Bobyard 2.0 Launches With Improved Speed and Single AI Workspace

Bobyard 2.0 introduces Multi-Measure, a consolidated AI Workbench, and a material-centric takeoff workflow helping contractors cut estimation time by up to 65% and submit 3–5× more bids.

After months of development shaped directly by contractor feedback, it has unveiled Bobyard 2.0 a major overhaul of its AI-powered construction estimating platform. Announced officially on April 8, 2026, the update is now live for landscaping contractors, with a planned rollout to additional construction trades later this month.

At its core, it is built around one guiding idea: estimators should spend their time making decisions, not doing repetitive data work. To that end, the platform introduces several meaningful upgrades that, together, reshape how takeoffs are performed.

Perhaps the most notable new capability is Multi-Measure. Previously, estimators had to draw separate lines or shapes to calculate area, perimeter, and volume. Now, a single drawing pass generates all related quantities at once dramatically cutting down on repetitive measurement work. As a result, teams can complete takeoffs in a fraction of the time previously required.

Beyond Multi-Measure, Bobyard 2.0 also introduces a material-centric takeoff experience. Quantities stay connected to pricing from the very beginning, eliminating the need to rebuild or re-export data before finalizing a bid. In other words, the gap between measurement and estimate is now effectively closed.

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Furthermore, all AI tools have been consolidated into a single, redesigned AI Workbench. Rather than navigating between scattered tools, estimators can now access Bobyard’s computer-vision capabilities from one place. A new Review Workflow accompanies this, surfacing confidence levels for every AI-generated output giving teams greater control over quality before any results are committed to a takeoff.

Additional improvements include a redesigned navigation experience, cross-page search functionality, and a streamlined path from completed takeoff to production-ready estimate all without leaving the platform.

I’m fired up to introduce Bobyard 2.0, the sleekest takeoff platform in landscaping. Everything just clicks now. We’re talking cutting takeoff time in half on real jobs.
Marty Grunder, founder, The Grow Group & Grunder Landscaping

I’ll be honest, I was skeptical. But Bobyard truly does exactly what it says it does. This is the kind of tool that changes how you run a business.
Richard Sperber, founder, Valleycrest Landscaping

The release of Bobyard 2.0 follows the company’s $35 million Series A funding round, announced in December 2025. The round was led by 8VC, with participation from Pear VC, Primary Venture Partners, Tishman Speyer, RXR, Caffeinated Capital, and Merrick Ventures a notable lineup that signals strong institutional confidence in the platform’s direction.

That investment is now being put to work. According to Bobyard, its platform currently automates up to 70% of the quantity and material takeoff process. Contractors using the platform report an average 65% reduction in takeoff times, and estimators are submitting three to five times more bids with improved accuracy that directly impacts win rates and margins.

Every change we made was driven by what our customers told us they needed to move faster, stay in control, and spend less time doing work that software should be doing for them. This is our answer to that, and it’s only the beginning.
Michael Ding, founder and CEO, Bobyard

While Bobyard 2.0 is currently available to landscaping contractors, the company has confirmed that expansion to additional construction trades is planned for later in April 2026. Founded in 2023 by Stanford-trained engineer and award-winning mathematician Michael Ding, the company is headquartered in San Francisco and is actively growing its engineering and go-to-market teams.

For those in the estimating space, Bobyard 2.0 appears to be a meaningful step forward one that makes a compelling case for what AI-powered construction software can look like when it’s built around the actual workflows of the people who use it.

Disclaimer: This news is based on publicly available information. NervNow has not independently verified any claims.

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