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Media & Advertising Account Executive
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Flagship Publishing Inc
Remote
$55,120 Salary, Full-Time
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Job Description
Media & Advertising Account Executive Wailuku, HI 96793 Hybrid work $25
- $28 an hour
- Full-time $25
- $28 an hour
- Full-time
HIRING IMMEDIATELY
Are You Maui's Next Media Powerhouse? If you are a high-performing professional who knows the local business landscape, commands a room with confidence, and wants an elite income without being trapped in an office cubicle—your next chapter starts right now. We are looking to fill this position immediately. Stop selling commodities and start selling the island's most beautiful, prestigious media platform.LOCATION
Hybrid Structure (Work from your Maui home office, travel county-wide for high-level client pitches, with weekly collaborative team check-ins at our headquarters in Wailuku, HI).ABOUT MAUI NO KA OI MAGAZINE
For nearly three decades, Maui Nō Ka ʻOi Magazine has been the premier, award-winning bimonthly regional lifestyle publication celebrating the people, culture, food, and striking landscapes of Maui Nui. Recognized as one of the finest regional magazines west of the Mississippi, our publication is trusted by local residents and high-value visitors alike, reaching readers through regional newsstands, subscriptions, and exclusive in-room placement at Maui's top luxury resorts.THE OPPORTUNITY
We are actively seeking an outgoing, high-performing Advertising Sales Representative based on Maui for an immediate start. This is not a passive desk job—it is an outbound, elite consulting role. You will take full revenue responsibility across the island's primary economic sectors, including upscale resorts, fine dining restaurants, luxury retail, and premier community services. You will act as a trusted marketing advisor, using our storied print footprint and growing digital products to help local businesses connect with an affluent, deeply engaged audience. This position is ideal for a proactive self-starter who loves outbound outreach, thrives on closing high-dollar deals, and wants to leverage their local network into serious commission checks.KEY RESPONSIBILITIES
Drive Revenue:
Prospect, qualify, and secure premium print and digital advertising accounts across Maui County.Consultative Pitching:
Set up in-person client meetings with business owners and executives to develop and present high-impact, custom multimedia marketing proposals.Manage Account Life Cycles:
Own and expand a recurring book of local business accounts, ensuring long-term retention and high renewal rates through outstanding customer service.Coordinate Ad Production:
Guide advertisers seamlessly from the initial pitch to creative placement, gathering artwork specifications and deadlines to coordinate with our internal production teams.Maintain Pipeline Data:
Systematically track sales outreach, call logs, and next steps using our company CRM. Represent theBrand:
Act as an ambassador for Maui Nō Ka ʻOi Magazine at signature local events, business mixers, and our prestigious annual 'Aipono Restaurant Awards banquet.REQUIRED QUALIFICATIONS
Local Maui Residency:
Deep, practical familiarity with Maui's local business landscape, community culture, and geography is absolutely required. B2B Sales Experience:
Proven track record in outbound business-to-business sales; prior experience in media sales, magazine publishing, luxury real estate, or other media advertising is highly valued.Outbound Competency:
Highly comfortable with consistent phone outreach, professional cold-calling, and setting face-to-face appointments with decision-makers.Communication Skills:
Excellent verbal skills for presentations and clear, polished written communication for professional email follow-ups.Autonomy & Organization:
Strong independent work habits, exceptional organization, and the ability to manage a performance quota under minimal supervision.Logistics:
Must have a reliable vehicle for travel to client locations island-wide, a personal cell phone, and a laptop with a reliable internet connection.COMPENSATION & BENEFITS
Earning Structure:
Competitive base pay plus uncapped, highly lucrative commission tiers on print and digital placements (Top performers earn $100k+) .Health Benefits:
Comprehensive medical insurance coverage.Paid Time Off:
Generous PTO and holiday pay.Retirement Planning:
Company-supported retirement savings plan.Support Perks:
Monthly mileage/fuel reimbursement.READY TO TAKE THE LEAD?
APPLY TODAY! Because we are hiring immediately, we are reviewing applications on a rolling basis. If you are a driven professional who is ready to represent Maui's most respected media brand and significantly increase your earning potential, we want to hear from you today. How toApply:
Please send your professional resume along with a brief cover letter outlining your background working within the Maui business community to: aamundson@flagshippublishing.com.Pay:
$25.00- $28.