Senior Sales Account Executive

This is a fully remote position, open to applicants in United States.

📋 Description

• Take ownership of and oversee complex agency and mid-market opportunities from initial discovery to closing.

• Foster and maintain relationships with both technical contacts and executive-level decision-makers.

• Position Pressable’s platform as a long-term strategic ally for agencies and mid-market customers.

• Conduct thorough technical and business discovery to comprehend customer objectives, limitations, and success criteria.

• Manage intricate opportunities involving multiple stakeholders, technical specifications, custom commercial arrangements, and unique deal terms.

• Serve as the lead coordinator throughout the deal cycle, aligning technical experts and internal teams to advance opportunities efficiently.

• Deliver engaging presentations, solution demonstrations, and business discussions customized to meet customer needs.

• Create proposals, pricing recommendations, and commercial packages that synchronize customer requirements with company objectives.

• Direct contract and negotiation strategies in collaboration with leadership, balancing creativity, customer value, and sound business acumen.

• Keep a thorough awareness of the market, including customer demands, competitive dynamics, and industry trends, leveraging these insights to enhance deal strategies.

• Lead competitive positioning against alternative hosting platforms and infrastructure solutions, effectively communicating Pressable’s unique advantages in performance, support, and partnership.

• Facilitate successful onboarding and discover expansion opportunities by nurturing strong post-sale relationships with clients.

• Assist in new business development through pipeline conversion, relationship cultivation, and proactive opportunity generation.

• Strategically build and implement outbound plans targeting high-value accounts, including account mapping and executive-level outreach.

• Manage an individual revenue quota across new logo acquisition and strategic growth within the agency and mid-market segments.

• Maintain organized pipeline management, forecasting, and deal documentation in HubSpot.

• Ensure that opportunities are properly qualified, structured, and advanced with clear next steps.

• Identify opportunities for expansion and long-term growth within high-value accounts.

• Utilize AI tools to assist in account research, discovery preparation, deal analysis, and follow-up documentation.

• Analyze call transcripts and AI-generated insights to pinpoint objections, trends, and next steps.

• Exercise judgment regarding AI outputs, discerning when to rely on automation versus human decision-making.

• Collaborate with Solutions, Support, and Product teams to enhance playbooks, pricing guidelines, and feedback mechanisms for strategic deals.

• Provide structured product and market feedback based on authentic customer interactions.

⛳️ Requirements

• 6+ years of experience in SaaS sales, specifically in selling hosting-related solutions; managed hosting or WordPress hosting experience is highly preferred.

• Proven track record in selling complex, high-value solutions that involve longer or more consultative deal cycles.

• Experience engaging with agencies, mid-market clients, or technical buyers.

• Strong skills in discovery, consultative selling, and negotiation.

• Excellent business acumen with the capability to align customer needs with commercial outcomes.

• Exceptional communication abilities across both technical and non-technical audiences.

• High technical fluency and comfort level when discussing WordPress, hosting, infrastructure, and platform-related concepts.

• Demonstrated capability to negotiate creatively, manage complexity, and solve problems in a manner that adds value for both the customer and the business.

• A strategic mindset that enables shaping of deal strategies, effective prioritization, and the ability to work autonomously.

• A collaborative working approach with a history of successful partnerships across sales, marketing, product, support, and technical teams.

• Adaptability, sound judgment, and a proactive, results-driven attitude.

• Ability to manage conversations with multiple stakeholders and navigate non-linear deal processes.

• Proficiency in translating technical platform capabilities into clear business value.

• Strong judgment and prioritization skills in a dynamic, fast-paced environment.

• Experience with CRM systems (e.g., HubSpot) and disciplined pipeline management practices.

• Comfort in utilizing AI-assisted sales tools for research, preparation, follow-up, and deal analysis.

🏝️ Benefits

• Health benefits for US-based employees (99% Paid Employee Medical, Dental, and Vision).

• Matching 401(k) plan for US-based employees.

• Life and Disability Insurance for US-based employees (100% Paid Life & LTD).

• Work-from-home options with a home office setup and coworking allowances.

• Flexible vacation policy (no predetermined number of days per year).

• Provision of hardware, software, books, or conference attendance that foster continuous learning.