Senior Manager, Training

EverPass Media•Chicago, IL

12d•$100,000 - $120,000•Hybrid

About The Position

EverPass Media is redefining the role of TVs in businesses by blending exclusive top-tier sports and entertainment with unmatched marketing innovation. With a focus on premium content like NFL Sunday Ticket, smart promotions, and seamless partnerships, we offer a cloud-based platform that combines ease of use with advanced functionality and reliability. We're empowering business owners to control their content like never before, ensuring their screens are more than just TVs—they're key to engaging, entertaining, and understanding their customers to help drive business results. We are poised to leverage our strong leadership, innovative technology, and strategic partnerships to become the go-to destination for on-premise entertainment and marketing. Position Overview: We are seeking a Senior Manager – Messaging, Training, and Q&A to serve as an individual contributor across EverPass’s sales organization. This role is responsible for enabling teams that sell premium sports rights and streaming solutions into hospitality venues. This is a highly visible role that works directly with Sales Leadership, RevOps, Product, and Marketing, ensuring sellers can clearly articulate EverPass’s value across legal compliance, sports rights, technology, and revenue impact for venues. The ideal candidate has ~5+ years of experience in sales training or enablement, thrives in fast-growth environments, and understands how to train sellers on complex, consultative sales involving sports content, technology, and business risk mitigation.

Requirements

5+ years of experience in sales training, enablement, or sales leadership
Proven experience training B2B sales teams in complex or consultative sales
Strong understanding of sales funnels, conversion metrics, and rep ramp
Experience building onboarding and enablement programs from scratch
Excellent facilitation, storytelling, and executive communication skills
Comfortable training teams on legal, technical, and business-value concepts
Prior experience with SalesForce, Outreach, Hubspot
Ability to work with a geographically remote sales team

Nice To Haves

Experience in sports media, SaaS, streaming, hospitality, or other subscription-based businesses
Experience with selling into bars, restaurants, hotels, or multi-location operators
Prior experience as a quota-carrying rep or sales manager

Responsibilities

Own the sales training and enablement strategy for EverPass’s inside sales, Account Managers, Third Party Sales Channels, and Piracy Compliance teams
Partner with Sales Leadership to align training priorities with revenue goals and product launches
Serve as a strategic advisor on how training can improve conversion, shorten sales cycles, and increase deal size
Assist in developing pitch decks for a variety of customer types & situations
Personally design, deliver, and iterate training programs, including live sessions, workshops, and recorded enablement content
Design structured onboarding programs for: Account executives, Account Managers, and other sales focused roles
Build 30-60-90 day ramp plans that cover: Sports rights and commercial licensing fundamentals Hospitality buyer personas (owners, GMs, operators, IT, legal) Objection handling Product Positioning
Ensure new hires can independently articulate EverPass’s value proposition within their first 30 days
Partner with sales leadership to define what fully ramped means by role and enforce standards
Train sellers on: Selling live sports as a traffic and revenue driver Differentiating EverPass from consumer streaming and illegal setups as well as traditional competitors in our marketplace Handling piracy, compliance, and risk conversations professionally Occupancy-based pricing, venue size, and commercial licensing logic
Reinforce consistent sales methodology across teams (qualification, discovery, close)
Enable front-line managers with coaching frameworks, call scorecards, and deal reviews
Build and maintain EverPass-specific enablement assets: Sports-specific talk tracks (NFL, NCAA, PPV, regional relevance) Piracy conversion scripts and objection handling Competitive battlecards (Satellite, Cable, other non commercial streaming options) Venue-type playbooks (sports bars, casual dining, casinos, hotels)
Partner with Product and Partnerships teams to ensure training reflects: Current sports rights plus content roadmap Product capabilities / functionality League and network positioning
Define and track training impact using metrics such as: Ramp time to first deal Call quality and connect-to-meeting rates Close rates on piracy conversion leads Average deal size and package attach rates
Use call recordings, CRM data, and field feedback to continuously improve programs inclusive of calibration sessions for sales calls
Own enablement KPIs and regularly present insights and recommendations to Sales and Executive Leadership
Translate training outcomes into revenue impact, not just activity metrics
Partner closely with RevOps to align training with Salesforce workflows, lead dispositioning, and reporting
Support launches of new sports packages, pricing models, and seasonal selling motions
Ensure training scales as EverPass expands leagues, products, and customer segments

Benefits

Competitive Compensation
Medical, dental, vision, life, and long-term and short-term disability insurance
Professional Development Programs
Access to senior management and mentoring opportunities
Employee Recognition Program
Unlimited PTO
Paid Parental Leave
Mental Health and Recharge Days
401k Match
Pre-tax Transportation
Employee Assistance Program