Is sales leadership at a bootstrapped company the right move for you?

Working in sales leadership at a bootstrapped company is much different than a PE or venture-backed company. Bootstrapped means “unfunded”—built using the founder’s own resources and revenue from the business, not outside capital.

This week on Closing Time, Louie Bernstein shares the real pros and cons of leading sales in this environment—from the scrappy creativity it demands to the resource limitations you’ll face. We’ll break down what to expect, how it compares to funded companies, and how to decide if a bootstrapped role is the right next move for your career.

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Connect with Louie Bernstein:
  / sales-processes  

Connect with Val Riley:
  / valerie-riley-marketer  

00:00 Introduction
01:20 Experience in bootstrapped businesses
02:54 Downsides
04:50 Spending practices
07:32 Hiring processes
09:58 Company culture
11:22 Decision making
16:34 What to ask

#bootstrapped #salesleadership #careeradvice