About Car Dealership Guy

Car Dealership Guy (CDG) is the leading media platform in auto retail, reaching millions of industry professionals every month through podcasts, live shows, newsletters, and social channels. We deliver high-signal content, market intelligence, and industry analysis that help dealers, vendors, and OEMs stay informed and win in a rapidly changing market.

As the most trusted voice in automotive retail media, CDG is building the industry’s go-to platform for influence, insight, and community.

The Role

We’re hiring a Director, Advertising Sales & Industry Relations to accelerate growth across our fast-expanding media network. This is a hybrid role that blends industry partnerships with new revenue generation:

Advertising Sales (50%) — building and closing a pipeline of new advertiser and sponsor relationships to fuel CDG’s growth.
Industry Relations (50%) — securing the most relevant, high-impact voices for Daily Dealer Live and other CDG platforms.

This role is high-visibility, commission-driven, and central to shaping both the conversations and commercial success of CDG.

Responsibilities

Advertising Sales (50%)

Build and own a net-new business pipeline — sourcing, pitching, and closing fresh advertiser and sponsor relationships across CDG platforms (podcasts, live shows, newsletters, and digital media).
Consistently hit and exceed revenue targets while building long-term partnerships.
Support (but not replace) existing advertiser relationships — ensuring continuity while expanding the client base.
Maintain CRM discipline, sales forecasting, and regular pipeline reporting.
Collaborate with leadership on packaging, pricing, and creative monetization strategies.

Industry Relations & Content Development (50%)

Source, pitch, and secure commitments from high-profile and strategically valuable guests for Daily Dealer Live.
Build and maintain a deep pipeline of industry leaders, vendors, and executives.
Partner closely with the lead show host to shape guest narratives that align with CDG’s platform strategy.
Work hand-in-hand with the show coordinator on scheduling and logistics.
Organize and scale monthly panels (1 at launch, growing to 2+ within 90 days), ensuring quality of discourse and impactful representation.

What We’re Looking For

5+ years in B2B advertising/media sales or business development (automotive
experience strongly preferred).
Demonstrated ability to close six-figure deals and exceed revenue goals.
Strong network across automotive retail or adjacent industries.
Exceptional relationship-builder who can connect with executives, operators, and
decision-makers alike.
Entrepreneurial mindset — thrives in a high-velocity, fast-changing environment.
Resourceful, organized, and driven to win.

Who Thrives in This Role

This role is tailor-made for someone who:

Moves seamlessly between sales and storytelling — closing a sponsor one day, convincing a CEO to go live the next.
Enjoys being in the mix with industry leaders and vendors, turning relationships into opportunities.
Is scrappy, proactive, and fearless about outreach — cold calls, emails, and networking come naturally.
Sees CDG as a stage for influence — knowing how the right guest or advertiser elevates reach and credibility.
Operates with urgency and thrives in a fast-paced, news-driven environment.
Stays deeply plugged into the industry zeitgeist — tracking conversations, spotting rising voices, and staying active on social media.

Benefits

Competitive compensation package with uncapped commission upside.
Health benefits (medical, dental, vision).
Phantom stock equity package.
Flexible, remote-first work environment with opportunities for travel and live events.
Direct exposure to senior leaders across automotive retail.
Opportunity to shape the fastest-growing media platform in auto retail.
Entrepreneurial culture with room to grow into expanded leadership.

Equal Opportunity Employer

Car Dealership Guy is an equal opportunity employer. We celebrate diversity and are committed to building an inclusive environment for all employees. Candidates from all backgrounds and experiences are strongly encouraged to apply.

Car Dealership Guy

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Director, Advertising Sales & Industry Relations