Automattic
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About Automattic
Automattic wants to make the web a better place. Our family includes Jetpack, WooCommerce, Longreads, WordPress.com, and more. With WordPress.com, you can create beautiful websites and blogs for free and enhance those sites with our premium services. A fully distributed company, Automattic - celebrating ten years in 2015 - has over 500 staff in more than 50 countries. We're hiring!
20 hours ago
Senior Sales Account Executive, Pressable
Full-time
Senior
Account Executive
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Description
- Pressable seeks an experienced, motivated, and empathetic professional with the expertise to help us meet or exceed aggressive growth goals for our superb WordPress hosting company.
- 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.
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Requirements
- 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.
- 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.
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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.