Pressable is seeking an experienced, strategic, and consultative Sales Account Executive (SAE) to help drive growth across larger agency and mid-market customers. You’ll own complex sales opportunities end-to-end, from deep discovery through negotiation and close, and serve as a trusted advisor to customers with sophisticated performance, scale, and workflow requirements. This is a senior individual contributor role designed for someone who thrives in longer sales cycles, multi-stakeholder environments, and consultative selling motions. 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. Key Responsibilities: - Own and manage larger, more complex agency and mid-market opportunities from discovery through close. - Build and manage relationships with both technical contacts and executive or business decision-makers. - Position Pressable’s platform as a long-term strategic partner for agencies and mid-market customers. - Lead deep technical and business discovery to understand customer goals, constraints, and success criteria. - Deliver compelling presentations, solution walkthroughs, and business conversations tailored to the customer’s needs. - Develop proposals, pricing recommendations, and commercial packages that align customer requirements with company goals. - Lead contract and negotiation strategy in partnership with leadership. - Maintain disciplined pipeline management, forecasting, and deal documentation in HubSpot. - Use AI tools to support account research, discovery preparation, deal analysis, and follow-up drafting.
- 6+ years of SaaS sales experience, including selling hosting-related solutions; managed hosting or WordPress hosting experience strongly preferred. - Demonstrated success selling sophisticated, high-value solutions with longer or more consultative deal cycles. - Experience selling to agencies, mid-market customers, or technical buyers. - Strong discovery, consultative selling, and negotiation skills. - Strong business acumen with the ability to connect customer needs to commercial outcomes. - Excellent communication skills across both technical and non-technical audiences. - Strong technical fluency, comfort, and credibility discussing WordPress, hosting, infrastructure, and platform-related concepts. - Proven ability to negotiate creatively, manage complexity, and solve problems in a way that creates value for both the customer and the business. - Strategic mindset with the ability to shape deal strategy, prioritize effectively, and operate with a high level of autonomy. - Collaborative working style and a track record of partnering well across sales, marketing, product, support, and technical teams. - Adaptability, sound judgment, and a proactive, results-oriented approach. - Ability to manage multi-stakeholder conversations and non-linear deal processes. - Comfort translating technical platform capabilities into clear business value. - 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.