Full-Time

Director of Deal Desk

Posted on 5/12/2026

Superside

Superside

1,001-5,000 employees

Subscription-based on-demand design for enterprises

No salary listed

Latin America

Remote

Category
Business & Strategy (2)
,
Required Skills
Data Analysis
Requirements
  • Significant experience in Deal Desk, sales operations/strategy, or a pricing/scoping role within a creative, marketing, or professional services environment.
  • Proven track record managing or leading a team, with the ability to develop talent and maintain high-quality output in a fast-paced environment.
  • Strong commercial acumen — able to structure deals that are both competitive for customers and margin-sound for the business.
  • Analytical and data-driven, with the ability to track performance, identify patterns, and make evidence-based recommendations.
  • Genuine curiosity about and fluency with AI tools — particularly as they apply to commercial operations, proposal generation, and workflow automation.
  • Highly organized, with the ability to manage multiple concurrent deals and priorities without losing accuracy or responsiveness.
  • Strong communication skills — clear, concise, and credible with both internal stakeholders and, when needed, customers.
Responsibilities
  • Own end-to-end pricing and scoping support for the largest enterprise deals, ensuring commercial accuracy and alignment with Superside's service offerings and delivery capacity.
  • Review and validate your team's scopes, pricing structures, and deal configurations across the opportunity pipeline.
  • Partner closely with Account Executives and the broader Solutions team to translate discovery findings and customer requirements into commercially viable proposals.
  • Partner with internal subject matter experts to strengthen scoping and solution quality on complex, high-stakes deals.
  • Champion the use of AI tools to accelerate Deal Desk operations — from automating scope generation and pricing lookups to surfacing insights from historical deal data; in close collaboration with the Head of Solutions Operations and Enablement.
  • Identify where AI can reduce manual effort and increase speed and accuracy across the pricing & scoping workflow, and lead the implementation of the improvements.
  • Stay current on AI developments relevant to commercial operations, sales enablement, and proposal automation.
  • Model AI-forward ways of working for the Deal Desk team and the broader Solutions function.
  • Manage and develop a team of Deal Desk Associates, setting clear priorities, quality standards, and turnaround expectations.
  • Act as the escalation point for the team on complex, ambiguous, or high-stakes deals requiring senior judgment.
  • Drive continuous improvement across Deal Desk workflows, tooling, and documentation — building a function that scales with deal volume without sacrificing quality.
  • Define and track team performance metrics, including deal velocity, pricing accuracy, and SLA adherence.
  • Own Deal Desk reporting — including pricing patterns, deal velocity, win/loss trends, and scope accuracy — and surface insights to the Head of Solutions.
  • Maintain and enforce pricing governance frameworks, ensuring deals are structured within approved parameters and exceptions are handled with appropriate visibility.
  • Build and maintain playbooks, pricing guides, and reference documentation that empower the team and sales partners.

Superside provides on-demand design services for businesses, offering graphic design, illustration, motion design, and branding for marketing, creative, and product teams in medium-to-large enterprises. It uses a subscription model where clients pay monthly to access a dedicated team of designers, with plans based on service level and design hours to keep costs predictable. The company focuses on delivering a steady, reliable design resource for enterprises that don’t want to maintain an in-house team. Its goal is to help enterprise teams produce high-quality design outputs at scale with predictable budgeting by outsourcing design work to a stable resource.

Company Size

1,001-5,000

Company Stage

Series A

Total Funding

$35.1M

Headquarters

Wilmington, Delaware

Founded

2015

Simplify Jobs

Simplify's Take

What believers are saying

  • $30M Series A from Prosus Ventures funds South African expansion.
  • Superads AI tool launched to maximize campaign ROI for clients.
  • Gradwell Sears hired as first Chief Creative Officer in 2026.

What critics are saying

  • Adobe Firefly commoditizes design, eroding Superside's premium pricing now.
  • Cisco and Walmart adopt in-house AI, causing client churn in 12 months.
  • EU AI Act in 2026 triggers IP lawsuits over training data.

What makes Superside unique

  • Superside employs top 1% global creatives across 72 countries for 24/7 coverage.
  • Proprietary platform enables 30-minute project starts without pitches.
  • Subscription model delivers 94% three-year ROI versus traditional agencies.

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Benefits

Remote Work Options

Flexible Work Hours

Performance Bonus

Growth & Insights and Company News

Headcount

6 month growth

2%

1 year growth

1%

2 year growth

0%
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