B2B Head of Sales

Full-time Remote Designity is a Creative-as-a-Service (CaaS) platform redefining how brands scale their creative and marketing efforts and teams. We connect brands with top creative and marketing experts, guided by experienced Creative Directors and powered by a collaborative platform that delivers fast, high-impact results. ‍ Trusted by brands like Calendly, Kung Fu Tea, and Marriott, Designity offers a more cost-efficient and flexible alternative to expensive agencies and in-house teams - while giving top creatives the environment to do their best work. ‍ As the Head of Sales, you’ll build, lead, and scale a high-performing B2B sales organization responsible for outbound pipeline generation and closing high-value, long-term accounts. ‍ You’ll oversee both BDRs and Account Executives, develop scalable sales processes, implement KPI-driven performance systems, and drive predictable revenue growth. ‍ Your leadership will be instrumental in designing a repeatable, data-driven revenue engine supported by automation, AI tools, and strategic partnerships. ‍ If you’re energized by building systems, leading high-caliber talent, and executing a world-class sales motion in a fast-growing, tech-enabled organization, this role is built for you. ‍ Your Role: • Lead and mentor BDRs and AEs across the full B2B sales funnel, from outbound prospecting to closing • Build scalable processes focused on pipeline quality, conversion, and forecasting reliability • Define and track KPIs to measure performance, productivity, and revenue effectiveness • Develop and refine outbound and inbound strategies across phone, email, LinkedIn, and multi-touch campaigns • Maintain CRM accuracy and full pipeline visibility across all stages • Partner cross-functionally with marketing and product to align messaging and improve lead flow • Establish and manage strategic partnerships that expand reach and unlock new revenue streams • Contribute to annual planning, modeling, and iterative improvements to sales infrastructure What You Bring: • 7+ years in B2B sales, including 3+ in sales leadership • Proven success owning the full sales cycle and leading both BDRs and AEs • Track record building scalable pipelines and closing high-value deals in fast-growth environments • Strong skills in sales process design, KPI management, and performance optimization • Proficiency with CRM and sales engagement tools (HubSpot preferred) • Experience with multi-channel inbound and outbound execution • Ability to document, standardize, and scale repeatable sales processes • Data-driven mindset with strong forecasting and reporting skills • Effective cross-functional collaborator (marketing, product, leadership) • Experience in SaaS, tech, or creative services is a plus • Comfortable using AI and automation to improve speed, qualification, and efficiency As we partner closely with clients across the U.S., we ask for at least 6 hours of overlap with U.S. Eastern Time (EST) to make collaboration easy and effective ‍ What You’ll Enjoy: • Career-defining opportunity in a high-growth, category-redefining company • Full ownership of your function and a seat at the leadership table • Working remotely in a vibrant virtual office with exceptional talent from around the world • Paid PTO to relax and recharge • Professional growth opportunities and ongoing skill development • A fast-moving, supportive team environment To be considered for this role, please complete your application at designity.com/careers/b2b-head-of-sales Our team reviews every submission carefully and will contact candidates who best fit the role within 2–3 weeks. ‍ Thank you for your interest in Designity. We truly appreciate the time and effort you put into applying. At Designity, employment decisions are based on business needs, qualifications, and merit. We’re an Equal Opportunity Employer that values diversity in backgrounds, perspectives, and experiences; it’s what makes our team and our work stronger. ‍ Be cautious when applying. Official communications from Designity will come only from the Designity.com domain. We will never request payment details. Beware of scammers using fake domains like Designity.team to attempt fraud. A Design System That Guarantees Success Creative Collaboration Inside a Fully Managed Design Process Fully Remote Choose where you want to work and how you want to work. Say goodbye to long commutes and fancy slacks! Flexible Hours Great performance starts with you. Start your day early or late, with a flexible work schedule made by you. Flexible Vacations Love what you do on and off the clock! Never pass up another opportunity to get away from your computer and explore the world. Clear Growth Plan A strategic plan to help you grow in every aspect of your life, not just your career. We will work with you towards attaining those goals. Yearly Meet Ups Meet the Designity community face-to-face with annual meet-ups in cities across the globe. It's on us! Healthcare & More You deserve the best as a member of our community. Get access to great health benefits, 401k matching, and more. Designity Core Values Transparent & Honest Trust is gained through transparency and honesty. We reject ego and welcome all feedback, whether positive or negative. We make decisions based on facts rather than emotions. Positive Attitude & Respectful A positive attitude enables us to do everything better. Sometimes, we can't change the wind direction, but we can adjust our sails to reach our destination. We empower each other, rather than restrict. Quality & Excellence We are a community committed to excellence, where quality means doing it right even when no one is looking. So, we don’t just complete tasks—we ensure they meet the highest standards and we double-check our work. Responsible & Reliable Actions speak louder than words. We take full responsibility for problems and provide solutions proactively. We openly discuss our failures, learn from them, and refrain from blaming others. Fast & Focused We operate with a sense of urgency and set deadlines wisely. "Clean your home in three days or three hours—the time you allot is the time it takes." We use our calendar to optimize our workflow and accomplish tasks without distractions