Full-Time

Account Executive

New Trades

Bobyard

Bobyard

51-200 employees

AI-powered landscaping takeoff and estimation platform

Compensation Overview

$220k - $240k/yr

+ Uncapped commission + Equity options

Pennsylvania, USA + 9 more

More locations: Washington, DC, USA | San Francisco, CA, USA | Texas, USA | Florida, USA | Arizona, USA | Virginia, USA | Colorado, USA | Utah, USA | Michigan, USA

Hybrid

San Francisco roles require four days on-site per week. Remote options are listed for Utah, Texas, Florida, Virginia, Washington, D.C., Colorado, Pennsylvania, Arizona, and Michigan.

Category
Sales & Account Management (1)
Required Skills
CRM
Computer Vision

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Responsibilities
  • Own the full sales funnel, including outbound prospecting, discovery, product demonstrations, negotiation, and closing.
  • Build and manage a pipeline of mid-market contractors across landscaping, heating, ventilation, and air conditioning, mechanical, electrical, and plumbing.
  • Run product demonstrations tailored to each contractor's workflow and pain points.
  • Travel to trade shows, contractor offices, and job sites when it supports business outcomes.
  • Partner closely with Customer Success to ensure a smooth handoff and set customers up for success.
  • Feed insights from the field back to product and leadership to directly shape the product roadmap.
  • Hit and exceed monthly and quarterly revenue targets.

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

Seed

Total Funding

$3.6M

Headquarters

Menlo Park, California

Founded

2023

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Simplify Jobs

Simplify's Take

What believers are saying

  • Bobyard says contractors cut takeoff time 65% and submit three-to-five times more bids.
  • June 2026 finishes launch opened flooring, drywall, painting, insulation, and doors/windows.
  • Bobyard's Estimate Table removes spreadsheet exports, shortening bid turnaround after takeoff.

What critics are saying

  • Pilars, Quotr.ai, STACK, and On-Screen Takeoff attack Bobyard's niche with broader coverage.
  • Bobyard still lacks public pricing, raising procurement friction against cheaper tools like Kreo.
  • Without proprietary blueprint data, incumbents like STACK can commoditize Bobyard's models by 2027.

What makes Bobyard unique

  • Bobyard's June 2026 trade expansion keeps landscaping roots while adding electrical and finishes.
  • Its April 2026 Bobyard 2.0 added Multi-Measure and Review Workflow for estimator control.
  • The December 2025 Series A from 8VC funded trade-specific computer-vision models.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Company Equity

Growth & Insights and Company News

Headcount

6 month growth

-8%

1 year growth

-5%

2 year growth

8%
Precedence Research
Jul 24th, 2026
Bobyard introduces AI Takeoff and Estimating for facility plumbing contractors.

Bobyard introduces AI Takeoff and Estimating for facility plumbing contractors. Published: 24 Jul 2026 In July 2026, Bobyard introduced AI Takeoff and Estimating, which is meant to benefit commercial plumbing contractors. It helps contractors measure the dimensions of pipe runs, check the number of components, and transition from P-series drawings to commercial use faster. Bobyard focuses on trade-based AI applications, and the launch of the AI Takeoff and Estimating widened its range of uses. Plumbing is one of the most prominent specialized trades in the U.S., but the industry deals with a significant shortage of workers, which compels contractors to extract more work from the existing staff. Commercial plumbing contractors face the dilemma of the significant amount of time required by the estimators to review the P-series drawings, check pipe runs, risers, and isometric drawings, and count the number of fixtures and components. They also need to optimize takeoffs in proper order with respect to floor, system, pipe size, and material. Bobyard Plumbing Takeoff uses AI models to automatically perform the repetitive and time-consuming tasks of that workflow starting from plumbing drawings. This facilitates contractors to decrease the takeoff time, make more bids, and enhance the accuracy of their estimations without increasing the size of their team. According to Michael Ding, the Founder and CEO of Bobyard, plumbing estimating is an intricate and time-consuming process. Contractors have to count fixtures and also trace systems, measure pipe, and make sure that all valves and fittings are in their proper place. He says that the AI Takeoff and Estimating helps contractors automate the manual aspects of the arduous plumbing estimating process and still maintains control over the quality of the work. Impact on the AI Industry. According to Precedence Research, the launch of the AI Takeoff and Estimating is expected to positively impact the AI Industry as it opens up a new application for the automation market by facilitating the use of AI in the plumbing sector. Plumbing is a massive sector across the globe that is used in each and every home, office, mall, airport, railway station, and many more. It is required in almost all buildings as well as some outdoor fluid transport infrastructure. This provides a massive opportunity for the AI industry to be adopted in a huge global industry. Impact on the plumbing fixtures market. The global plumbing fixtures market size was estimated at USD 98.44 billion in 2025 and is predicted to increase from USD 102.89 billion in 2026 to approximately USD 152.11 billion by 2035, expanding at a CAGR of 4.45% from 2026 to 2035. According to Precedence Research, the launch of AI Takeoff and Estimating is expected to benefit the plumbing fixtures market. This is because the automation of repetitive and time-consuming tasks helps contractors to increase the pace of finishing construction and allows personnel to devote time to more important tasks, which can improve the quality of the job. This application has the potential to be widely adopted in the market due to its advantages over conventional plumbing workflows. Such a development will increase the economic activity in the market as clients would be willing to pay a premium price as they would get better quality work done in less amount of time. It will also help the contractors and workers get better wages due to better profits and growth of their firm. Impact on the cloud computing market. The global cloud computing market size was estimated at USD 912.77 billion in 2025 and is predicted to increase from USD 1,106.28 billion in 2026 to approximately USD 5,946.84 billion by 2035, expanding at a CAGR of 20.61% from 2026 to 2035. According to Precedence Research, the cloud computing market is expected to be boosted by the introduction of AI Takeoff and Estimating as this application is expected to be widely adopted in the plumbing industry. This will result in a huge amount of data produced by the plumbing company as the AI model stores data and performs the tasks. Plumbing companies usually do not have in-house computing infrastructure, as the industry has relatively lower adoption of digital technologies compared to other industries. This helps explain why they would use cloud computing facilities to store the data, host the AI model, performing the compute-heavy tasks that automate the repetitive processes. About Bobyard. Bobyard is a technology solutions provider that develops AI frameworks to increase the pace of takeoffs and estimates in construction. The company claims that its offerings decrease the time taken for manual work from multiple weeks to mere minutes. The company is of the opinion that construction technology has not progressed for multiple decades and that its AI solutions are a relief for contractors to decrease the time taken for various repetitive tasks. Bobyard has well-established AI research infrastructure along with a skilled workforce of PhD scientists and computer vision engineers who facilitate the development of personalized AI models according to the client's needs.

Associated Press
Jul 22nd, 2026
Bobyard launches AI takeoff tool for commercial plumbing contractors in $191B US market

Bobyard has launched AI Takeoff and Estimating for commercial plumbing contractors, expanding its trade-specific platform into plumbing workflows. The tool automates time-consuming tasks like tracing pipe runs, counting fixtures, and organising takeoffs from P-Series drawings. The US plumbing industry is projected to reach $191.4 billion in 2026, with roughly 129,000 businesses nationwide, according to IBISWorld. Contractors using Bobyard across trades report a 65% reduction in takeoff time and the ability to submit three to five times more bids per estimator. Bobyard Plumbing Takeoff detects pipe runs, calculates lengths, identifies fittings, and counts components including valves and risers. The platform organises quantities by system, size, material, and floor. Founded in 2023 by Stanford-trained engineer Michael Ding, San Francisco-based Bobyard now supports landscaping, electrical, finishes, and plumbing trades.

Yahoo Finance
Jun 17th, 2026
Bobyard's AI automates takeoffs for flooring, drywall and paint contractors, cutting estimation time by 65%

Bobyard, a San Francisco-based AI construction estimating platform, has expanded its technology to serve finishing contractors including flooring, drywall, painting, insulation and door/window trades. The platform automatically reads architectural drawings to identify rooms, calculate floor and wall quantities, count openings and perform measurements that traditionally require hours of manual work. Founded in 2023 by Stanford-trained engineer Michael Ding, Bobyard uses custom AI models to interpret trade-specific drawing conventions and automate takeoff workflows. Contractors using the platform report an average 65% reduction in takeoff time and the ability to submit three to five times more bids per estimator. The company previously raised what it describes as the largest Series A in construction software history and currently supports estimating workflows for landscaping, electrical and finishes, with plumbing and HVAC products planned.

Business Wire
Jun 3rd, 2026
Bobyard launches AI electrical takeoff tool to cut estimating time by 65%

Bobyard, an AI-native takeoff and estimating platform for construction trades, has launched Bobyard Electrical Takeoff, expanding into electrical estimating workflows. The platform automates time-consuming blueprint takeoff tasks, including detecting fixtures, identifying circuits, routing wires and estimating wire lengths directly from construction drawings. Founded in 2023 and based in San Francisco, Bobyard develops custom AI models for each construction trade using in-house neural network researchers and computer vision engineers. Contractors using the platform report a 65% reduction in takeoff times and can submit three to five times more bids per estimator. The electrical launch follows Bobyard's expansion into landscaping and sitework. The company plans to add mechanical, plumbing and finishes workflows. Bobyard raised the largest Series A in construction software history.

Trend Hunter
Apr 23rd, 2026
Automated takeoff workflows.

Automated takeoff workflows. Bobyard launches the Bobyard 2.0 update for estimators. Edited by Kanesa David - April 23, 2026 - Tech Bobyard released Bobyard 2.0, a platform update for construction and landscaping estimators featuring accelerated takeoff workflows and a unified AI workbench designed to streamline quantity measurement and costing. The release introduced a 'measure first, price later' model, with tools that convert drawing labels into counts and let users generate multiple related measurements from a single draw. The update added Multi-Measure to produce area, perimeter and volume simultaneously, Legend Manager for symbol and pattern legends, and a Review Workflow inside the AI Workbench so estimators can verify or adjust AI outputs before committing them. Bobyard also improved navigation with cross-page search and a more integrated Estimate Table that accepts imported pricing and assemblies without Excel exports. For contractors, Bobyard 2.0 promises faster, fewer-error takeoffs and a shorter path from measurement to production-ready estimates, helping teams submit more bids with improved margins. Launched April 8 for landscaping contractors, the update signals AI-driven efficiency gains across estimating workflows. Image Credit: Bobyard Trend themes. * AI-first Estimating - A move toward AI-driven measurement and verification reduces manual bottlenecks and enables continuous, scalable generation of accurate takeoffs across projects. * Measure-first Pricing Model - Separating measurement from pricing creates flexible workflows where multiple costing scenarios can be derived from a single verified quantity set. * Unified Workbench Automation - Consolidated interfaces that combine legend management, multi-measure outputs and review workflows shorten feedback loops and standardize estimator decisioning. Industry implications. * Construction Estimating - Estimating teams see potential for higher bid throughput and reduced error rates by replacing manual takeoff steps with validated AI-assisted measurements. * Landscaping Contracting - Landscape contractors benefit from faster, multi-measure outputs that make pricing complex site elements like volumes and perimeters more consistent across bids. * Construction Software Platforms - Software vendors can integrate AI workbenches and cross-document search to offer end-to-end estimating suites that diminish reliance on spreadsheets and fragmented tools. Popularity