---
title: 'Data Labeling Operations Manager at Bobyard'
canonical: 'https://feeny.ai/job/data-labeling-operations-manager-bobyard-san-francisco-jsn2mxmx1dna'
type: 'job'
last_seen: '2026-09-06'
---

# Data Labeling Operations Manager at Bobyard

- **Company:** Bobyard
- **Location:** San Francisco, CA
- **Compensation:** $90k–$125k
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2026-08-13
- **Last confirmed live:** 2026-09-06
- **Apply:** https://jobs.ashbyhq.com/bobyard/0c489ca9-1268-4f17-9c84-ffbe25422f27

## Job description

## About Bobyard

Bobyard is building the AI that brings visual intelligence to construction. We're a Series A startup backed by 8VC, Primary, and Pear, and our models are trained on millions of construction drawings to help contractors estimate and bid faster. We're small, moving fast, and the work we ship directly changes whether a contractor wins or loses a bid.

## About the role

Our models are only as good as the data behind them. You'll own the labeling operation end to end — the annotator team, the quality bar, the datasets themselves. This is a first-in-function hire: there's no playbook waiting for you, you'll build it. Success looks like a labeling operation that's fast, accurate, and trusted enough that ML engineers stop double-checking your team's work.

## What you'll do

- Build and run the annotator team — recruit, onboard, train, and hold the bar on quality and throughput
- Own labeling quality — review annotations, catch systematic errors before they hit a model, and turn what you find into sharper guidelines
- Clean up the datasets we already have — fix inconsistent labels, missing metadata, duplicates, and other issues quietly hurting model performance
- Source new data — find and organize construction drawings that expand our coverage of formats, classes, and edge cases we're currently missing
- Turn ML requests into shipped datasets — scope the ask, run the project, deliver clean data on time
- Work directly with ML engineers to understand where models are failing and build the data that fixes it
- Build the tooling and workflows that make labeling faster and more reliable — this isn't just people management, it's systems work

## What we're looking for

- Direct experience managing a labeling, annotation, or data-quality team
- Extremely detail-oriented — you notice when data is wrong, inconsistent, or incomplete before anyone points it out
- Strong operational instincts — you can run many datasets, annotators, and priorities at once without dropping the details
- Technical enough to work with ML engineers — you understand false positives, false negatives, class imbalance, and train/test splits, and you can set up your own tools to speed up labeling
- Resourceful — when we need a new kind of data, you figure out how to find it
- High ownership — you don't just coordinate the work, you make sure the dataset is actually good

## Nice to have

- Familiarity with labeling platforms like Labelbox, CVAT, or Supervisely
- Basic SQL or Python for querying and cleaning data
- Background in construction, CAD, or other visually complex technical domains

## What we offer

$90,000–$125,000 base salary, plus equity. Full-time, in-person in our San Francisco Bay Area office. Standard 4-year vesting with a 1-year cliff.

Comp Philosophy

We are proud to offer competitive, top-of-market compensation because we want to celebrate the dedicated people who ship amazing work and drive our success. Our individual compensation is thoughtfully tailored based on your role, experience, and contributions, alongside performance-based rewards.

## About Bobyard

## Company Overview
- **One-liner**: Bobyard provides an AI-powered platform that automates construction takeoffs and cost estimates for trades like landscaping, electrical, and HVAC, helping contractors bid faster and more accurately.
- **Entity Type**: Private (Series A)
- **Headquarters**: San Francisco, California, United States
- **Founded**: 2023
- **Founders**: Michael Ding

## Core Business
- **Primary industry/industries**: Construction Technology (ConTech), AI-powered Software
- **Target customers**: B2B; General contractors, subcontractors, and specialty trade businesses in landscaping, electrical, mechanical, flooring, and other construction sectors.
- **Mission or purpose statement**: To revolutionize the construction industry by automating the takeoff and estimation process, making it 10x faster and eliminating costly mistakes.

## Products & Services
- **Bobyard Platform (AI-Powered Takeoffs & Estimates)**: A SaaS platform that uses Computer Vision (CV) and Natural Language Processing (NLP) models to automate the quantification and measurement of construction plans. Features include:
    - **Auto Count**: Instantly detects and counts symbols for planting, irrigation, and electrical work.
    - **Auto Area Measurement**: Automatically measures materials like pavers and concrete.
    - **Auto Length Measurement**: Measures beds, edges, and hardscape in seconds.
    - **Database & Vendor Quotes**: Tracks historical costs, vendor quotes, and assemblies.
    - **Custom Templates**: Adaptable formulas for specific business workflows.
    - **Flexible Exports**: Generates clean, professional estimates.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed.
- **Key Metric**: Total Funding raised of **$38.6M** across two rounds.
- **Notable Investors/Partners**: 8VC (Lead investor in Series A), Pear VC, Primary Venture Partners. Partners with the "Disruptors" to empower landscape leaders.
- **Growth Signals**:
    - **Massive Headcount Growth**: 37 employees as of mid-2026, representing a **+562.5% year-over-year increase** [linkedin.com]. Monthly headcount growth is **+23.3%** [linkedin.com].
    - **Active Hiring**: 26 active job postings, with a **+2500% year-over-year increase** in job postings [linkedin.com].
    - **Product Expansion**: Launched "Bobyard 2.0" in April 2026 and a new "Electrical Takeoff Product" in June 2026, signaling expansion across multiple trades [tracxn.com].
    - **Customer Results**: Customers report **65% faster takeoffs**, a **20% revenue increase**, and **5x bid volume** [bobyard.com].

## Competitive Advantages
- **Focus on "Trades"**: Unlike general construction software, Bobyard is specifically tailored for the needs of landscapers, electricians, and mechanical contractors, providing specialized features like auto-counting of irrigation symbols.
- **AI-Native**: Built from the ground up with Computer Vision and NLP, offering a level of automation (e.g., instant symbol recognition) that legacy takeoff software cannot match.
- **Rapid Traction in a Legacy Industry**: The construction industry is notoriously slow to adopt tech. Bobyard's strong customer testimonials and 562% headcount growth indicate strong product-market fit in a massive, underserved $12T industry [bobyard.com].

## Strategic Focus
- **Multi-Trade Expansion**: Rapidly rolling out new products for different trades (electrical, mechanical, flooring) to capture more of the construction estimation market.
- **Scaling the Platform**: Moving from a single-use tool to a consolidated "AI Workbench" (Bobyard 2.0) that serves as the central hub for estimation for all types of contractors.
- **Aggressive Hiring**: With 26 open roles and a focus on Sales, Engineering, and Customer Success, the company is clearly investing heavily in go-to-market and product development.

## Why Work Here
- **Culture & Values**: The company emphasizes "Execution over everything" and "Immediate, outsized impact," promising that your work will shape mission-critical workflows for a $12T industry [bobyard.com].
- **Remote/Hybrid Policy**: Based in San Francisco (HQ) and Menlo Park, California. The careers page states, "We believe in the power of in-person collaboration," suggesting a strong preference for in-office or hybrid work in the Bay Area [bobyard.com].
- **Rewards for Excellence**: Bonuses are tied directly to exceptional performance across all roles, not just sales. High performance is "measured, recognized, and rewarded" [bobyard.com].
- **Perks & Benefits**: Competitive salary, equity options, 401(k), health/dental/vision insurance, free lunch (and dinner for overtime), and the chance to help build a "massive company" [bobyard.com].
- **Growth Trajectory**: For job seekers, a company growing headcount by 562% YoY offers significant opportunities for career advancement and ownership.

## Sources
1. [bobyard.com](https://www.bobyard.com/)
2. [bobyard.com/careers](https://www.bobyard.com/careers/)
3. [linkedin.com/company/bobyard](https://www.linkedin.com/company/bobyard)
4. [builtin.com/company/bobyard](https://builtin.com/company/bobyard)
5. [tracxn.com/d/companies/bobyard](https://tracxn.com/d/companies/bobyard/__IDEttZmVgz6sEYZ1CoNtgfRsxhMB0sxGHiBNtHDBPLE)

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