Why Most VP of Sales Hires Fail
Across SaaS, IT, and services companies, the first VP of Sales is one of the highest failure-rate hires. Most founders hire the wrong archetype — someone who sounds great but cannot actually build pipeline, recruit reps, or install a repeatable motion.
There are 3 common failure patterns:
- The “big logo” VP: Came from a 500-person org with existing brand, SDR team, and inbound noise. Cannot build from zero.
- The “deal closer” VP: Amazing AE. Terrible at hiring, forecasting, and building systems.
- The “vision talker” VP: Inspirational in interviews. Cannot execute at the pace a startup demands.
A great VP of Sales is a builder, a recruiter, a process architect, and a coach — not just a closer. They create infrastructure your future team can run on.
What Great VPs of Sales Actually Do
The best VPs of Sales do six things exceptionally well:
- Design the revenue engine: Stages, qualification, handoffs, definitions, and deal movement.
- Recruit and hire reps: This is the #1 indicator of future success.
- Build early pipeline: Cold outbound, outbound sequences, and early lead sources.
- Set and manage a forecast: Founders underestimate how rare this is.
- Coach reps weekly: Call reviews, pipeline reviews, messaging, and roleplays.
- Scale themselves out: Hire managers, create training, build documentation.
If they cannot do all six, you do not have a VP — you have a senior AE with a fancy title.
Traits of Elite Revenue Leaders
After interviewing hundreds of top operators and hearing patterns from multi-exit founders, these are the traits that separate elite VPs of Sales from everyone else:
- Systems thinkers: They see sales as a machine, not a roulette wheel.
- Pipeline-obsessed: They never let pipeline dry up. Ever.
- Talent magnets: Great reps follow them from company to company.
- Data fluent: They measure inputs (volume, coverage, velocity), not just outputs.
- Calm under pressure: They’ve built teams through chaos and missed quarters.
- Low ego, high accountability: They take ownership without playing hero.
If you want a VP who scales, hire someone who has built from zero at least once.
The Real Job Description (Not the Fluffy Version)
This is the job your VP of Sales is actually signing up for. Use this as your starting point for your own JD.
Core Responsibilities
- Own revenue targets and forecasting.
- Build the first repeatable outbound motion.
- Create qualification frameworks (MEDDIC, MEDDPICC, BANT, etc.).
- Recruit AEs and SDRs and ramp them quickly.
- Run weekly pipeline, forecast, and coaching sessions.
- Install CRM hygiene and reporting discipline.
- Partner with marketing to align pipeline sources and KPIs.
- Build comp plans that drive predictable behavior.
What They Are NOT
- They are NOT your #1 closer.
- They are NOT a “strategy-only” leader.
- They are NOT here to fix product-market fit.
- They are NOT a “big logo hire” meant for investor optics.
Build around fundamentals. The right VP of Sales builds a machine that prints meetings, pipeline, and deals — even when they are not in the room.
Interview Frameworks That Reveal the Truth
Most VPs of Sales interview extremely well. They are professional communicators. That means you need structured interviews that surface real evidence — not charisma.
Framework #1 — “Tell Me the System”
Ask them to map the last sales system they built. You're looking for:
- Definitions of stages
- Inputs vs outputs
- Coaching frameworks
- How they held reps accountable
- Common bottlenecks they solved
Framework #2 — Pipeline Deep-Dive
Ask them to open the hood:
- How much pipeline they required per rep
- How they built it in the early days
- How they measured conversion by stage
- How they fixed deals stuck in the funnel
Framework #3 — Hiring & Talent Magnet Test
Ask:
- “Who are three reps you would hire tomorrow?”
- “Who have you recruited before?”
- “Who would follow you here?”
If the answer is weak, they are not your VP.
The VP of Sales Scorecard
Judge candidates against this scorecard — not their personality.
- Builder DNA: 30%
- Early-stage experience: 20%
- Pipeline creation ability: 20%
- Coaching ability: 10%
- Talent magnetism: 10%
- Forecasting accuracy: 10%
If they lack more than two of these, they won’t scale your company.
Action Plan (What to Do This Week)
1. Build your scorecard
Use the above categories. Weight them. Stick to them.
2. Rewrite your job description
Replace vague phrases (“own revenue”) with concrete expectations (“install stage definitions and forecast accuracy by Q2”).
3. Build a founder-led outbound motion first
Show evidence that your product can be sold. Don’t hire someone to solve PMF.
4. Build an interview loop
- Systems interview
- Pipeline interview
- Coaching demo
- Hiring case study
5. Use a paid project
Have them build a 90-day plan or run a mock pipeline review using your real deals.
Tools & Templates
Here are battle-tested resources you can use immediately:
- 🚀 Sales Hiring Scorecard (Offr Group Template)
- 📊 30/60/90 Day VP of Sales Plan
- 🧪 Interview Case Study Prompt
- 📈 Pipeline Review Checklist
- 🔎 VP of Sales Role Definition Worksheet
Need help hiring this role? Book a strategy call with Offr Group →