VPs of Sales, these are key factors to consider before key career decisions are made.

VP of Sales Considering a New Startup? Read This Before Signing Any Paperwork!

Amy Volas
11 min readMar 28, 2022


What should you know as a VP of Sales considering a new startup?

That the grass isn’t always greener on the other side.

Sure, you might be feeling stuck, underutilized, and under-appreciated currently.

Maybe you’re up against a resistant Founder and board that won’t implement the changes you need to make a real impact. Or maybe you’re dealing with a sales manager on your team who’s created so much turnover that it’s hard to keep sales afloat, let alone grow.

You might even find yourself somewhere in between as a passive job candidate. While you’re not actively looking for opportunities, if a new offer lands in your lap, you need to know whether it’s worth jumping ship for.

So no matter which group you fall under, if you’re a VP of Sales considering a new role within a startup, you can’t afford to make a mistake and fall for the mirage of greener pastures.

Do this, and you could spend months upon months working to recover from a hasty decision riddled with regret.

Plus, you may not have a strong story to tell during your next job interview, setting back your career gains by who knows how much.

Take this route, and you’ll be even more unhappy at the end of it all.

That’s why I’m here to help! This guide will help you avoid all that career catastrophe and set you up for success.

I’ll show you what to look for as a VP of Sales considering a new role at a startup. Then you’ll learn how to identify the right fit for your career goals from one that only seems that way.

What Should a VP of Sales Look For in a New Startup Role? 3 Important Factors to Consider

Many VPs make the mistake of chasing shiny objects to only consider compensation when deciding whether to accept a new position. Then they wonder why these roles don’t end up working out.

Sure, compensation matters. But it’s not the only factor, nor is it even the most crucial factor, as you’re about to see.



Amy Volas

Helping SaaS startups hire executive Sales and CS leaders without the cringe ⋆ Personally closed $100MM+ ⋆ Founder/CEO ⋆ 2 Exits ⋆ LP ⋆ Sharing lessons here

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