Vice President of Sales - eCom/Retail Vertical

Vice President of eCommerce Sales - East Get AI-powered advice on this job and more exclusive features. TITLE: Vice President of eCommerce Sales - East REPORTING TO: Chief Revenue Office/CoFounder LOCATION: New York, NY (onsite M-F) Who the Flip Is Flip? Ever call your favorite eCommerce brand, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Brooklinen, Princess Polly, and Hexclad Cookware, to Tory Burch, Belk and the NFL trust Flip to have millions of phone calls with their customers every year. We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day. Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK. What You’ll Do This is a role for a hands‑on, builder-type sales leader—someone who can both sell and scale Own regional revenue for Flip’s eCommerce vertical across DTC, retail, and subscription brands Recruit, hire, and develop a world‑class AE team; create a culture of excellence and accountability Personally lead and close strategic enterprise deals, especially with key strategic accounts Establish sales discipline: implement forecasting, pipeline coverage, and territory plans that drive predictability Partner cross‑functionally with Customer Success, Product, and Marketing Represent Flip externally with brand leaders, partners, and at key industry events to position Flip as the category leader in AI for eCommerce What We’re Looking For 2-20 years in SaaS sales leadership, ideally in eCommerce, CX, or retail technology Proven experience joining a company between $5M–$25M ARR and helping scale to $100M+ ARR Demonstrated success hiring, coaching, and retaining top‑performing AEs. Competitive, relentless winners Hands‑on operator—comfortable running deals, building process, and scaling simultaneously High EQ and low ego—thrives in a founder‑led, fast‑moving environment Builder mentality—not just managing what exists, but creating what’s next. Bonus Points You bring one or two top‑performing AEs or Sales Managers who trust you and want to build with you. Have an understanding of the eCommerce ecosystem (Shopify, Gladly, Narvar, Gorgias, Attentive, etc.) Success Metrics First 90 Days Clear regional GTM plan and hiring roadmap in place First wave of AEs recruited or in final stages; early pipeline built Active participation in closing key strategic deals Forecast and reporting cadence implemented; clear visibility into quarterly performance 6 Months Fully ramped regional team producing consistent pipeline and revenue growthForecasting accuracy within ±10–15%; strong culture of accountability and execution Documented playbooks for prospecting, qualification, and closing Regional attainment tracking at or above 100% with healthy 3×+ pipeline coverage. 12 Months Region achieving sustained growth of 2×+ year‑over‑year revenue with predictable attainment Fully staffed, high‑performing AE team with strong retention and internal promotion potential Clear operational rigor and forecasting discipline that can scale to additional verticals Recognized internally as a top GTM operator capable of leading broader growth initiatives as Flip scales. More About Us We're international, spanning the US, UK, and Canada We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year In office 5 days/week #FlippinLegend Final compensation may vary based on location, experience, and qualifications. This role is also eligible for bonus and/or commission as well as equity, in accordance with company policy, and subject to board approval. Compensation Range: $180,000 USD - $220,000 USD Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers. #J-18808-Ljbffr Flip