Account Executive – Media Sales (DTC / Ecommerce)

About the Role 

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.
• Pitch Upscale’s unique value: AI-powered creative media attribution = actual business outcomes.
• 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

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