i just started a cs masters program and am loving it. the general trend i've seen is that most people intersperse internships into their program to break the monotony and get some great experience. so you shouldn't worry about work experience.
personally, i've met a ton of smart people who love to hack away at cool projects and met some great career contacts through internships. my general strategy when it comes to the future is to do what makes you happy and make 'option maximizing' decisions. a masters in computer will only better your understand of computers, programming, networking, compilers, etc. and if you ever got the itch to teach, you could absolutely do that as well. i've had several professors start in industry and migrate to academia after 20 years. nobody in industry is going to dog you for getting an advanced degree in a field you really enjoy. i'd totally recommend it.
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i just started a cs masters program and am loving it. the general trend i've seen is that most people intersperse internships into their program to break the monotony and get some great experience. so you shouldn't worry about work experience. personally, i've met a ton of smart people who love to hack away at cool projects and met some great career contacts through internships. my general strategy when it comes to the future is to do what makes you happy and make 'option maximizing' decisions. a masters in computer will only better your understand of computers, programming, networking, compilers, etc. and if you ever got the itch to teach, you could absolutely do that as well. i've had several professors start in industry and migrate to academia after 20 years. nobody in industry is going to dog you for getting an advanced degree in a field you really enjoy. i'd totally recommend it.