Sales Development Representative

Camping World Holdings, Inc.•Chicago, IL

12d•$23 - $28•Hybrid

About The Position

Good Sam Enterprises is seeking a driven, detail-oriented Sales Development Representative to join our growing Business Development team. This is a foundational role in our commercial engine — responsible for identifying, researching, and qualifying new B2B partner opportunities that fuel the Account Executive's pipeline and drive Good Sam's partner channel growth. The SDR is the first point of contact for many of our future partners. Through outbound prospecting, targeted outreach, and discovery conversations, the SDR creates qualified opportunities from a broad universe of potential partners — including fleet operators, RV dealership groups, outdoor recreation companies, employer benefit programs, financial institutions, and other organizations that could benefit from offering Good Sam's protection products and services to their customers or employees. This role reports directly to the Director, Business Development and works in close daily collaboration with the Account Executive — ensuring a consistent, high-quality pipeline flows into active deal pursuit. The SDR also maintains rigorous CRM discipline in HubSpot, ensuring every prospect interaction is tracked and every lead is properly qualified before handoff.

Requirements

0-2 years of sales, business development, or lead generation experience; demonstrated interest in a B2B sales career
Comfortable with high-volume outbound prospecting — phone calls, cold emails, LinkedIn outreach — and resilient in the face of rejection
Strong verbal and written communication skills — clear, professional, and personalized in every interaction
Highly organized and detail-oriented — able to manage a large prospect list, track multiple simultaneous outreach sequences, and keep CRM records consistently up to date
Curious and coachable — eager to learn Good Sam's product portfolio, partner channel models, and sales methodology
Proficient in HubSpot or comparable CRM platforms
Comfortable operating in a fast-paced, high-growth environment where processes are still being built
Self-starter who takes ownership of their metrics and proactively looks for ways to improve performance
Proficient in Microsoft Office Suite — Word, Excel, PowerPoint

Nice To Haves

Familiarity with sales engagement tools (e.g., Salesloft, Outreach, Apollo) a plus
Genuine interest in the RV, outdoor recreation, or automotive industry a strong plus

Responsibilities

Identify and research prospective B2B partner accounts across target verticals — including fleet operators, outdoor recreation companies, employer benefit programs, associations, financial institutions, and roadside-adjacent service providers
Execute high-volume, high-quality outbound outreach via phone, email, LinkedIn, and other channels — personalizing messaging to each prospect's business context and potential partnership fit
Develop and refine outreach sequences and messaging in collaboration with the Director, Business Development — continuously testing and improving open rates, response rates, and conversion to conversation
Follow up persistently and professionally with prospects across multiple touchpoints — maintaining momentum without being intrusive
Stay current on industry trends, competitive landscape, and emerging partner opportunity types to identify new prospecting angles and target segments
Conduct initial discovery conversations with prospective partners — assessing fit across key criteria including business model, customer base, volume potential, and interest in offering Good Sam products or services
Ask smart, structured questions to uncover each prospect's pain points, goals, and decision-making process — gathering enough information to enable a strong AE handoff
Qualify leads against defined criteria established by the Director, Business Development — ensuring only high-quality, well-researched opportunities are passed to the Account Executive
Schedule and coordinate discovery calls and introductory meetings between qualified prospects and the Account Executive — providing full context and a warm, professional handoff
Maintain clear handoff documentation in HubSpot — including prospect background, key contacts, qualification notes, and next steps
Maintain a clean, accurate, and up-to-date prospect database in HubSpot — logging all outreach activity, call notes, email correspondence, and qualification status consistently and in real time
Track personal performance metrics daily — including outreach volume, connection rates, conversations held, and meetings booked — proactively flagging gaps and adjusting activity levels as needed
Deliver weekly activity and pipeline reports to the Director, Business Development — summarizing outreach performance, qualified leads generated, and any emerging patterns or market signals
Contribute to ongoing refinement of the ideal partner profile and targeting criteria based on what is and is not converting in the prospecting process
Share real-time market intelligence with the Director, Business Development and Account Executive — surfacing prospect objections, competitive insights, industry trends, and new opportunity categories observed through prospecting activity
Participate in regular team meetings, pipeline reviews, and coaching sessions — bringing prepared updates on prospecting activity, challenges, and learnings
Collaborate with the Product Development team as needed to build a working understanding of Good Sam's product portfolio and how different products map to different partner types and use cases
Support trade show preparation and attendance as needed — representing Good Sam professionally and generating new prospect conversations at industry events