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After five years as a top-performing AE, I’m being approached again to consider moving into sales management. The traditional aspects are all there: higher base pay, lower OTE, and less control over my time. I’m thinking about making the change. For someone in a similar situation, what advice would you give? Any regrets about making the move from individual contributor to manager at a company where you were the 60th employee and are now one of the most tenured on the team?
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This. If you want to keep selling, keep selling. If you want to lead, lead.
The best advice I can give is to think hard about whether you WANT to manage people. Like, does leading and mentoring other sellers excite you? If so, give it a go. If not (or if you're not sure), it's not worth risking your job satisfaction for a presumptive "next step" that's not what you want to do. Hopefully, there isn't pressure for you to take a management position or move on to another company.