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Instead for pro/con, Ask these questions instead: Do you see a mentor on the horizon? Can you specialize in a particular type of litigation? Will you be allowed to do things to build clients? Do you prefer accounting/numbers or the thrill of duking it out against hated/honored opponents? Look ahead to your client-getting future. Who do you want as a client?
I’d say all clients potentially need both litigators and transactional attorneys, so I’m not sure that’s a good dividing factor. Also, as a transactional attorney myself I would never describe my work as accounting/numbers (attorneys are notoriously shitty at this). OP, I’d break it down more like this: do you want to argue in court/pleadings/depos or do you like negotiating documents?
Rates, pay, stress levels, what you enjoy more day to day, what best suits your personality, whether you’re more or less tolerant of risk (in a recession it is probably much scarier to be a transactional lawyer), whether you want to go in house (much easier as a transactional lawyer - but employment litigators also find in house gigs fairly easy).
As a transactional lawyer you’ll lose a lot of predictability of your schedule - when pens are on, they’re full out.
Maybe I should keep this in mind next time I feel like bitching