Visual Studio ends program instead of highlighting the error - vb.net

Question

Specifications
Visual Studio 2015 SP 1
.NET 4.0
VB.NET
I'm having a weird issue where my program doesn't stop the process and highlight the error point with the convenient popup that I'm used to. Instead the program dumps the error into the Output and I have to look through it to find where the issue is, what it is, and what it was.
This is getting kind of annoying and I wonder if this is a setup issue. My move to VS2015 was recent and I remade the project files so they would be a pure VS2015 project. The debugger was working at first, but it stopped a few days ago. This is the average message I get;
The thread 0x2044 has exited with code 0 (0x0).
'ProgramName.vshost.exe' (CLR v4.0.30319: ProgramName.vshost.exe): Loaded 'D:\Programming\ProgramName-Download\ProgramName\bin\Debug\ProgramName.exe'. Symbols loaded.
'ProgramName.vshost.exe' (CLR v4.0.30319: ProgramName.vshost.exe): Loaded 'C:\WINDOWS\Microsoft.Net\assembly\GAC_MSIL\System.Runtime.Remoting\v4.0_4.0.0.0__b77a5c561934e089\System.Runtime.Remoting.dll'. Skipped loading symbols. Module is optimized and the debugger option 'Just My Code' is enabled.
'ProgramName.vshost.exe' (CLR v4.0.30319: ProgramName.vshost.exe): Loaded 'C:\WINDOWS\Microsoft.Net\assembly\GAC_MSIL\System.Configuration\v4.0_4.0.0.0__b03f5f7f11d50a3a\System.Configuration.dll'. Skipped loading symbols. Module is optimized and the debugger option 'Just My Code' is enabled.
'ProgramName.vshost.exe' (CLR v4.0.30319: ProgramName.vshost.exe): Loaded 'C:\WINDOWS\Microsoft.Net\assembly\GAC_64\System.Transactions\v4.0_4.0.0.0__b77a5c561934e089\System.Transactions.dll'. Skipped loading symbols. Module is optimized and the debugger option 'Just My Code' is enabled.
'ProgramName.vshost.exe' (CLR v4.0.30319: ProgramName.vshost.exe): Loaded 'C:\WINDOWS\Microsoft.Net\assembly\GAC_64\System.EnterpriseServices\v4.0_4.0.0.0__b03f5f7f11d50a3a\System.EnterpriseServices.dll'. Skipped loading symbols. Module is optimized and the debugger option 'Just My Code' is enabled.
'ProgramName.vshost.exe' (CLR v4.0.30319: ProgramName.vshost.exe): Loaded 'C:\WINDOWS\Microsoft.Net\assembly\GAC_64\System.EnterpriseServices\v4.0_4.0.0.0__b03f5f7f11d50a3a\System.EnterpriseServices.Wrapper.dll'. Skipped loading symbols. Module is optimized and the debugger option 'Just My Code' is enabled.
'ProgramName.vshost.exe' (CLR v4.0.30319: ProgramName.vshost.exe): Loaded 'C:\WINDOWS\Microsoft.Net\assembly\GAC_MSIL\System.Numerics\v4.0_4.0.0.0__b77a5c561934e089\System.Numerics.dll'. Skipped loading symbols. Module is optimized and the debugger option 'Just My Code' is enabled.
'ProgramName.vshost.exe' (CLR v4.0.30319: ProgramName.vshost.exe): Loaded 'D:\Programming\ProgramName-Download\ProgramName\bin\Debug\ToolBoxCS.dll'. Symbols loaded.
The thread 0x213c has exited with code 0 (0x0).
Exception thrown: 'System.InvalidCastException' in ProgramName.exe
System.Transactions Critical: 0 : <TraceRecord xmlns="http://schemas.microsoft.com/2004/10/E2ETraceEvent/TraceRecord" Severity="Critical"><TraceIdentifier>http://msdn.microsoft.com/TraceCodes/System/ActivityTracing/2004/07/Reliability/Exception/Unhandled</TraceIdentifier><Description>Unhandled exception</Description><AppDomain>ProgramName.vshost.exe</AppDomain><Exception><ExceptionType>System.InvalidCastException, mscorlib, Version=4.0.0.0, Culture=neutral, PublicKeyToken=b77a5c561934e089</ExceptionType><Message>Specified cast is not valid.</Message><StackTrace> at ProgramName.Interview.Load_Interview(Int32 Control, String Clientcode) in D:\Programming\ProgramName-Download\ProgramName\Class\Interview.vb:line 493
at ProgramName.frmInterview.frmInterview_Load(Object sender, EventArgs e) in D:\Programming\ProgramName-Download\ProgramName\Applications\frmInterview.vb:line 97
at System.Windows.Forms.Form.OnLoad(EventArgs e)
at System.Windows.Forms.Form.OnCreateControl()
at System.Windows.Forms.Control.CreateControl(Boolean fIgnoreVisible)
at System.Windows.Forms.Control.CreateControl()
at System.Windows.Forms.Control.WmShowWindow(Message&amp; m)
at System.Windows.Forms.Control.WndProc(Message&amp; m)
at System.Windows.Forms.Form.WmShowWindow(Message&amp; m)
at System.Windows.Forms.NativeWindow.DebuggableCallback(IntPtr hWnd, Int32 msg, IntPtr wparam, IntPtr lparam)</StackTrace><ExceptionString>System.InvalidCastException: Specified cast is not valid.
at ProgramName.Interview.Load_Interview(Int32 Control, String Clientcode) in D:\Programming\ProgramName-Download\ProgramName\Class\Interview.vb:line 493
at ProgramName.frmInterview.frmInterview_Load(Object sender, EventArgs e) in D:\Programming\ProgramName-Download\ProgramName\Applications\frmInterview.vb:line 97
at System.Windows.Forms.Form.OnLoad(EventArgs e)
at System.Windows.Forms.Form.OnCreateControl()
at System.Windows.Forms.Control.CreateControl(Boolean fIgnoreVisible)
at System.Windows.Forms.Control.CreateControl()
at System.Windows.Forms.Control.WmShowWindow(Message&amp; m)
at System.Windows.Forms.Control.WndProc(Message&amp; m)
at System.Windows.Forms.Form.WmShowWindow(Message&amp; m)
at System.Windows.Forms.NativeWindow.DebuggableCallback(IntPtr hWnd, Int32 msg, IntPtr wparam, IntPtr lparam)</ExceptionString></Exception></TraceRecord>
The program '[7424] ProgramName.vshost.exe' has exited with code -1073741819 (0xc0000005) 'Access violation'.
The weird part is the code window goes to where the problem is, but the debug stops at the same time without a popup.
So did I accidentally check off some option I really needed or do something stupid that is easy to fix. Is this an issue with my code or maybe a permission setting?
Edit:
Debug mode is on: