Newbie to all this..first time H1B visa stamping


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Good afternoon,

I have been deathly afraid of getting my H1B stamped, because of all the horror stories I have heard on various forums. I decided to post my situation here to get some advice from y'all -

Background

1) I was on F1, moved to H1 and worked for 2.5 years. Never got it stamped.

2) Filed a new H1b renewal

3) I think I would like to get my H1B stamped this time around

Questions

1) Since I never got my first H1B stamped, can I go to Canada to get my second/new H1B stamped? What are some of the pros and cons of going to Canada?

2) I work for a relatively well known consulting company (competitor to ***** and *********); do I need this mythical client letter? I am not sure if this is only required for those companies where they contract out their workers?

Thank you in advance for any advice that you may have. I appreciate you guys taking the time out of your busy schedules to answer my questions.

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