Vice President of Sales, SMB

EverPass Media•Chicago, IL

About The Position

About EverPass Media EverPass Media is redefining the role of TVs in businesses by blending exclusive top-tier sports and entertainment with unmatched marketing innovation. Through premium content, smart promotions, and seamless partnerships, we empower business owners to turn their screens into powerful tools for engagement, entertainment, and customer insight, helping drive real business results. Role Overview The VP of Sales, SMB will lead all sales, retention, renewal, and operational functions related to EverPass Media’s small business (SMB) commercial customers. This role owns a significant portion of EverPass’ business results and is responsible for building and scaling a high-performing SMB organization. This leader will oversee direct and inside sales, third-party sales relationships, retention and renewal efforts, sales training and messaging, and the operational infrastructure supporting order management and customer onboarding. The ideal candidate brings deep knowledge of the small bar and restaurant landscape—particularly independent establishments—and has successful experience leading a sales team along with complex sales channels, order systems (including platforms such as Evergent, Aircall, & Outreach), and high-volume SMB operations.

Requirements

10+ years of leadership experience in SMB sales, commercial distribution, or media/telecom environments.
Proven success leading multi-channel sales organizations (direct, inside, and third-party).
Experience selling into small commercial establishments (bars, restaurants, hospitality).
Strong understanding of independent operator dynamics and local-market sales motions.
Demonstrated experience managing order management systems and subscription billing platforms (e.g., Evergent or similar).
Experience overseeing sales training, messaging alignment, and compliance functions.
Track record of owning significant revenue targets and delivering consistent growth.

Responsibilities

Own all SMB revenue targets including new sales, retention, renewals, and churn management.
Develop and execute a comprehensive SMB growth strategy across direct, inside, and third-party sales channels.
Drive disciplined forecasting, pipeline management, and performance accountability across teams.
Identify and implement scalable acquisition strategies tailored to independent bars and restaurants.
Develop and manage relationships with third-party sellers and distribution partners.
Ensure partner compliance with pricing, messaging, and brand standards.
Optimize channel economics and performance across direct and indirect routes to market.
Leverage deep understanding of small bar and restaurant operators—especially independent establishments.
Tailor sales approaches to seasonal cash flows, event-driven traffic, and regional nuances.
Build programs that resonate with owners/operators who often manage multiple responsibilities.
Oversee SMB order management, onboarding workflows, and system integrity.
Ensure strong command of systems such as Evergent and other order management platforms.
Streamline order flows (including online ordering) to reduce friction and increase conversion.
Partner with Finance and Operations to maintain billing accuracy and reduce revenue leakage.
Ensure compliance across pricing, contracts, and distribution guidelines.
Design and implement lifecycle strategies to drive renewals and minimize churn.
Build data-driven retention programs and proactive outreach strategies.
Establish customer feedback loops to inform product and commercial improvements.