Steps7: The focus both turn clockwise by using Tab & Shift + Tab to navigate now,

Expected behavior:
Steps2: The focus should turn clockwise and turn counter clockwise successfully.
Steps7: The focus should turn counter clockwise by using Shift + Tab to navigate,
Minimal repro:
This is by design, because setting ToolStrip's TabStop property value to false. Here is reference: true if the user can give the focus to the control using the TAB key; otherwise, false. from MSDN: https://docs.microsoft.com/en-us/dotnet/api/system.windows.forms.control.tabstop?view=netcore-3.1
@Olina-Zhang can we go ahead and make sure the accessibility sample app is set up to demonstrate that we can set it to respond to TAB key?
A little corrections: For step2, when TabStop = true, cannot use Tab & Shift + Tab to navigate toolStripItems in menuStrip/ToolStrip --- it is by design. And for step7, when TabStop = false, can use Tab & Shift + Tab to navigate, but both turn clockwise, Shift + Tab should turn counter clockwise --- It is a issue in here.
@merriemcgaw if setting TabStop = true in menuStrip/ToolStrip, we can just use Tab to go through toolstripItems inside these controls, and fall into them, cannot jump out and tab to other control in same form designer.
Most helpful comment
A little corrections: For step2, when TabStop = true, cannot use Tab & Shift + Tab to navigate toolStripItems in menuStrip/ToolStrip --- it is by design. And for step7, when TabStop = false, can use Tab & Shift + Tab to navigate, but both turn clockwise, Shift + Tab should turn counter clockwise --- It is a issue in here.
@merriemcgaw if setting TabStop = true in menuStrip/ToolStrip, we can just use Tab to go through toolstripItems inside these controls, and fall into them, cannot jump out and tab to other control in same form designer.