Sales Account Executive

Pressable is a world-class managed WordPress hosting provider seeking an experienced Sales Account Executive to drive growth through a consultative sales approach. The role involves managing the full sales cycle, building customer relationships, and leveraging AI tools to enhance sales effectiveness.

Responsibilities:

• Own the full sales process from initial customer engagement through close for mid-market and agency new business opportunities
• Build relationships with prospective customers and understand their business needs, technical requirements, and growth goals
• Conduct discovery calls, solution discussions, and presentations that clearly communicate the value of Pressable’s managed WordPress hosting platform
• Recommend the right products, packages, and terms to set customers up for long-term success
• Prepare proposals, pricing, and quotes that align with customer requirements and standard company guidelines
• Manage follow-up, pipeline progression, and next steps consistently across the sales cycle
• Drive new business through a mix of company-generated opportunities, outbound prospecting, and relationship-based selling
• Pull in technical or leadership partners when needed to support the deal and ensure customer confidence
• Handle commercial conversations confidently and partner internally on non-standard contract or custom-term negotiations as appropriate
• Support onboarding and maintain customer relationships that create opportunities for retention, upsell, and cross-sell
• Stay informed on market trends, competitive offerings, and customer pain points to improve effectiveness and win rates
• Own an individual revenue quota across new logo acquisition and strategic expansion within larger agency and mid-market segments
• Maintain disciplined pipeline management, forecasting, and deal documentation in HubSpot
• Ensure opportunities are properly qualified, structured, and progressed with clear next steps
• Identify expansion and long-term growth opportunities within high-value accounts
• Use AI tools to support account research, discovery preparation, deal analysis, and follow-up drafting
• Leverage call transcripts and AI-generated insights to identify objections, patterns, and next steps
• Apply judgment to AI outputs, knowing when to rely on automation and when human decision-making is required
• Collaborate with Solutions, Support, and Product teams to improve playbooks, pricing guidance, and feedback loops for strategic deals
• Contribute structured product and market feedback based on real customer conversations

Requirements:

• 3+ years of SaaS sales experience; experience in hosting, infrastructure, WordPress, or adjacent technology categories is strongly preferred
• Proven ability to manage opportunities through a full sales cycle and consistently hit or exceed targets
• Strong communication and presentation skills with the ability to engage both technical and non-technical buyers
• Consultative selling mindset with strong discovery, follow-up, and customer-facing problem-solving skills
• Technical curiosity and enough fluency to confidently discuss managed hosting and related customer requirements
• Strong organizational skills and a disciplined approach to pipeline management and execution
• Ability to collaborate effectively with internal partners across sales, marketing, support, and technical teams
• Results-driven, adaptable, and motivated by helping customers find the right solution. Strong judgment and prioritization skills in a fast-paced, evolving environment
• Proficiency with CRM systems (e.g., HubSpot), and disciplined pipeline management
• Comfort using AI-assisted sales tools to support research, preparation, follow-up, and deal analysis
• Experience selling to agencies, developers, or infrastructure-aware customers
• Experience working in sales environments that leverage AI for efficiency and insight