Senior Creative Strategist

Gupta Media was founded over 25 years ago on the idea that advertising could create huge leverage in our clients' businesses. Our early work was focused on the entertainment industry, specifically live events (Boston Calling, among others) and recorded music (Sony Music, Universal Music & Disney are all clients). We have dramatically grown our work with big brands (Amazon, Fender) and sports brands (Cleveland Cavaliers, Washington Commanders, Florida Panthers). We have a global client base with a growing local roster across B2B and B2C brands for campaign, content, and branding assignments.

At Gupta Media, we blend creative thinking with analytical rigor to help brands grow. As a Senior Creative Strategist on our Strategy & Analytics team, you’ll operate at the intersection of media, data, and storytelling — translating insights into high-performing creative that drives measurable business outcomes.

You’ll partner with clients and internal teams to uncover audience insights, develop testing roadmaps, and guide the creation of content that performs — not just because it looks good, but because it works.

What You’ll Do

Creative Strategy & Leadership

Develop creative briefs and campaign strategies that connect brand storytelling with performance goals.

Translate audience insights, data trends, and platform learnings into actionable creative direction.

Analyze creative performance — identifying what works, what doesn’t, and why — and lead the iteration process.

Serve as a strategic partner to clients and internal teams, fluent in both creative and analytical conversations.

Present findings and creative recommendations with clarity, confidence, and data-backed rationale.

Testing & Optimization

Design and manage creative testing frameworks across digital channels (Meta, TikTok, YouTube, LinkedIn, Google Ads, etc.).

Partner closely with media and analytics teams to connect creative hypotheses to measurable KPIs (CTR, CVR, ROAS, CPA).

Develop and maintain creative testing roadmaps that fuel continuous improvement and innovation.

Synthesize performance data into insights that inform future concepts, hooks, and messaging strategies.

Collaboration & Production

Work cross-functionally with creative, production, and media teams to deliver high-performing assets aligned to business objectives.

Brief and review ad concepts informed by data, cultural trends, and platform best practices, including UGC, static, and video creative.

Provide actionable feedback to elevate storytelling, clarity, and conversion potential.

Champion creative excellence through collaboration, iteration, and experimentation.

About You

5+ years of experience in creative strategy, performance marketing, or digital advertising, ideally within an agency or growth environment.

Deep knowledge of performance creative across paid media channels (Meta, TikTok, YouTube, Google, LinkedIn).

Strong analytical mindset, comfortable pulling and interpreting data from Ads Manager, Google Analytics, or internal dashboards.

Skilled communicator and storyteller, able to simplify complexity and inspire both creative and analytical audiences.

Hands-on experience with creative testing, data-driven iteration, and performance optimization.

Excellent project management and organization skills; able to balance multiple priorities and deadlines.

Familiarity with UGC and influencer creative trends is a plus.

A passion for creative that performs, and for the data that proves it.

Work Environment
Gupta Media is an office-first organization.

Our Commitment
At Gupta Media, we work hard every day to be better at all that we do — and that includes fostering a diverse and inclusive community that encourages and respects a broad range of backgrounds, experiences, and ideas.

Compensation
At Gupta Media, base salary is one component of our total compensation and benefits package. For this role, the anticipated base salary range is $100,000 - $130,000 depending on relevant experience, skills, and qualifications. This role is eligible to participate in our annual bonus plan, which is based on the company's performance. We offer a competitive benefits package including health, dental, vision, and pet insurance; Flexible and Dependent Care Savings Accounts; a 401(k) with up to 5% Safe Harbor contributions; paid time off; paid family leave; commuting and wellness stipends; and opportunities for professional development and career growth.

Candidates must be authorized to work in the US for at least 3 years.