Sales Engineer
Bobyard
Sales Engineer
Bobyard
AI-powered landscaping takeoff and estimation platform
Position Overview
Bobyard is seeking a Sales Engineer to own the technical side of our revenue engine. You'll define how we engage customers technically across every trade vertical — spanning discovery, demos, proof of value, and technical close.
This is a hands-on role for someone who can think strategically and execute precisely: building custom demos, translating complex workflows into clear value, and partnering with AEs to win strategic deals. You'll blend technical depth with commercial instinct to drive pipeline quality, deal velocity, and customer confidence across every trade we serve.
What You’ll Do
• Deliver custom demos: Build and deliver tailored, compelling demos for complex, high-value deals across all of Bobyard's trade verticals.
• Support AEs on strategic deals: Join sales cycles at the right moment to add technical depth, navigate buying committees, and help move deals forward with the right decision-makers.
• Run Proof of Value engagements: Design scoped POV plans with clear success criteria and deliver readouts that quantify technical and business impact for the customer.
• Handle technical objections: Serve as the go-to technical resource during the sales cycle, helping contractors and trade businesses understand how Bobyard fits their specific workflows.
• Feed product insights back: Surface patterns from the field and partner with Product and Engineering to improve the platform, integrations, and roadmap.
• Extend the playbook: Contribute reusable demo assets, trade-specific materials, and documentation that help the sales team scale.
Desired Attributes
• 2–4 years of experience in a customer-facing, technical role such as Sales Engineering, Solutions Architecture, or Technical Consulting.
• Fast learner who can go deep on a product and get fluent across multiple trade verticals quickly.
• Strong presence in front of customers: able to whiteboard, demo, and handle objections live.
• Sales-minded: everything you do is in service of closing deals and driving revenue.
• Comfortable operating in ambiguous, fast-paced environments where the playbook is still evolving.
• Highly collaborative: works well with AEs, CS, Product, and Engineering.
• Experience at an early-stage startup is a strong plus.
• Hands-on experience in the trades — especially estimating or takeoffs — is strongly preferred, particularly across Bobyard's verticals: MEP (mechanical, electrical, plumbing), landscaping, finishes, and related specialty trades.
Benefits
• Competitive compensation with meaningful equity.
• Opportunity to help shape a fast-growing SE function.
• Direct impact on product, roadmap, and company trajectory.
• Health, dental, and vision coverage.
• Build a category-defining company with a driven, technical team.
This is a full-time, in-person role based in San Francisco. We’re looking for people with exceptional learning velocity and follow-through. If you can earn technical trust with contractors while moving as fast as our market, and do so with precision and impact, we want to work with you.
Come build with us!
Bobyard offers an AI-powered takeoff and estimation platform for landscaping contractors. It automates the process of quantifying counts, lengths, and areas from landscaping plans so estimating teams can generate bids faster. The system uses AI trained on a large dataset of landscaping drawings to automatically extract measurements and quantities. A key feature is Pattern Search, which calculates square footage directly from plans. As a SaaS product, it provides tools to create accurate bids and scopes of work (SOWs), helping contractors increase their bidding capacity and streamline preconstruction tasks. Compared to competitors, Bobyard focuses specifically on landscaping, with automated measurement and SOW generation designed to speed up bidding and reduce manual work. The goal is to help landscaping professionals bid more quickly and accurately, enabling them to take on more projects and improve preconstruction efficiency.
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