Director of Sales, Healthy

Overview

Optimism is a digital publisher focused on wellbeing. We conceive, launch, and operate digital brands across health, wellness, longevity, and lifestyle. With an email-first approach, our goal is to transform the inbox into a healthier alternative to social media feeds — a place where readers can curate content that informs, inspires, and supports better daily habits.

All Healthy is a daily health and wellness newsletter sent to over 1.3 million readers each morning. In just five minutes a day, we deliver practical, evidence-informed insights across nutrition, fitness, longevity, mental wellbeing, and everyday healthy living. Our audience turns to All Healthy for clarity and simplicity in a crowded wellness landscape. We partner with thoughtful, high-quality brands that align with our mission and provide real value to our readers.

Sponsor ships are deeply integrated into the editorial experience, prioritizing trust, performance, and long-term brand relationships over one-off placements.

As the Director of Sales, you will own and drive revenue growth for All Healthy, with a strong focus on direct brand partnerships. You will manage the full sales lifecycle, from outbound prospecting and relationship development to closing, execution, and post-campaign reporting. This is a hands-on, high-impact role for someone who thrives in an entrepreneurial environment, is comfortable wearing multiple hats, and is excited to help shape the future of our sponsorship offerings.

While you will have limited account management support for asset collection and approvals, you will be responsible for overall client success and revenue outcomes.

• Manage and grow direct sales and partnerships, including prospecting, pipeline development, optimization, upselling, and renewals
• Secure new partnerships primarily through flat-fee newsletter sponsor ships
• Cross-sell web and social offerings when partners are looking to expand beyond the inbox
• Develop a deep understanding of partner objectives and align them with All Healthys audience and editorial approach
• Collaborate closely with the Editorial team to ensure campaigns are on-brand and resonate with our readers
• Manage the sponsorship calendar to optimize campaign volume and revenue
• Help evolve our internal direct sales channel by ideating and launching new ad products, formats, and capabilities
• Stay current on industry trends and performance benchmarks, using insights to refine strategy and improve sponsor results

• Minimum 3 years experience selling newsletter sponsor ships or similar digital media products
• Minimum 2 years experience using CRM tools for prospecting and pipeline management (Clay, Apollo, and/or Instantly, ideally)
• An existing network of brands or agencies you can activate for All Healthy and related brands
• Proven ability to build long-term, repeat partnerships
• Strong cross-functional collaboration skills, particularly with editorial and operations teams
• Exceptional attention to detail and organizational skills
• Self-motivated, proactive, and comfortable operating with autonomy
• Ability to prioritize effectively and manage tight deadlines
• Comfortable learning quickly and adapting in a fast-paced environment

This position is remote, typically Monday through Friday. Pacific Standard Time preferred for maximum team synchronous working time.

Total anticipated earnings: $175,000-$225,000. Base salary: $100,000-$120,000 plus commission and bonus plan.

Optimism offers a comprehensive compensation and benefits package, including low-cost medical, dental, and vision insurance, a 401(k)-retirement plan with employer match, and company-paid short-term disability.

Optimism is an Equal Opportunity Employer, and qualified candidates are encouraged to apply online by submitting their resume and cover letter detailing their qualifications and experience.