VP, Software Sales

CommandLink

19h • $280,000 - $320,000

About The Position

Command|Link is hiring a VP of Software Sales to build and scale the direct sales motion for our software platform. This is a builder role, not a caretaker role. You will own the number for our software business, hire and ramp the SDR and AE team that hits it, and design the sales motion end-to-end, including sequences, handoffs, pipeline stages, and the operating cadence that turns cold outbound into closed revenue. You are joining at the stage where the playbook gets written. The product is in market, the buyer is well-defined, and the channel and partner motions are running in parallel. What's needed is a leader who has built this exact engine before: a direct outbound SDR-to-AE motion, selling SaaS to IT and security buyers at mid-market companies, with deal cycles measured in months rather than days. If you've built this engine end-to-end before and want to do it again, apply.

Requirements

• Direct SaaS sales leadership experience selling to IT, MSP, or security buyers at mid-market companies. This is non-negotiable, because the buyer profile drives everything.
• VP or Director of Sales experience where you owned the number directly. Not supported it. Not assisted it. Owned it, with your own quota, your own team, and your own pipeline targets.
• Demonstrated track record hiring SDRs and AEs from scratch and ramping them to productivity. Inheriting a ramped team does not count here.
• Experience selling deals with 60 to 180 day cycles. This is a considered B2B purchase, not a self-serve motion.
• Hands-on familiarity with the SDR to AE handoff: you've written the sequences, designed the qualification criteria, and inspected the calls.
• Strong customer-facing presence. You can run a demo, lead an executive presentation, and carry a room; you've coached AEs to do the same.
• Exposure to channel or partner co-sell motions, even if direct was your primary engine. Leaders who have only operated in a vacuum will struggle here.
• Track record scaling a direct sales segment or business unit through multiple stages of growth.
• Experience shaping software pricing strategy packaging, list vs. discount discipline, and deal-level pricing decisions that hold up across the funnel.
• Comfort with uncomfortable specificity. You can describe what your pipeline looked like at month 3 versus month 9, what you got wrong in your first 90 days, and what you changed because of it.

Responsibilities

• Own the number for Command|Link's direct software sales motion, including pipeline targets, conversion metrics, and bookings.
• Hire, onboard, and ramp SDRs and AEs. Build the ramp plan, the comp plan inputs, and the performance bar.
• Design and document the sales motion from cold outreach through closed-won: sequence strategy, qualification framework, SDR-to-AE handoff, deal stages, forecast discipline.
• Write and iterate on outbound sequences personally in the early innings. Set the standard for messaging before delegating it.
• Lead customer-facing demos and presentations in key deals; set the bar for how the product is shown and the story is told, then coach AEs to that standard.
• Build the pipeline math and operating cadence (weekly forecast, pipeline reviews, deal inspection) that the team runs on.
• Partner closely with Channel Directors and partner-facing teams. The direct motion runs alongside the channel motion, not against it.
• Work with marketing on ABM, content, and demand programs that feed the direct funnel.
• Report to the CRO with clear, honest weekly reads on pipeline health, conversion, and team performance.
• Takes on additional responsibilities and projects as needed to support the success of the team and organization.

Benefits

• Generous Medical, Dental, and Vision coverage for full-time employees
• Flexible time off
• 401k to help you save for the future
• Fun events at cool locations
• Free DoorDash lunches on Fridays
• Employee referral bonuses to encourage the addition of great new people to the team

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed