Senior Solutions Engineer

Automattic

. Own the technical pre-sales process end-to-end, from discovery and solution design through product demonstrations, technical proposals, and migration planning for prospective customers.

Posted 4/21/2026full-timeRemote • 🌎 Anywhere in the WorldSenior💰 $120,000 - $175,000 per yearWebsite

Tech Stack

Tools & technologies

CloudDNSWordPress

About the role

Key responsibilities & impact

Own the technical pre-sales process end-to-end, from discovery and solution design through product demonstrations, technical proposals, and migration planning for prospective customers.
Partner closely with Sales, Woo, and Automattic for Agencies (A4A) on strategic opportunities, leveraging your technical expertise to become the trusted advisor to prospect developer teams, IT and operations teams, and leadership.
Lead technical discovery conversations that surface architecture complexity, risk, and opportunity, and use those findings to build a compelling, right-sized solution for each prospect.
Architect migration plans for complex sites (single-site, Multisite, WooCommerce), including database moves, DNS strategy, caching/CDN configuration, performance tuning, and risk mapping, and then hand off cleanly to the TAM or migration team for execution.
Run pre-migration performance benchmarks and document the case for how Pressable will measurably improve a prospect’s current environment (TTFB, page load, stability, ops savings).
Design and implement a scalable pre-sales engagement model, creating reusable assets (demo environments, standard performance benchmarks, technical qualification frameworks) that empower Account Executives to confidently close standard deals without SE intervention.
Conduct competitive analysis and position Pressable against other hosts (WP Engine, Kinsta, Pantheon, etc.) with clear, factual TCO and performance comparisons.
Represent Pressable in the broader WordPress community—at WordCamps, agency partner events, webinars, and through published content—building Pressable’s reputation as the technical choice for serious WordPress professionals.
Feed structured, field-sourced insights back to Product and Engineering from what you’re seeing in pre-sales conversations, contributing to roadmap decisions and sales positioning.
Provide a clean, documented handoff to the TAM at deal close, including full context on the customer's architecture, risk areas, goals, open items, and first-90-days priorities.
Push the boundaries of AI in hosting by going beyond day-to-day usage: experiment with new AI-driven ways to work with the application layer, redesign how customers interact (or don’t need to interact) with the platform, and integrate adjacent systems; then turn field learnings into commercially grounded, AI-powered product ideas (for example, auto-generated performance analyses, migration runbooks, or risk maps) that expand what the platform can do for prospects and accounts.
Steer discussions with senior prospect leadership regarding technical and product strategy, trade-offs, and risk management during the evaluation process.

Requirements

What you’ll need

Leading the technical pre-sales motion for a SaaS, managed hosting, or platform product.
Collaborating closely with Sales teams as their technical sales partner, on primarily pre-sales solutions engineering, implementation planning, and driving new revenue opportunities.
Building technical proposals, architecture documents, and migration runbooks for complex WordPress environments.
Translating performance and reliability improvements into clear commercial value for customers: conversion, revenue, support load reduction, operational savings.
Competitive positioning: you’ve done TCO analyses, RFP responses, and head-to-head comparisons, and you know how to play to your platform’s strengths.
Influencing prospect decisions using tools like GTMetrix, Lighthouse, Google PageSpeed Insights, WP-CLI, and wp-doctor.
Evaluating and selecting AI and automation tools that improve observability, troubleshooting, and proposal quality without adding unnecessary complexity.
Community presence: you've spoken at WordCamps, published technical content, or contributed to the WordPress ecosystem in ways that build credibility with agency and developer audiences.
Remaining composed and decisive in high-stakes, fast-moving sales situations.
Distilling customer goals and complex technical requirements into concrete next steps and clear proposals.
Proven experience in solutions engineering or technical pre-sales within the web hosting or CMS ecosystem. You must possess a deep understanding of modern web architectures and server-side performance, paired with the aptitude to rapidly master Pressable’s specific WP Cloud infrastructure.
2+ years of WordPress development experience (required).
5+ years of overall experience in solutions engineering, pre-sales, or technical consulting preferred.
Outstanding verbal and written communication skills to effectively interact with both technical and non-technical stakeholders.
In-depth knowledge of WordPress and managed hosting, with the specific ability to articulate the distinct advantages of WP Cloud over traditional containerized or shared managed hosting.
Strong analytical and problem-solving skills to diagnose and scope technical risk quickly during the pre-sales cycle.
High attention to detail in technical specifications, proposals, and migration plans.
Ability to work collaboratively with Sales, Support, Product, and Engineering to build a cohesive, winning technical narrative.
Drive customer-specific innovation by thinking like a senior architect: challenging customers to adopt new deployment models, explore AI-assisted developer workflows, and reimagine how their systems interact so they can achieve an AI-first architecture with less manual oversight and human intervention.

Benefits

Comp & perks

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 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.

ATS Keywords

✓ Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

pre-sales engineeringtechnical proposalsarchitecture documentsmigration runbooksWordPress developmentperformance tuningrisk mappingAI-driven product ideasdatabase migrationDNS strategy

Soft Skills

communication skillsanalytical skillsproblem-solving skillscollaborationdecisivenesscustomer-focused innovationleadershipinfluencingattention to detailtechnical storytelling