Senior Sales Account Executive, Pressable

Accountabilities

• Own strategic sales opportunities and drive revenue growth through consultative engagement with complex customers.
• Manage larger and more complex sales opportunities from initial discovery through negotiation and closing.
• Build trusted relationships with technical stakeholders, business leaders, and executive decision-makers.
• Lead consultative discovery sessions to understand customer objectives, technical requirements, challenges, and success criteria.
• Position the platform as a strategic solution for agencies and mid-market customers with advanced hosting and infrastructure needs.
• Collaborate closely with internal teams, including Solutions, Support, and Product, to successfully progress opportunities.
• Deliver tailored presentations, product demonstrations, proposals, and commercial discussions.
• Develop pricing strategies and negotiate contracts while balancing customer value and business objectives.
• Maintain strong pipeline discipline, forecasting accuracy, and opportunity documentation within CRM systems.
• Identify expansion opportunities and support long-term customer relationships after initial sales.
• Create and execute strategic outbound approaches, including target account mapping and executive outreach.
• Use AI-powered tools to support account research, sales preparation, follow-ups, and deal analysis while applying strong human judgment.
• Provide market insights and customer feedback to improve sales processes, product direction, and customer experience.

Requirements

• An experienced SaaS sales professional with a proven track record of closing complex deals and engaging technical and business audiences.
• Strong ownership of the entire deal lifecycle, combining business insight, technical understanding, and relationship-building skills.
• Demonstrated success managing complex, consultative sales cycles with multiple stakeholders.
• Experience selling to agencies, mid-market customers, developers, or technical buyers.
• Strong discovery, negotiation, and relationship-building skills.
• Able to translate technical platform capabilities into clear business value.
• A strong understanding of WordPress, hosting, infrastructure, and digital platform concepts.
• Excellent written and verbal communication skills across technical and non-technical audiences.
• Able to develop strategic deal plans and manage opportunities with autonomy.
• Proven ability to collaborate effectively with sales, marketing, product, support, and technical teams.
• Strong business judgment, adaptability, and a results-oriented mindset.
• Experience managing CRM systems such as HubSpot and maintaining accurate sales forecasts.
• Comfortable using AI-assisted sales tools to improve efficiency, research quality, and decision-making.

Preferred Qualifications

• Previous experience selling managed hosting or WordPress-related solutions.
• Experience working with agencies, developers, or infrastructure-focused customers.
• Familiarity with AI-enabled sales workflows and automation tools.
• Experience in fully remote or globally distributed organizations.

Benefits

• Competitive compensation package with a salary range of approximately $140,000-$200,000 USD OTE with a 60/40 commission split, adjusted based on location and experience.
• Fully remote working environment with flexibility to work from anywhere.
• Home office setup support and coworking allowances.
• Health, dental, and vision benefits for eligible employees.
• Employer-supported retirement plan contributions for eligible employees.
• Life and disability insurance coverage for eligible employees.
• Open vacation policy with flexible time off.
• Access to learning resources, books, conferences, and professional development opportunities.
• Opportunity to work with a global, distributed team building impactful technology solutions.
• A culture focused on autonomy, innovation, and continuous improvement.