A new VP walks into their first board meetingโ€ฆ

Theyโ€™re fired up. Confident. Ready to talk deals.

Then it happens.

The CFO asks about gross margin.ย 
The CEO wants a breakdown of sales efficiency.ย 
A board member chimes in about next quarterโ€™s pipeline risk.

And just like that, the confidence drains from the room.

Because they realize: โ€œI donโ€™t know what I donโ€™t know.โ€

The Mistake Most New VPs Make

Most first-time VPs walk into the boardroom thinking it’s about sales stories and individual rep performance.

Itโ€™s not.

Boards donโ€™t care that one of your reps closed a six-figure deal last week. They care about repeatability, efficiency, and risk mitigation. They want to know how the sales engine runsโ€”not just that it occasionally fires on all cylinders.

So if youโ€™ve just stepped into a VP roleโ€”or plan toโ€”here are 10 boardroom-level questionsย you need to be able to answer.

๐Ÿ”Ž Revenue Performance & Pipeline
  • Whatโ€™s your current pipeline coverageโ€”and how does that compare to historical conversionย  rates?
  • What are the top 3 reasons deals are slipping or being lost right now?
  • Where is your growth “actually” coming fromโ€”net new logos, expansion, or increased ACV?
โš™๏ธ Sales Efficiency & Forecasting
  • Whatโ€™s your teamโ€™s quota attainment distribution? Are you top-heavy or middle-loaded?
  • Whatโ€™s your current sales cycle lengthโ€”and how does it vary by segment?
  • Whatโ€™s your win rate by stage? Are there drop-off points that signal a messaging or process problem?
๐Ÿ’ฐ Financial & Board-Level Metrics
  • Whatโ€™s your companyโ€™s CAC payback period? Is it improving or worsening?
  • How are your gross margins trendingโ€”and how does that impact your sales compensation strategy?
  • Whatโ€™s your teamโ€™s productivity benchmark (ARR per AE) vs. best-in-class SaaS metrics?
๐ŸŽฏ Next Quarterโ€™s Strategy
  • What specific levers are you pulling next quarter to improve pipeline, close rates, or deal size?

Bottom Line: Know the Business, Not Just the Deals

If you canโ€™t answer these 10 questions with confidence, youโ€™re not ready for the boardroom.

Because someone else in that room “will” have the answersโ€”and theyโ€™ll be the one shaping decisions.

Youโ€™re not just leading a sales team.ย 
Youโ€™re managing a revenue engine.ย 
Start acting like it.

About Sales Assembly

We’re a resource for live, year-round skill development and certifications for the core roles within b2b revenue teams.ย  Contact us to explore membership options for your organization!