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Vice President of Sales, SMB

EverPass Media
Chicago, IL Full Time
POSTED ON 4/4/2026
AVAILABLE BEFORE 5/2/2026
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.

Key Responsibilities

Revenue Leadership

  • 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.

Channel & Partner Management

  • 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.

SMB Market Expertise

  • 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.

Operational Excellence

  • 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.

Retention & Customer Lifecycle Management

  • 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.

Qualifications

  • 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.

Leadership Profile

  • Strategic thinker with hands-on operational rigor.
  • Strong cross-functional collaborator.
  • Data-driven decision maker with deep pipeline and forecasting discipline.
  • Comfortable scaling teams and building process in a high-growth environment.
  • Highly capable of managing complexity across people, systems, and channels.
  • Executive presence with the ability to influence across the organization.

Key Competencies

  • SMB Revenue Strategy
  • Retention & Lifecycle Marketing
  • Order Management & Billing Systems
  • Forecasting & Performance Management
  • Channel Management
  • Third-Party Partner Oversight
  • Sales Training & Enablement
  • Operational Scaling
  • Compliance & Messaging Governance

Impact

The VP of SMB will directly influence a substantial portion of EverPass Media's revenue performance and market expansion. This role is critical to scaling our footprint across independent bars and restaurants nationwide while building a best-in-class SMB commercial organization.

Hire Range/Rate

$180k - $200k base bonus potential

Actual compensation offered to candidate will be finalized at offer and may be above or below the posted range due to skill level, experience, industry specific knowledge, education/certifications, or geographic location. The offer rate represents one component of the total compensation package. Additional compensation for this position may include annual bonus eligibility or other incentives based on the position.

Benefits and Perks

  • Competitive compensation
  • Medical, dental, vision, life, and short- and long-term disability insurance
  • 401(k) with company match
  • Unlimited PTO
  • Access to senior leadership and mentoring
  • Employee recognition program
  • Pre-tax transportation benefits
  • Employee assistance program

Why Join EverPass

At EverPass, you'll join a collaborative, ambitious team in a high-growth environment where your work has a real impact. We value curiosity, ownership, and partnership—and we're building something meaningful together.

Equal Opportunity Statement

EverPass is an equal opportunity workplace and affirmative-action employer. We are committed to providing equal employment opportunities regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, or any other status protected by applicable law.

Salary.com Estimation for Vice President of Sales, SMB in Chicago, IL
$279,708 to $381,197
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