VP of Sales (ecomm Agency) - REMOTE

Blue Wheel Media•Chicago, IL

9d•Remote

About The Position

Owns end-to-end revenue across Sales, while ensuring alignment with Marketing, delivery teams, and executive stakeholders. Owns pipeline conversion, deal execution, and forecasting. Responsible for improving win rate, increasing deal quality, and ensuring what is sold aligns with delivery capabilities, as well as translating plans & performance into clear insights for leadership and private equity.

Requirements

Experience with $150K to $700K deal sizes
Experience with ICP targeting ($50M to $500M brands)
Experience in Sales, Marketing, and Delivery alignment
Experience in forecasting pipeline, win rate, and revenue realization
Experience in improving conversion rates
Experience in sales process standardization and CRM accuracy
Experience in leading and supporting Account Executives (AEs)
Experience in reporting sales performance to executive stakeholders and private equity
Experience in translating data into insights, risks, and actions
Experience in preparing for board meetings and investor reporting
Experience in supporting diligence and strategic initiatives

Nice To Haves

Experience in an ecomm agency

Responsibilities

Own total revenue performance: pipeline, bookings (ACV), and revenue recognition
Negotiation of all deals ensuring profitability and maximizing revenue potential
Improve conversion across the funnel, especially presentation → closed won
Ensure Sales, Marketing, and Delivery operate as a connected system from pitch promise to fulfillment
Serve as the primary sales voice to C-suite and private equity stakeholders
Lead and maintain relationships with lead gen partnerships and keep a pulse of industry & client trends to stay calibrated to market demands
Own revenue targets across $150K to $700K deal sizes
Build and maintain accurate forecasts across pipeline, win rate, and revenue realization
Identify gaps and implement plans to close them (pipeline, CVR, deal velocity)
Own performance of all opportunities from qualification through close
Improve win rate across all stages, with emphasis on late-stage conversion
Identify and address drop-off points in the funnel
Drive deal strategy, pricing approach, and packaging to increase close probability
Standardize qualification criteria, discovery, and deal progression
Define and enforce stage gates and exit criteria
Improve pipeline hygiene and CRM accuracy
Reduce variability in how deals are run across AEs
Support Marketing by driving outbound leads & finding/managing lead gen partners.
Lead and support AEs (2) to improve close rates and deal quality, goal setting and feedback/coaching
Stay actively involved in late-stage deals and key accounts
Implement and standardize best practices for sales process & techniques, messaging, and qualification
Act as primary bridge between GTM and delivery teams
Ensure sales narratives, proposals, and scopes align with delivery capabilities
Identify gaps between what is sold vs what is delivered and resolve them
Partner with delivery leadership to improve CVR through stronger, more credible solutions
Maintain quality of briefings and proper hand-off/onboarding to internal teams for new client kick-offs
Ensure new rebrand leads to pipeline and conversion impact
Align offerings, pricing, and messaging to improve competitiveness
Continuously refine ICP targeting ($50M to $500M brands)
Own all sales reporting to CEO, C-suite, and private equity stakeholders
Translate pipeline, conversion, and revenue data into clear insights, risks, and actions
Lead preparation for board meetings, executive updates, and investor reporting
Provide visibility into performance vs plan, including drivers of over/underperformance
Quantify growth opportunities and risks tied to pipeline, win rate, pricing, and market conditions
Support diligence, strategic initiatives, and ad hoc requests from private equity partners
Ensure alignment between growth strategy and broader financial and operational goals
Partner with Marketing to improve lead quality and conversion
Provide structured feedback on messaging, ICP fit, and objections
Ensure clean handoff from sales to onboarding