Automattic · 2 days ago
Merchant Sales & Solution Engineer
United States
Full-time
Remote
Senior Level
$160K/yr - $185K/yr
5+ years expAutomattic is a company dedicated to democratizing commerce through open source, and they are seeking an experienced Sales & Solutions Engineer to build their technical sales motion. The role involves architecting merchant solutions, working with midmarket merchants, and influencing product roadmaps based on market feedback.
Computer Software
Responsibilities
Carry quota for net-new Midmarket merchants ($1M-$50M GMV), working primarily inbound, event, and partner-generated leads in competitive evaluations
Lead discovery and provide immediate value: Solve merchant problems from first conversation: answer technical questions, recommend plugins, troubleshoot architecture, suggest integrations. This consultative approach builds trust and accelerates closes
Architect comprehensive solutions blending WooCommerce core and plugins, WordPress plugins, strategic partner solutions (payments/shipping/tax/marketing/POS/ERP), hosting, Automattic products, and agency services
Navigate the open source ecosystem: Know which plugins/partners solve which problems, understand integration patterns, and advise when to build vs. buy vs. partner
Deliver demos that win: Customize to merchant use cases, adapt on the fly, make complexity simple. Build demo environments that showcase exactly what they need
Build compelling business cases: Show TCO across the platform, extensions, hosting, payments, and partners versus closed platforms
Position strategic partners (ShipStation, Avalara, Klaviyo, etc.) and coordinate bringing SMEs into deals
Own the close: Navigate procurement, address objections, deliver mutual action plans to signed contracts
Set the standard: Your solution patterns, integration blueprints, partner positioning, and qualification criteria become the playbook for scale
Be the voice of the market: Your frontline feedback influences product roadmap (which integrations to prioritize, where WooCommerce must evolve, missing pieces, etc.), customer lifecycle (onboarding patterns, retention risks, expansion signals for CS), and GTM strategy (pricing, packaging, positioning, competitive intelligence)
Coordinate cross-BU: Work with Product on gaps/risks, Payment/Strategic Partnerships on co-selling, A4A Agency Partnerships on scalable enablement
Create repeatable assets: Solution templates, partner positioning guides, TCO calculators, competitive battle cards, discovery frameworks
Document what works: Deal patterns, merchant segmentation, when to engage partners, qualification frameworks
Enable internally: Train CS, Marketing, and Partnerships on solutions, ecosystem, and merchant needs
Qualification
Required
5-7+ years Solutions/Sales Engineering or technical sales with quota-carrying experience in Ecommerce/CMS/OSS/SaaS/platforms
Hands-on WordPress/WooCommerce development: you've built plugins, written hooks/filters, debugged integrations, and prototyped solutions
PHP fluency: read, write, debug—jump into code to solve problems or build quick POCs
Ecommerce platform expertise: merchant operations, checkout, payments, order management, inventory, fulfillment
Technical architecture: REST APIs, webhooks, SSO, caching/CDN, payments (auths, chargebacks, settlement), hosting, data/privacy
Integration debugging: trace issues across plugins, themes, APIs
Builder Mentality + Team-First: Bring urgency and competitive fire: we're under pressure and moving fast
Culture-setter: comfortable being “first
building playbooks, setting standards
Lift others up, lift all boats
Be pragmatic in ambiguity: we need to build without having perfect processes or systems
Speak truth to power with supporting data and bring proposed solutions
AI is a strength — with real examples from your current role
See teaching and knowledge transfer as core to the job
Deep WordPress/WooCommerce knowledge: extensions, plugins, themes, integration patterns, scalability, caching
Hands-on building experience: written custom functionality, integrated services, debugged conflicts, built prototypes
Partner landscape fluency: payment processors, shipping, tax, marketing automation, POS, inventory, ERP/CRM
Integration architecture: blend plugins, partner APIs, custom dev, and hosted services into coherent solutions
Open source philosophy: why merchants choose open platforms, economics of extensibility, flexibility vs. ease trade-offs
Proven deal closer: you've owned a number and delivered
Solutions selling: ROI/TCO models, multi-threading, close through procurement/legal/security
Cross-product orchestration and complex buying processes
Creative demos: craft experiences that shift decisions, not just click through features
Competitive mastery: set landmines, surface requirements favoring open source, expose lock-in and hidden costs
Value selling: build cases showing why WooCommerce wins long-term—TCO, data ownership, flexibility
Strong storytelling: translate technical architecture into business narrative
Quick prototyping: spin up working examples to prove “can it do X?”
Showmanship without BS: build excitement but never overpromise
Communication across audiences: whiteboard with CTOs, present to CFOs, enable partners, train teams
Preferred
Experience selling ecommerce platforms, open source CMS, payments/fintech, marketplaces
Understanding AI-driven commerce (autonomous agents, personalization APIs)
Familiarity with compliance (PCI, SOC 2, SCA/PSD2, multi-region tax)
PLG + SLG coexistence background, early-stage build-outs
Sales methodology training (MEDDPICC, Command of the Message, Challenger)
OSS agency/SI partner ecosystem experience
Benefits
Open vacation policy
Company
Automattic
Automattic is a global tech company that offers WordPress, WooCommerce, and other web solutions.
1001-5000 employees
H1B Sponsorship
Automattic has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (6)
2024 (2)
2023 (3)
2022 (6)
2021 (6)
2020 (11)
Funding
Current Stage
Late StageTotal Funding
$985.9MKey Investors
Salesforce VenturesInsight PartnersTiger Global Management
2021-02-17Series E· $288M
2020-05-15Secondary Market
2019-12-11Series Unknown· $80.6M
Leadership Team
Matt Mullenweg
CEO
Jon Burke
Vice-President / Business Lead
Recent News
2025-12-04
Search Engine Journal
2025-11-10
Company data provided by crunchbase