About Careertakes

👉 Important disclosure: Careertakes is a third-party recruiting platform supporting this hiring process. If selected, you will be employed directly by our client, Transit Advertising & Out-of-Home Media.

Applicants for this role may also receive access to additional matched opportunities through the Careertakes platform.

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About the Role

Join a confidential client in the transit advertising & out-of-home media industry as an Inside Media Sales Executive. This is a performance-driven, inside sales role focused on prospecting, developing advertiser relationships, and closing transit advertising campaigns across assigned markets. You’ll be rewarded for results with uncapped commission and advancement opportunities.

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Why Join Our Client

• Competitive pay structure: $35,000–$40,000 base salary + uncapped commissions and quarterly/annual bonuses.
• Estimated on-target earnings (OTE) roughly $61,584/year depending on performance.
• Comprehensive benefits: medical, dental, vision, 401(k) match, PTO and more.
• Career ownership and promotion paths within a growing transit advertising network.
• Fast-paced, team-oriented, in-office environment where performance drives advancement.

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What You’ll Do

• Prospect and develop new advertiser relationships through outbound calling, email outreach, networking, and targeted business development.
• Build, manage, and advance a sales pipeline for assigned markets and multi-market campaigns.
• Pitch, develop, and close transit advertising campaigns that align client goals with media solutions.
• Prepare compelling proposals, negotiate deals, and guide prospects through the sales cycle to close.
• Collaborate with account and operations teams to ensure smooth campaign transitions and execution.
• Maintain accurate CRM records, sales activity, and pipeline data to support forecasting and customer engagement.

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What It Takes to Win

• 0–5+ years of sales experience, preferably in inside sales, media sales, advertising, business development, or a related field.
• Strong communication, presentation, and persuasion skills.
• Bachelor’s or associate degree in business or related field and/or equivalent customer-facing experience (internship, job, athletics, etc.).
• Self-motivated, competitive, accountable, and results-driven with a strong sense of urgency.
• Highly organized with excellent time-management and prioritization skills.
• Tech-savvy: proficient with MS Office/Teams and able to quickly learn CRM systems (e.g., HubSpot, ZoomInfo).
• Comfortable working in a fast-paced, performance-driven, in-office sales environment.

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Compensation & Benefits

• Base salary: $35,000–$40,000 per year (base only).
• Uncapped commission plan + quarterly and annual bonuses tied to quotas.
• Estimated OTE: ~ $61,584/year (varies by performance and closed business).
• Benefits: medical, dental, vision, 401(k) match, PTO, and other standard employee benefits.
• Career growth: performance-based advancement supported by leadership and training.

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Notes

• This role is with a confidential client in the Transit Advertising & Out-of-Home Media industry.
• Reasonable accommodations are available for applicants with disabilities during the hiring process.

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Equal Opportunity & Hiring Transparency

Careertakes and our client are Equal Opportunity Employers committed to building a diverse and inclusive workforce. We prohibit discrimination or harassment of any kind. To support a fair and efficient hiring process, AI tools may be used to assist with application review or resume screening. These tools do not replace human decision-making. Final hiring decisions are made by people.

If you have questions about how your data is used, please contact us directly.