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Sales Leadership.

Keep Growing

Leadership Growth


Talk about your experiences scaling:
  • Interviewing
  • Training
  • Onboarding
  • Culture
  • Recount some of your best and worst hires and how they impacted your organization
  • What were some of your keys to success?
  • What were some of your biggest lessons learned?


  • What are your thoughts on remote sales teams?
  • Pros and cons compared to in office teams
  • How do you effectively manage your time when leading across multiple time zones?


  • Talk about the talent wars - easier or harder to recruit today
  • Secret to attracting top talent?
  • How do you balance industry expertise and sales acumen?

Praise & Feedback Resource


  • Regional focus
  • Sector focus
  • Specialization
  • How much ramp time do you think we need?
  • What would you need to shrink that?
  • Tell me how you think about sales training?
  • Tactical vs Mental?


  • What would you look for?
  • How do you balance I.C. experience and sales leadership expertise?
  • How do you cut through the BS in interviews?


  • How do you know when you are scaling too fast?
  • How do you know when it’s time to start adding fuel to the fire?
  • What are some of the essential components in GTM that you NEED to see to start adding more resources, and what are those resources?

Preparing for a Sales Leadership Interview


  • How do you create a winning environment?
  • Proudest sales leadership moment or accomplishment?
  • What attributes make you a strong leader and strong coach?
  • What is your leadership style as it relates to managing a team of BDR’s, AE’s, and/or sales managers?
  • What are some of the biggest challenges you have ever faced and overcome in yourcareer as a sales leader?
  • What is the best way for your I.C.’s to come to you with support, ideas orquestions?


  • How do you attract top talent?
  • Describe a time you had to rapidly grow your sales force?
  • What is your approach rep onboarding & retention?
  • What does diversity and inclusion mean to you?


  • Experience doing performance reviews, onboarding, and training?
  • Experience doing 1 on 1’s with sales reps?
  • Experience coaching underperforming reps?


  • Experience building sales playbooks and protocols?
  • Be prepared to describe the best sales infrastructure you’ve put in place in your past roles
  • Tech Stacks:
    • What tools, systems, and support did you buy and why?
    • How did you go about implementing this?
    • What were your budgets?
  • Tell us about a couple of the best and worst decisions you’ve made in the past year about your team or sales approach?
  • What are the biggest risks you have taken in recent years when it comes to your sales organization or sales approach? Include those that have worked out well—and not so well.
  • Please describe your decision-making approach when you’re faced with difficult situations.
    • Are you decisive and quick, or are you more thorough?
    • Are you intuitive or do you go purely on the facts?
    • Do you involve many or few people in your decisions?
    • Please share one or two examples
  • Describe your relationship with marketing, sales enablement, and revenue operations?