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"Is this revenue leadership career even worth it Justin?" You bet it is.

Writer's picture: justin aniballijustin aniballi

Updated: Apr 17, 2024



My sales manager was almost apoplectic when they shouted this at me “damn it all Justin, is this career as a revenue leader even worth it?”  I had just told them I was likely getting released … soon


… they were shocked to hear me make this statement so casually while explaining it was only weeks if not days away from happening


… and they could tell from the look in my eye that I was quite OK with whatever came next because it was inevitable, and because I was its architect - and now they were really confused


… so I leaned back, smiled, and told them this …


… I know you know that sales is about losing - but if you’re not yet down for that on a grander scale as a VP, then you need to reconsider your career plan, because without that shift in mindset, you're going to struggle emotionally, psychologically, even physically … and each of those sucks a lot


... and if your tolerance for losing doesn’t outstrip your trajectory of winning - this career ends horribly for you … I might have smiled when I said that … I do like a little hyperbole now and again


… they definitely weren't smiling, but they were still listening ... I think?


… listen, forget about those moments when you’re winning because they’re the exception, not the rule and every sales pro knows how to pimp a win


… trust me, character happens in the losing … when you’re getting criticized every day by your CEO, every month by the Board, every day by your team, and every quiet minute by YOU - you self-flagellating perfectionist


… and now you’re truly fucked, because you’re unhappy, and you’re living with dread every day, and trying to figure out your next career move which is probably backward - because it’s the only path you can see to get away from the judgment, shame, and imposter syndrome that’s paralyzing you


… so I threw them a lifeline and shared my blueprint for minimizing the suffering … and when I’d finished sketching out a path to their emotional renaissance in a few minutes, I summed it all up with


… this is about how NOT to get fucked … by your career, by your CEO, by your Board, and most importantly by YOU!


… Dr. Seuss really nailed it when he said .. “Don’t cry because it’s over, smile because it happened.” 

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