Jesse,Are the 2x6s the 'beams' you are referring to or are the 2x6s supported 
by the beams you want to attach to?I think i realized what you were thinking 
with the QM flashing and EMT. ...stick a ~1/2" EMT piece in the QM block and 
hold it perpendicular to the roof.  Is that right?  You would still have to 
hold the EMT straight as well as the drill.
What if you used a piece of plywood about the same size or a bit bigger than 
the flashing and attach two 2x4s perpendicular and tall enough to allow your 
drill and bit to 'guide' between them. Taper the 2x4s so the drill would have a 
'V' shape to guide thru.  Throw a block on the top to keep them from spreading 
out.  This should keep your holes perpendicular with the roof/beam as long as 
you are directly above the spot you want to hit.
That does sound like a non-typical roof.  Have fun!
Cheers,benn

DayStar Renewable Energy Inc. www.daystarsolar.ca780-906-7807 Certified 
Construction Electrician Solar Photovoltaic Systems CertifiedCertificate # 
0007SHAVE A SUNNY DAY

> From: dahlso...@gmail.com
> Date: Wed, 12 Dec 2012 05:54:25 -0600
> To: re-wrenches@lists.re-wrenches.org
> Subject: Re: [RE-wrenches] Pilot Hole Template
> 
> Benn,
> 
> If you were to look at the roof from the side, it would look like this: 2x6 
> tounge and grove (laid flat and exposed inside) foam board, 3/4 plywood, 
> shingles.  I guess I'm looking for a way to ensure my bit goes in at the 
> right angle, perpendicular to the beams inside. 
> 
> William,  Im not sure.  I was hired by a large electrical contractor to 
> oversee this project.  The job required NABCEP and they didn't have anyone 
> certified. These are all things that were not thought about before hand. My 
> hope is that the 3/4" plywood will help, blue board is very hard to crush on 
> its face, so I can only hope it holds, if not, I don't know what they will 
> do.....  
> 
> Jesse
> 
> Sent from my iPhone
> 
> On Dec 12, 2012, at 12:02 AM, William Miller <will...@millersolar.com> wrote:
> 
> > Jesse:
> > 
> > How are you going to avoid crushing the foam when you tighten your 
> > fasteners?
> > 
> > William Miller
> > 
> > 
> > At 06:00 PM 12/11/2012, you wrote:
> >> Hello,
> >> 
> >> The roof I'm currently working on is not a typical roof.  The construction 
> >> is as follows:
> >> 
> >> 2"x6" tongue and groove exposed inside, with 4 inches of foam (blue board) 
> >> and on top of that 3/4" plywood with asphalt shingles on top of that.
> >> 
> >> I'd like to make a template to ensure that my pilot bit doesn't wander 
> >> when I'm going through the blue board.  If I miss the beams inside, the 
> >> hole or the lag would be exposed.
> > 
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