Sales Account Executive

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Pressable

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2010

☁️ SaaS

🤝 B2B

🏢 Enterprise

💰 $1.5M Venture Round - Pressable on 2015-04

SaaS • B2B • Enterprise

Pressable is a managed WordPress hosting provider built on Automattic’s WP Cloud that delivers enterprise-grade, autoscaling cloud infrastructure and a global CDN for WordPress and WooCommerce sites. It offers managed hosting plans and white‑label solutions for agencies, developer‑friendly tools (SSH, Git, WP‑CLI), free expert migrations, 24/7 WordPress expert support, and security features (Jetpack Security, WAF, backups). Pressable also provides an AI-powered management product (Pressable MCP) to automate site creation, configuration, monitoring, and other WordPress workflows. Customers include agencies, ecommerce stores, high‑traffic and enterprise sites.

📋 Description

• 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. • Collaborate with Solutions, Support, and Product teams to improve playbooks, pricing guidance, and feedback loops for strategic deals.

🎯 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.

🏖️ Benefits

• Health Benefits for US-based staff (99% Paid Employee Medical, Dental, and Vision). • Matching 401(k) for US-based staff. • Life and Disability Insurance for US-based staff (100% Paid Life & LTD). • Work from home with a home office setup and coworking allowances. • Open vacation policy (no set number of days per year). • Hardware and software, books or conferences that promote continued learning.