Director of Sales

Paragus IT and WEBIT Services are two managed services providers under common ownership, with combined revenue of approximately $18.6 million.

Paragus IT serves small and mid-sized businesses across Massachusetts from offices in Hadley and Worchester. WEBIT Services, founded in 1996, serves the Chicago market from Naperville, Illinois.

Both are 100% employee-owned through an ESOP. Every employee is an owner, and that is not a benefits-page line. It shapes how we think about the business and how we work together: owners care about results, speak up, and look out for each other.

The Role

The Director of Sales reports to the Chief Executive Officer.

You own the combined new revenue number across Paragus IT and WEBIT. This is a leadership seat, not a senior individual contributor seat: the number is achieved primarily through the reps you manage and develop, and the long-term intent is a leader who helps the team hit is numbers rather than the one who hits them personally. You will close deals yourself, large deals and relationships you bring, but that is the exception rather than the design.

The CEO currently carries this work and is handlng over all of it, including the large deals. There is no carve-out retained.

Scope

Companies in scope are both Paragus IT and WEBIT Services.

Not in Scope are AIT and Upstream, the group's consulting and software businesses.

Direct reports, day one are the Paragus IT account executive team.

Marketing is a peer function reporting to the CEO, not to this seat. You will work alongside a fractional CMO you do not manage.

What You Own

• The total new-revenue number across both companies

.- Hiring, managing, coaching and developing the sales team.

• The sales process, pipeline, discipline and forecast accuracy.
• Building the sales function at WEBIT, which today has no dedicated sales team.
• Pricing proposals, within discount approval retained by CEO.

Requirements

What We Are Looking For

• 1. 3+ years of sales leadership experience in an MSP or IT managed services business. You have sold in motion, to this buyer, in this industry.
• 2.. 3+ years of directly managing and developing sales reps. Not dotted line or lead by example. Hired them, coached and held them to a number and let some of them go.
• Preferred
• Built a sales function from zero.
• Integrated an acquired company's sales team.
• Experience taking a founder seat of the sales seat.
• The First 18 Months
• Months 1-3 you are starting with a interim sales leader running the Paragus team since September
• Month 4 you start on WEBIT while Paragus is still settling, and the two parallels run from here.
• Month 6 Paragus at floor.
• Month 9 the WEBIT sales process is installed
• Month 10 WEBIT's first account executive is hired and ramping.
• Why This Seat Is Worth Taking
• You will own revenue for two companies and report to the CEO. The business is 100% employee-owned. Our growth strategy means the fuctiion you build gets applied again rather than maintained.