Senior Sales Account Executive, Pressable

Automattic
Anywhere
Workplace: RemoteFull timeUSD 140,000 - 200,000 annuallyFunction: SalesSkills: ["Consultative selling","Negotiation","Communication","Strategic thinking","Relationship-building"]

Own complex sales opportunities end-to-end for Pressable’s WordPress hosting, guiding larger agency and mid-market customers from deep discovery through negotiation and close. Build relationships with technical contacts and executives, lead consultative conversations, and develop tailored proposals, pricing, and commercial structures. Use AI tools to accelerate research, insight, and follow-up while coordinating cross-functional partners to deliver winning outcomes and drive new logo acquisition and strategic expansion.

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FursaFursa
Automattic
Automattic
1 month ago

Senior Sales Account Executive, Pressable

✓ Verified Job

Canonical indexed version, validated from employer's careers page.

Source: Company careers pageValidated by: Fursa AI
Last checked: 3 hours agoStatus: Live
Reposted: similar role first listed 1 month ago

Job Summary

Own complex sales opportunities end-to-end for Pressable’s WordPress hosting, guiding larger agency and mid-market customers from deep discovery through negotiation and close. Build relationships with technical contacts and executives, lead consultative conversations, and develop tailored proposals, pricing, and commercial structures. Use AI tools to accelerate research, insight, and follow-up while coordinating cross-functional partners to deliver winning outcomes and drive new logo acquisition and strategic expansion.
Location: Anywhere
Workplace: Remote
Employment Type: Full time
Job Function: Sales
Seniority: Mid level

Key Responsibilities

  • •Own and manage larger, complex agency and mid-market opportunities from discovery through close.
  • •Lead deep technical and business discovery, presenting tailored solution walkthroughs and business conversations.
  • •Develop proposals, pricing recommendations, and commercial packages aligned to customer requirements and company goals.
  • •Lead contract and negotiation strategy, balancing creativity, customer value, and business judgment.
  • •Maintain disciplined pipeline management and use AI tools for sales research, preparation, and deal analysis; coordinate with Solutions, Support, and Product partners.

Pay and Benefits

Salary: USD 140,000 - 200,000 annually
Perks:Health InsuranceDentalVision401kRemote WorkPaid LeaveHome OfficeLearning Budget

Key Requirements

  • •6+ years of SaaS sales experience selling hosting-related solutions (managed hosting or WordPress hosting strongly preferred).
  • •Proven success selling sophisticated, high-value solutions with longer, consultative deal cycles.
  • •Experience selling to agencies, mid-market customers, or technical buyers.
  • •Strong discovery, consultative selling, and negotiation skills.
  • •Technical fluency and credibility discussing WordPress, hosting, infrastructure, and platform concepts; proficiency with CRM systems (e.g., HubSpot).
Experience:SaaSHostingWordPress hosting
Skills:Consultative sellingNegotiationCommunicationStrategic thinkingRelationship-building
Languages:English
Tech Stack:HubSpotWordPressWooCommerceJetpack

Company Brief

Automattic
Automattic builds and operates web publishing and commerce products including WordPress.com, WooCommerce, Jetpack, Tumblr, and WordPress VIP, providing hosting, developer tools, and services to help individuals and businesses publish and sell online.
Industry: Publishing
Company Size: Enterprise (1,001+ employees)
Growth: Established Company
Valuation: Unicorn (USD 1B+)
Funding: Series E+
Headquarters: San Francisco, United States
Founded: 2005
Glassdoor
Glassdoor: 2.9
WebsiteLinkedInGlassdoor