Mid-Market Account Executive

Bobyard

📍San Francisco, CA
Posted May 18, 2026

Job Overview

Position

Mid-Market Account Executive

Company

Bobyard

Location

San Francisco, CA

Work Type

On-site

Job ID

li-4406819593

Job Description

Company Overview
Construction is one of the largest industries in the U.S., but also one of the least technologically advanced. Every year, firms spend over
$60B
on teams creating cost estimates for bids. The process relies on tedious “takeoffs”—manually measuring and counting materials from drawings.

Bobyard automates takeoffs using
computer vision and NLP
, making cost estimates
10× faster
while reducing errors. We’re a lean startup backed by
Primary, Pear, and 8VC
, building the next generation of software for the built world.

Position Overview
Across the team, we have a 57% qualified to close rate. We’ve been scaling revenue faster than our eng & CS team can keep up. Your job is to make sure we maintain that growth trajectory. We have very ambitious goals for 2026, and all the pieces are lined up for you.

Your focus is mid-market accounts. You will be expected to take ownership of the entire funnel. Everything from building pipelines, product demos, and closing.

Desired Attributes

  • Outbound expertise: you will be expected to hammer the phones & deliver results

  • Passion and work ethic: startups are not easy, this is not a cushy job at Google

  • Willing to do whatever it takes to win: travel, convention booths, cold calls

Benefits

  • Competitive salary, commission, and equity options

  • Opportunity to collaborate with a dynamic, driven team

  • Build a massive company

This is a full-time & in-person role in SF. We have a product that blows people’s minds and a massive industry eager to incorporate AI. If you can create unbelievable growth numbers, we would love to work with you.

Compensation Range: $220K - $240K

Interview Prep

AI-powered insights to help you prepare

Key Skills

Required:
Preferred:

Practice Questions

💡Technical Questions (3)
  • 1.How would you explain the value of Bobyard's computer vision and NLP technology to a mid-market construction firm that still relies entirely on manual takeoffs?
  • 2.Walk me through your strategy for building a pipeline from scratch in the mid-market construction space.
  • 3.Our current qualified-to-close rate is 57%. How do you systematically move a qualified mid-market prospect through the demo and closing stages to maintain or improve that metric?
🎯Behavioral Questions (3)
  • 1.Tell me about a time you had to hammer the phones to build your own pipeline from scratch. What was your approach and the result?
  • 2.Describe a situation where you had to do whatever it takes to close a deal, even if it meant stepping outside your normal responsibilities.
  • 3.Startups are not easy and require a massive work ethic. Give me an example of a time you faced significant setbacks or exhaustion but pushed through to hit your number.
🧩Situational Questions (2)
  • 1.You are at a major construction industry convention. You see the VP of Preconstruction of a $50M mid-market firm walking by. You have 30 seconds. What do you do?
  • 2.A mid-market prospect loves the product demo and admits manual takeoffs are a huge pain, but they are hesitant to trust AI for accuracy on their bids. How do you handle this objection to keep the deal moving?

Resume Keywords

Make sure these keywords appear on your resume

OutboundFull-cycleMid-marketPipeline generationCold callingConstruction technologyAI/SaaSClosingTakeoffPropTechStartup

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