Where is Upcraft headquartered?

Upcraft is headquartered in Chicago, Illinois, United States. The company has a team of 11-50 people.

What does Upcraft do?

Upcraft operates in the AI Agents sector. Upcraft builds AI-powered sales agents that automate outreach, qualification, and engagement workflows for sales teams. AI sales agents that convert 2x better than human sales reps, with full explainability, brand voice customization, and credit-based pay-per-results pricing.

When was Upcraft founded?

Upcraft was founded in 2021. It is based in Chicago, Illinois, United States.

Who is the CEO of Upcraft?

Greg Caplan is the CEO of Upcraft. The company was founded in 2021.

Where is Upcraft located?

Upcraft is headquartered in Chicago, Illinois, United States.

What funding stage is Upcraft at?

Upcraft is currently at the Acquired stage.

How many employees does Upcraft have?

Upcraft has approximately 11-50 employees.

Upcraft

Category: AI Agents

Upcraft builds AI-powered sales agents that automate outreach, qualification, and engagement workflows for sales teams. Upcraft was founded in 2021. The company is led by Greg Caplan. Based in Chicago, Illinois, United States. Team size: 11-50. Total funding raised: $6.9M. Latest round: Seed. Key investors include Chapter One, Colter Ventures, Great Oaks Venture Capital, Kleiner Perkins, McArthur Capital, Signia Venture Partners, Ilya Fushman.

Founded: 2021
Headquarters: Chicago, Illinois, United States
Team size: 11-50
Total funding: $6.9M

Value proposition

AI sales agents that convert 2x better than human sales reps, with full explainability, brand voice customization, and credit-based pay-per-results pricing.

Products and solutions

AI-powered sales agents for automated outreach, lead qualification, meeting scheduling, missed meeting recovery, instant inbound response, and follow-up cadence management across SMS, email, and voice channels.

Unique value

Upcraft's AI sales agents combine brand-voice customization, full transparency (explainable AI decisions), and credit-based pricing — enabling sales teams to scale personalized engagement without increasing headcount.

Target customer

B2B sales teams and revenue organizations looking to automate mid-funnel lead engagement, follow-ups, and meeting scheduling.

Industries served

B2B SaaS, Technology, Professional Services

Technology advantage

AI agents with customizable brand voice, real-time supervisor mode (explainable AI decisions), multi-channel orchestration (SMS, email, voice), and credit-based pricing model that charges per engaged prospect rather than per seat.

How they differentiate

Upcraft differentiates through customizable brand voice (not generic AI), full explainability with supervisor mode (ask "why did you say that?"), and credit-based pricing that charges per engaged prospect rather than per seat.

Main competitors

Floworks, Claap, Kronologic

Key partnerships

Acquired by Labelbox (Feb 2026) to integrate AI agent technology into Alignerr expert network

Major milestones

Founded in 2021 (originally as Spot/Spot Pro), Raised $6.9M across pre-seed and seed rounds, Acquired by Labelbox in February 2026 to power Alignerr's expert network.

Market positioning

Niche player in the AI sales agent space, differentiated by brand voice customization and explainable AI. Acquired by Labelbox in February 2026 to power Alignerr's expert network engagement.

Geographic focus

United States (headquartered in Chicago, IL)

About Greg Caplan

Ex-Founder & CEO of Remote Year; Interim CMO at Cameo; BBA from University of Michigan

Latest news about Upcraft

Labelbox acquired Upcraft to automate its Alignerr network of 1 million experts. By using AI agents for expert qualification, Labelbox is removing the operational bottleneck in sourcing the top 3% of

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Official website: https://www.upcraft.ai