[Hiring] Sales Pipeline Lead @Wing Assistant

Role Description

Every deal in our pipeline represents a prospect who raised their hand and said they're interested. Too many of those deals are dying — not because the prospect said no, but because we lost momentum. Follow-ups get delayed, next steps go stale, AEs get busy with new demos and forget to circle back, and deals that should have closed quietly slip away.

The Sales Pipeline Lead exists to make sure that stops happening. You are a player-coach who lives inside Pipedrive, monitors every active deal across all three sales squads, and personally intervenes when deals start stalling.

• Call prospects directly.
• Jump on calls with AEs.
• Catch deals that are scoped wrong before they close and create problems downstream.
• Hold AEs accountable for follow-up cadence and pipeline hygiene — not through reports, but by being in the pipeline with them daily.

Qualifications

• 3-5 years of B2B sales experience with a track record of personally closing deals, not just managing a pipeline from a distance.
• Experience in a player-coach or senior AE role where you were responsible for both your own deals and helping others close theirs.
• Deep comfort with CRM systems — Pipedrive strongly preferred.
• Strong phone presence and objection handling skills.
• Assertive but collaborative working style.
• High urgency.
• Analytical mindset.

Requirements

• Experience in virtual staffing, SaaS or managed services industry (Nice to Have).
• Familiarity with Pipedrive reporting and automation features (Nice to Have).
• Track record of improving pipeline conversion rates in a previous role (Nice to Have).
• Experience working alongside Solutions Engineers, Solutions Experts, or pre-sale technical resources (Nice to Have).

Benefits

• $30,000 - $45,000 a year.

Company Description

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.