Role Description Pressable is hiring a Senior Solutions Engineer to own our pre-sales engineering motion and help us win and onboard the right customers. As our founding pre-sales individual contributor, you’ll partner directly with the VP to define and codify our technical sales motion. You will partner with Account Executives and Agency Partners to qualify opportunities, architect the right solutions, build confidence through demonstrations and migration planning, and ensure new customers land on our platform with a clear path to success. Your primary motion is proactive and deal-oriented: - Guiding prospects through technical discovery and solution definition. - Effectively differentiating Pressable’s products and services. - Setting prospects up for successful handoff to Customer Success teams. This role is ideal for someone equally comfortable talking to executives about business outcomes and logging into a server to audit a slow query or benchmark a migration environment. As a Solutions Engineer, you will: - 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. Qualifications - Experience leading the technical pre-sales motion for a SaaS, managed hosting, or platform product. - Collaborating closely with Sales teams as their technical sales partner. - Building technical proposals, architecture documents, and migration runbooks for complex WordPress environments. - Translating performance and reliability improvements into clear commercial value for customers. - Conducting competitive positioning through TCO analyses, RFP responses, and head-to-head comparisons. - 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. - Community presence through speaking at WordCamps, publishing technical content, or contributing to the WordPress ecosystem. - 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. - 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. - In-depth knowledge of WordPress and managed hosting. - Strong analytical and problem-solving skills. - High attention to detail in technical specifications, proposals, and migration plans. - Ability to work collaboratively with Sales, Support, Product, and Engineering. - Drive customer-specific innovation by thinking like a senior architect. Success in this role looks like: - Higher technical win rate on strategic deals. - Establish clear Rules of Engagement (ROE) with the Sales team. - Pipeline velocity increases on complex opportunities. - High-quality pre-sale handoffs to the TAM. - Measurable performance gains documented in proposals. - Strong feedback from Sales, A4A Partner Managers, and Agency Partners. - Reusable pre-sales assets that improve Sales’ and A4A’s ability to handle standard deals. - Documented improvements in proposal quality, deal cycle time, or migration planning accuracy. - Pressable’s technical brand grows in the WordPress community. - Repetitive pre-sales tasks are automated or AI-assisted. 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 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. Salary Range $120,000 - $180,000 USD OTE. Please note that while salary ranges are presented here in USD, we will pay in local currency. We are searching for high-caliber candidates with the skills and qualities to have a net positive for Pressable. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated for the right candidate.