medium
Timed
Head of Sales
Interview Questions and Answers for Head of Sales
Last updated: January 18, 2026This guide is designed to help you prepare for a Head of Sales interview. The Head of Sales interview test is an executive-level assessment. It moves beyond day-to-day management and focuses on your ability to drive long-term business growth. Interviewers want to see if you can own the "big picture," aligning sales with marketing, managing multi-million dollar budgets, and ensuring the company remains competitive in a shifting market.
Type of Questions to Expect in a Head of Sales Interview
At this level, questions are centered on strategy, financial oversight, and organizational leadership:
- Strategic Growth: "How would you design a market entry strategy for a new territory or product line?"
- Revenue Operations: "How do you build a predictable and scalable revenue model that works across different quarters?"
- Executive Leadership: "How do you hire, mentor, and retain Sales Managers rather than just individual contributors?"
- Cross-Functional Collaboration: "How do you align the sales team with the Product and Marketing departments to ensure a cohesive customer journey?"
- Financial Literacy: Questions about your experience with Customer Acquisition Cost (CAC), Lifetime Value (LTV), and P&L (Profit and Loss) management.
What the Interviewer Will Expect
The board and CEO are looking for a business partner, not just a "super salesperson." They will expect:
- Visionary Leadership: Can you define where the sales organization should be in three years and how to get there?
- Data-Driven Mindset: Do you use advanced analytics to spot trends and make decisions, or do you rely only on intuition?
- Ability to Scale: Can you build processes and systems that work for a 100-person team as effectively as a 10-person team?
- Cultural Architecture: Can you create a high-performance culture that values both results and employee well-being?
- Executive Presence: Can you confidently present sales data and strategies to the Board of Directors or investors?
Tips on Getting Ready
To prove you are ready to lead the entire sales function, follow these steps:
- Prepare a 30-60-90 Day Plan: Be ready to explain exactly how you will assess the current team, identify gaps, and start delivering "quick wins" for the company.
- Know Your Macro-Metrics: Be prepared to discuss your past success in terms of Annual Recurring Revenue (ARR) growth, percentage increase in market share, and sales cycle reduction.
- Audit the Tech Stack: Be ready to discuss how you would use AI, CRM tools, and sales automation to gain a competitive advantage.
- Refine Your "Failure" Analysis: Executives must take risks. Have a story ready about a strategic bet that didn't pay off and, more importantly, what you did to pivot and protect the business.
- Study the Competitive Landscape: Don't just research the company; research their top three competitors. Your value lies in knowing how to beat them.
Total Questions
98
Per Attempt
10
Time Limit
60 min
Difficulty
medium
Categories:
Sales / Marketing
Skills Covered:
Data Analysis
Communication
Critical Thinking
Topics:
#Head of Sales
#Sales Coordinator
#Remote Sales Head
