Senior Sales Account Executive, Pressable
$140,000–$200,000 year
Remote
Job Summary
Own and manage complex agency and mid-market WordPress hosting opportunities from discovery through close, acting as a trusted advisor to technical and executive stakeholders. Lead deep discovery sessions to understand customer goals, develop tailored proposals and pricing, and negotiate commercial structures while coordinating with Solutions, Support, and Product teams. Maintain disciplined pipeline management in HubSpot, forecast revenue against individual quotas, and proactively execute outbound plans for named account mapping. Leverage AI tools to support research, deal analysis, and follow-up drafting, applying human judgment to optimize the sales process. Collaborate cross-functionally to refine playbooks and provide structured product feedback based on real customer conversations.
Required Qualifications
- 6+ years of SaaS sales experience
- 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
- 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
- Effectiveness in occasionally shifting hours across weekends and odd hours to best coordinate with a global team
- Candidates must be located in Latin America and North America only
Desired Qualifications
- Managed hosting or WordPress hosting experience
- Experience selling to agencies, developers, or infrastructure-aware customers
- Experience working in sales environments that leverage AI for efficiency and insight
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