I can't see why you can't debug in express version.
I used it for many years. That is why I created the makegdal_gen.bat.
But I don't use express edition now. I use Linux most of the time now. 

> Date: Thu, 24 Apr 2014 22:44:44 +0100
> From: jl...@ualg.pt
> To: landa.mar...@gmail.com
> CC: gdal-dev@lists.osgeo.org; da...@stripfamily.net
> Subject: Re: [gdal-dev] debug ogr2ogr on Windows
> 
> On 24-04-2014 22:20, Martin Landa wrote:
> > [back to ML]
> >
> > 2014-04-24 23:18 GMT+02:00 David Strip<da...@stripfamily.net>:
> >> do you have access to visual studio?
> > sure, as I noted, building using package.cmd script (nmake-based). I
> > have VS 2010 Express.
> Others can confirm this, but I'm afraid you wont be able to do an IDE 
> debugging with an Express version. It's a petty because VS is really good for 
> debugging.
> 
> 
> 
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