VP of Sales (ecomm Agency) - REMOTE

Blue Wheel Media • Chicago, IL

1d • Remote

About The Position

Owns end-to-end revenue growth across Sales and Marketing for digital e-commerce marketing agency, while ensuring alignment with delivery teams and executive stakeholders. Responsible for lead management and stewardship/development, win rate and deal quality, conversion and revenue realization, as well as translating plans & performance into clear insights for leadership and private equity. Charged with pipeline convers, deal execution and forecasting. This person will preferably have experience in an agency setting, with experience in digital advertising, paid media, and Amazon marketplace advertising.

Requirements

• 8–12 years in B2B sales leadership (SaaS, professional services, or agency) in the eComm space
• Demonstrated success managing $5M–$20M+ revenue portfolios
• Track record closing deals $150K–$700K range
• E-commerce, paid media, digital marketing, Amazon marketplace, or marketing services/digital agencies
• Pipeline management and forecasting discipline
• Sales process design and CRM rigor
• Late-stage deal conversion and negotiation
• Team leadership (managing 2–5 AEs minimum)
• C-suite and board-level communication
• Cross-functional alignment (sales delivery)

Nice To Haves

• Experience in an agency setting
• Experience in digital advertising
• Experience in paid media
• Experience in Amazon marketplace advertising

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 growth 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 go-to-market and delivery teams
• Ensure sales narratives, proposals, and scopes align with delivery capabilities
• Evolve and refine agency credentials and overall pitch story as needed to reflect changing marketplace variables (client/partner feedback, trends, etc.) and agency 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)
• Collaborate with marketing to influence and add input on full-funnel demand generation across inbound, outbound, events, paid, and partnerships (lead gen)
• Own all growth 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

Benefits

• Medical, Dental, Vision, Accident, Critical Illness, Life & Disability, FSA/HSA Options
• Company-sponsored 401(k) option with Company match
• Generous Paid Time, Sick Time, Floating Holidays, Volunteer Day, and Bereavement Time
• Paid 12-week leave for primary parent and 2-week for secondary parent
• 10 paid holidays, along with light week between Christmas and New Years
• Mental Health Days, Health and Wellness Reimbursement, Employee Assistance Program, Employer-paid Coaching Sessions

What This Job Offers

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