can this board handle an iPhone 6 in an OtterBox?

I use this clip for the 9.7 iPad 2017 model. It fits this pretty well as a "kneeboard" clip. I use a RAM claw for my iPhone that mounts on the window. RAM works really good and should fit an iPhone 6 with otter box case just fine.

Will this work with a iPad Pro 10.5?

It fits my iPad 9.5 with case and there is at least one inch to spare on each clip.

Would this work with a Microsoft Surface Pro 2?

It will accommodate a tablet and case up to 0.95" thick. Use that as your guide. The Surface Pro 2 is 0.53" thick so consider whatever case you may be using or plan to buy. Otterbox is most recommended.

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Fully operational. Shipping worldwide, on schedule.Duty & taxes paid at delivery

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Myclip My Big Clip

Product ID: 110724056

Description

If your trusty tablet is a "no-go" item you can't fly without, the My Big Clip Leg Strap is the perfect accessory for getting the most out of your iPad or other large tablet while in the cockpit.

Specifications

ASIN	B00KLRO79C
Batteries included?	No
Brand	MyBigClip
Date First Available	20 Nov. 2015
Is discontinued by manufacturer	No
Item model number	FBA_MBK
Manufacturer	MyBigClip
Package Dimensions	20.32 x 5.59 x 0.76 cm; 9.07 g

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