Freelance Director of Sales

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 forB2B 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 career@playbook.com. We prefer email as Linked In messages often get lost in the noise.