--- title: 'Sales Pipeline Lead at Wing Assistant' canonical: 'https://feeny.ai/job/sales-pipeline-lead-wing-assistant-united-states-5n5dmet3jpy0' type: 'job' last_seen: '2026-09-15' --- # Sales Pipeline Lead at Wing Assistant - **Company:** Wing Assistant - **Location:** United States - **Compensation:** $30k–$45k - **Employment:** full-time - **Work type:** remote - **Posted:** 2026-04-24 - **Last confirmed live:** 2026-09-15 - **Apply:** https://jobs.lever.co/getwingapp/b8da4592-7c40-445d-ac8a-96af43f59bf7 ## Job description Pipeline Manager ## About the Role 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. You call prospects directly. You jump on calls with AEs. You catch deals that are scoped wrong before they close and create problems downstream. You hold AEs accountable for follow-up cadence and pipeline hygiene — not through reports, but by being in the pipeline with them daily. ## Responsibilities ## What You'll Do Monitor Pipedrive daily across all three sales squads. Identify deals that are stalling, aging past expected timelines, or missing recent activity. Take action the same day — not next week. Personally intervene on stalling deals. Call prospects directly to re-engage. Re-frame the value proposition. Address objections the AE couldn't overcome. Join AE calls when a second voice or senior presence could move the deal forward. Hold AEs accountable for follow-up cadence. Every qualified deal should have a defined next step and a recent touchpoint. If an AE has a deal sitting untouched for 48+ hours, you flag it immediately and ensure action is taken. Catch incorrectly scoped deals before they close. Review deals approaching close to verify the prospect is on the right plan, the expectations are set correctly, and the deal won't create problems post-sale. If something is off, intervene before it closes — not after. Coordinate with the Solutions Expert to warm hesitant prospects. When a prospect is interested but not yet convinced, arrange pre-close work extraction or other value demonstrations that show them what working with Wing actually looks like. Run weekly pipeline health reports. Report to leadership on conversion rates by stage and by AE, deal velocity, deals rescued, deals lost and why, and patterns in pipeline fall-through. Identify systemic issues and recommend fixes. Coach AEs on deal management. This is not classroom training — it's in-the-moment coaching. After you rescue a deal, walk the AE through what happened and what they should do differently next time. Your goal is to make yourself less needed over time. ## Requirements ## What You'll Need 3-5 years of B2B sales experience with a track record of personally closing deals, not just managing a pipeline from a distance. You know how to pick up the phone and move a deal forward. 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. You should be able to read a pipeline view and immediately identify which deals need attention without someone telling you. Strong phone presence and objection handling skills. You will be talking to prospects daily — often prospects who have gone cold or are hesitating. Assertive but collaborative working style. You need to hold AEs accountable without creating friction. You're their coach, not their adversary. High urgency. Deals die from delay. You operate with a same-day mentality — if something needs attention, it gets attention now. Analytical mindset. You can spot patterns in pipeline data: which stages are leaking, which AEs are struggling, which lead sources produce deals that stall. ## Nice to Have Experience in virtual staffing, SaaS or managed services industry. Familiarity with Pipedrive reporting and automation features. Track record of improving pipeline conversion rates in a previous role. Experience working alongside Solutions Engineers, Solutions Experts, or pre-sale technical resources. ## About Wing Assistant ## Company Overview - **One-liner**: Wing Assistant provides fully managed, vetted virtual assistants from the top 1% of global talent to handle recurring business tasks for small businesses, startups, executives, and enterprises. - **Entity Type**: Private (funded: Seed & Pre-Seed) - **Headquarters**: Berkeley, California, United States - **Founded**: 2018 - **Founders**: Not explicitly listed in available sources; co-founders include Sai G. (Co-Founder & CTO) per LinkedIn. ## Core Business - **Primary industry**: Internet Marketplace Platforms / Virtual Assistant Services - **Target customers**: B2B – small businesses, startups, executives, and enterprises across multiple verticals (e.g., healthcare, real estate, sales, marketing) - **Mission or purpose statement**: "Reinventing the future of work for companies worldwide" by providing elite virtual assistants so clients can focus on core business activities. ## Products & Services - **General Virtual Assistant (GVA) Full-Time**: Dedicated assistant, 160 hours/month, $999/month – includes free training, onboarding, free replacement, Customer Success Manager, quality control, Wing Workspace app, month-to-month. - **General Virtual Assistant (GVA) Part-Time**: 80 hours/month, $699/month – same features with limited file storage. - **Healthcare Assistant**: Specialized VA for patient intake, EHR updates, insurance verification (HIPAA compliant). - **Other Specialty Roles**: Executive Assistant, Sales Development Representative, Digital Marketing Assistant, Bookkeeper, Real Estate VA, and more – sourced and managed by Wing. - **Enterprise Services**: SOC 2 certified, HIPAA compliant, managed devices/VDI support, access controls and auditability for regulated industries. ## Market Standing - **Valuation/Market Cap**: Not publicly available (private company) - **Key Metric**: Annual revenue estimated $5M–$25M (based on employee count of 445 and industry benchmarks); Total funding $2.2M. - **Notable Investors/Partners**: Surface Ventures (led Seed round of $2.1M in March 2022), SkyDeck Berkeley (Pre-Seed $105k in March 2020). - **Growth Signals**: 445 employees (+20.7% YoY, +209 people), 177,516 LinkedIn followers (+34.9% yearly), 10,000+ companies supported, 2M+ applicants screened annually (hires <1%), active job postings across multiple roles. ## Competitive Advantages - **Top 1% talent pool**: Vetted, trained, and managed assistants from a global applicant base of 2M+ annually. - **Free replacement guarantee**: If an assistant isn’t a fit, Wing replaces them at no cost, monitored by a Customer Success Manager. - **Managed service model**: Wing handles training, supervision, quality control, and security compliance (SOC 2, HIPAA) – reducing client hiring overhead. - **Month-to-month contracts**: No long-term commitment, with plans starting at $699/month for part-time support. - **Security-first**: SOC 2 certified, HIPAA compliant, managed devices, and VDI support for regulated workflows. ## Strategic Focus - **Current priorities**: Expanding AI solutions (e.g., hiring a Product Manager, AI Solutions) and deepening specialization (healthcare, real estate, sales enablement). - **Growth direction**: Scaling global talent pool across 23+ countries (Philippines, India, Mexico, US, Nigeria, etc.) and increasing enterprise adoption through compliance certifications. - **Operational efficiency**: Automating vetting, training, and quality processes to maintain high service consistency while growing headcount. ## Why Work Here - **Culture**: Inclusive, fun work environment with opportunities for career growth, upskilling, and paid training. Rated 3.7/5.0 on employer reviews (356 reviews) with work-life balance at 3.9, culture at 3.8. - **Remote/hybrid policy**: Fully remote (100% work-from-home) with US work hours for most roles; positions available across multiple time zones (e.g., US, Philippines, India, Latin America). - **Notable perks**: Performance incentives, job security and stability, holiday & overtime pay, supportive team, opportunities for advancement. - **Engineering culture**: Mobile and engineering leaders are present (e.g., Mobile Engineer Leader, Head of Engineering); React Native Developer roles indicate modern tech stack. ## Sources 1. [linkedin.com](https://linkedin.com/company/wingassistant) 2. [get.wingassistant.com](https://get.wingassistant.com/) 3. [leadiq.com](https://leadiq.com/c/wing-assistant/5a1daaf52300005b009fbca2) 4. [wingassistant.com](https://wingassistant.com/careers/us/executive-assistant-us-columbus/) 5. 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