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Bobyard

AI-powered landscaping takeoff and estimation platform

Sales Manager - Mid-Market

Account ExecutiveConfirmed live in the last 24 hours
Full-timeSan Francisco, CA, USA

About the Job

Requirements

  • At least 5 years of full-cycle B2B SaaS sales experience, with a documented track record of 100% or greater quota attainment as an individual contributor.
  • At least 2 years of experience managing a team of quota-carrying Account Executives.
  • Comfort coaching cold-outbound pipeline generation, rather than only managing representatives who work inbound leads.
  • A specific, articulable coaching philosophy, including the ability to explain how to run one-on-ones and forecast conversations.
  • Fluency in Salesforce and forecasting discipline, including the ability to accurately call the forecast and explain variances.
  • Comfort selling to or coaching sales for a technical, operational buyer.

Responsibilities

  • Run a weekly coaching cadence of structured one-on-ones, call reviews, and pipeline reviews for a pod of Account Executives.
  • Join live deals to shape strategy and support negotiations when additional support is needed.
  • Own team forecast accuracy and pipeline hygiene, and build data-driven territory and pipeline models to inform forecasting.
  • Hire and ramp new Account Executives, and build a repeatable playbook for ramping.
  • Coach representatives on cold-outbound pipeline generation.
  • Partner with Customer Success on handoff quality and with Product on contractor needs and feedback.
  • Analyze sales operations to determine what is working and change the sales motion based on the findings.

Desired Qualifications

  • Experience selling to construction, field services, or another vertical with skeptical, return-on-investment-driven buyers.
  • Experience hiring and ramping a team from scratch rather than inheriting an established team.
  • Familiarity with a structured sales methodology.

About the Company

Bobyard

AI-powered landscaping takeoff and estimation platform

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.

Company size
51-200
Company stage
Series A
Total funding
$38.6M
Headquarters
San Francisco, CA
Founded
2023

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