Tony Ferrigno
Founder & Principal, AIT Advisory Group
Most MSP owners are accidental salespeople, great at technology and less comfortable hiring and managing sellers. This step-by-step guide breaks down exactly how to hire your first (or next) salesperson, structure their compensation, define their KPIs, and build the management cadence that keeps them accountable and productive.
Before you post a job description, get clear on the role. MSP sales breaks down into two fundamentally different job functions:
Hunter (New Business Development): Responsible for generating net-new clients. Requires prospecting discipline, cold outreach capability, and the ability to navigate complex sales cycles. Harder to find, higher upside.
Farmer (Account Management / Upsell): Responsible for growing revenue within your existing client base. Requires relationship skills, deep service knowledge, and proactive QBR cadence. Often easier to hire from within your technical team.
Most MSPs under $3M ARR need a Hunter first. Above $3M, you need both.
MSP sales compensation is consistently one of the most mishandled areas in the industry. Common mistakes:
A model that works: 60% base / 40% variable. Variable pays out at 100% of target commission when quota is hit, with accelerators above 100%.
You can't manage what you don't measure. For a Hunter role, track:
The #1 reason MSP sales hires fail is poor onboarding. A new salesperson who can't explain your services clearly in their first 90 days will lose deals and damage your brand.
Sales managers who only review results are too late. Build a cadence that inspects leading indicators:
Hire your second salesperson when your first is consistently at 80%+ of quota for two consecutive quarters. Not before. Adding headcount before your first rep is productive creates management overhead without proportional revenue return.
The best sales process in the world won't save you if your salespeople don't believe in what they're selling. Make sure your MSP has a strong value proposition, happy clients who will provide references, and a leadership team that treats sales as a strategic priority, not an afterthought.