Sales Account Executive, Pressable

Pressable ("Word Press hosting that means business") seeks an experienced, motivated, and empathetic professional with the expertise to help us meet or exceed aggressive growth goals for our superb Word Press hosting company.

Pressable is seeking an experienced, strategic, and consultative Sales Account Executive (SAE) to convert qualified prospects into customers through a consultative, solution-oriented sales approach. This role is responsible for managing opportunities from discovery through close, building strong customer relationships, and helping prospects select the right solution for their business needs.

The SAE is a full-cycle seller focused on high-value new business opportunities across Pressable’s target market. You will work with both inbound and self-generated opportunities, run a disciplined sales process, and drive deals forward with strong discovery, solution alignment, and commercial execution. The role requires technical fluency, solid business judgment, and the ability to build trust with prospective customers while moving opportunities efficiently from initial engagement through close.

The SAE role is intentionally structured to leverage AI as a force multiplier for research, preparation, and insight, while keeping human judgment, relationship-building, and decision-making at the center of the sales process.

You will report to the Head of Sales & Enablement and work closely with Solutions, Support, and Product partners to ensure high-quality execution across strategic opportunities.

This is a senior individual contributor role designed for someone who thrives in longer sales cycles, multi-stakeholder environments, and consultative selling motions.

Strategic Deal Ownership

• 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 Word Press 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.

Pipeline & Account Management

• Maintain disciplined pipeline management, forecasting, and deal documentation in Hub Spot.
• Ensure opportunities are properly qualified, structured, and progressed with clear next steps.
• Identify expansion and long‑term growth opportunities within high‑value accounts.

AI-Assisted Sales Execution

• 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…