Director of Sales, Ad Agencies

Skai•New York, NY

21h•Hybrid

About The Position

Skai is seeking a Director of Sales for their US Independent Agency Team. This role is responsible for generating new agency accounts, owning the Go-To-Market (GTM) sales process, and developing strategic agency partnerships. The work environment is fast-paced and entrepreneurial, with a focus on working hard, playing hard, and delighting customers. This role rewards individuals who can change how buyers think, not just build relationships.

Requirements

5+ years in AdTech, commerce media, or AI/data SaaS sales, with a documented track record of exceeding quota in complex, multi-stakeholder environments.
Experience selling into independent agencies specifically is strongly preferred.
Passion for your craft! A willingness to learn and develop every day
Proven ability to run a full discovery-led sales process: mapping stakeholders, surfacing unconsidered problems, and building consensus across agency principals, strategists, and ops leads simultaneously. You don't wait for a champion to pull you through; you build the map yourself.
A proven track record with independent agencies and Founder/C level clients
Running a consultative and complex sales cycle for small to large agency organizations
A genuine point of view on where AI is (and isn't) delivering for media buyers today. You bring insight into conversations before you're asked for it, and you're comfortable challenging a prospect's assumptions when the data supports it. Collaborative by default, direct when it matters.
Strategic and creative commercial thinking: the ability to diagnose an agency's real growth constraints (not just their stated tool needs) and construct partnership structures that create durable value for their business and yours. You think in business outcomes, not feature sets.

Nice To Haves

Experience selling into independent agencies specifically is strongly preferred.

Responsibilities

Outwork the competition!
Develop relationships both internal and external
Own net new revenue, retention, and expansion across a defined book of independent agency accounts, including regional GTM planning that reflects how independent agencies actually buy (no procurement, principal-led decisions, margin-sensitive).
Build and maintain a high-quality pipeline through disciplined discovery, active multithreading across agency stakeholders (strategist, data/ops lead, principal), and rigorous account planning — with forecasts grounded in verified buyer intent, not activity.
Lead the full sales cycle — from discovery through negotiation, pricing, and contract close: in partnership with the EVP. Apply constructive pressure at key stages to keep deals moving without defaulting to discount.
Bring a differentiated commercial point of view into every account: reframing how agencies think about AI-driven optimization and commerce media, not just responding to existing briefs. Develop account-level strategies that create expansion opportunity beyond the initial sale.
Collaborate cross-functionally with Industry leads, Client Success, Product, Legal, and EVP to ensure clean handoffs, accurate scoping, and long-term agency partnership health, and feed ground-level agency insight back into product and GTM strategy.
Be the CEO of your desk! Manage consistent quality pipeline development, account planning, revenue forecasting and internal resource utilization
Drive a regional TAM and GTM strategy in collaboration with your EVP, SDR and Marketing support team
Get out there! Develop budgets for client visits and industry events necessary for quota success
Know your industry! Know the AdTech, MarTech and Independent Agency landscapes
Know your clients! Understand how independent agencies like to do business and make profit