Freelance Director of Sales

Company Description

Playbook is an AI-native Digital Asset Management (DAM) and Product Information Management (PIM) platform built to be the organized home for all creative work. By combining Pinterest-simple design with Enterprise-grade automation, Playbook streamlines how teams share and collaborate on visual projects. Our proprietary AI-driven engine automatically imports, tags, and categorizes entire media libraries in minutes - reclaiming valuable hours for creative and marketing professionals.

Apply below after reading through all the details and supporting information regarding this job opportunity.

Today, Playbook empowers 2.5 million creatives and 10,000 teams worldwide, ranging from boutique agencies and e-commerce brands to Global Enterprise marketing and leaders in Games, Marketing, Media, and Entertainment.

Role Description

This is a remote contract role for a Director of Sales Consultant. Earn 100% of every first-year contract you close - paid as invoices collect - plus 10% of the contract value in year two. No cap. No ceiling.

What you'll do

• Identify and close deals with creative teams, agencies, and brands that need an AI digital asset management solution
• Run your own outreach and pipeline using Playbook's sales materials and live demo environment
• Represent Playbook professionally - you're the first impression for many of our future customers

Who this is for

• B2B or SaaS sales and marketing professionals comfortable with consultative selling
• People with existing networks in creative, marketing, media, or agency spaces
• Self-starters who thrive without a quota, a manager, or a script
• Must reside in the United States
• Must be a Playbook user

What Playbook provides

• Full sales collateral - decks, one-pagers, demo access, and a dedicated onboarding call
• Commission paid as invoices collect - no waiting 90 days after close
• Direct access to the founding team for questions, product deep-dives, and deal support

How commissions are paid

• You earn 100% of the first-year contract value, paid to you as invoices are collected - monthly or quarterly depending on the customer's billing schedule. Year 2 renewals pay a 10% residual on the contract value, automatically. No chasing payments. No 90-day holds.

To apply, please send your resume directly to . xhyhwjd We prefer email as LinkedIn messages often get lost in the noise.