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Account Executive – Media Sales (DTC / Ecommerce)

Upscale AI, New York, New York, us, 10261

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Overview Upscale AI is hiring a hungry, high-output Account Executive to join our growing go-to-market team in New York City. This role is based out of our SoHo office (in person, 5 days/week) and is focused on selling performance-driven streaming TV and YouTube advertising to fast-scaling DTC and ecommerce brands.

You’ll be expected to hunt, pitch, and close 3+ new customers per month. This is a hard-charging, outbound-heavy role that combines consultative selling with media fluency. We’re looking for someone who thrives in early-stage environments and loves the art and science of customer acquisition.

About Upscale AI Upscale AI is transforming how ecommerce and DTC brands use video and streaming TV to grow. Our platform combines:

AI-Driven Creative Generation – turning brand assets into TV-quality ads automatically

Performance Media Buying – buying streaming TV & YouTube like digital, with precision targeting

Advanced Attribution – proving ROI across ecommerce and retail channels

We’ve helped brands like Jones Road Beauty, Westmore Beauty, Branch Furniture, and Lalo scale video advertising that actually drives business outcomes. Backed by M12 (Microsoft’s Venture Fund), NVP Capital, and Eniac Ventures, we’re scaling fast and hiring foundational team members to help us reach the next stage of growth.

Key Responsibilities

Own the full sales cycle: from cold outbound to discovery, pitch, close, and handoff.

Focus on DTC/eComm brands doing $10M–$100M GMV — ideally those already investing in Meta, YouTube, or other digital media.

Collaborate with founders and cross-functional teams on customer feedback loops.

Document outreach, pipeline, and progress in our CRM.

Qualifications

3+ years of media sales experience, ideally in TV, podcast, programmatic, or paid social

Track record of exceeding quota in outbound-heavy sales roles

Fluent in the DTC and Shopify ecosystem (Meta, Klaviyo, agencies, etc.)

Consultative selling mindset with strong qualification instincts

Ability to create urgency and close fast in early-stage environments

Willingness to hustle — cold outreach, networking, NYC events, DTC meetups

Based in New York City and available in-office 5 days/week

Nice to Have

Experience with streaming TV, YouTube, or performance-based video ads

Familiarity with creative production, attribution, or UGC-style ad testing

Prior startup, agency, or fast-paced growth environment experience

Background selling into VP Marketing, Growth, or Founder personas

Compensation

$200K - $250K OTE

Equity (0.1%–0.2%) for candidates who pass the 90-day trial

Full-time, on-site in SoHo NYC with a high-energy, ambitious team

Why Join Us?

Impact: Build the playbook that powers the next wave of AI-powered media

Proof: Work with real brands, real spend, real results

Clear Goals: Hit the quarterly goals and we’ll support you every step of the way

Foundation: Help define the sales culture and strategy from the ground up

Backed: M12 (Microsoft), NVP Capital, and more top-tier investors

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