Revolutionizing Legacy Workload Migration: Mechanical Orchard’s AI-driven Approach


  • Mechanical Orchard Inc. secures $24 million in Series A funding led by Emergence Capital, valuing the startup at $95 million.
  • The company pioneers an AI-driven approach to migrate legacy workloads from mainframes to the cloud, aiming to reduce risks and enhance visibility.
  • Led by industry veterans like CEO Rob Mee and COO Matthew Work, the startup leverages open-source software and AI models to streamline the modernization process.
  • The funding will fuel platform R&D and global sales expansion, as Mechanical Orchard aims to redefine IT transformation with AI-driven solutions.

Main AI News:

Mainframe workload modernization startup Mechanical Orchard Inc. reported a significant boost in enterprise interest following the closure of a $24 million early-stage funding round led by Emergence Capital. The Series A round, which valued the startup at $95 million, also secured investments from Industry Ventures, Spider Capital, Bloomberg Beta, Cendana Capital, and Webb Investment Network.

The company is spearheading an artificial intelligence-driven strategy to facilitate the migration of legacy workloads from outdated, on-premises mainframes to a cloud-based environment. This pioneering approach involves reverse-engineering many of these workloads to substantially mitigate risks for companies through enhanced visibility and control.

Moreover, the transition process allows migrated systems to remain operational throughout, enabling customers to enjoy accelerated time-to-market benefits. By shifting mainframe workloads to the cloud, clients can leverage improved commercial and development capabilities, according to the company.

Mechanical Orchard, helmed by a seasoned team of technology industry veterans led by co-founder and Chief Executive Rob Mee, aims to capitalize on the momentum. Mee, renowned as the founder of Pivotal Labs Inc., brings significant expertise to the table, having led his former company to a successful acquisition by VMware Inc. for $2.7 billion in 2019.

Matthew Work, the Chief Operating Officer and co-founder alongside Mee, boasts extensive experience from leading roles at Inc. and Cognizant Inc. Additionally, the startup’s Chief Scientist, Kent Beck, is credited with co-creating the Extreme Programming agile software development methodology.

The company leverages open-source software and AI models to streamline the legacy workload modernization process. Its platform employs AI to decipher the complex mainframe code, facilitating engineers in rewriting and optimizing code for the new cloud environment.

In an interview with Forbes, Mee highlighted the transformative potential of generative AI in software development, positioning it as a catalyst for a “second major productivity revolution.” He emphasized the importance of embracing modernization, particularly for entities with outdated IT infrastructures.

Despite its ambitious goals, Mechanical Orchard faces a competitive landscape, notably against industry giant IBM. However, the startup has garnered notable achievements since its inception, demonstrating promising revenue figures and profitability within a relatively short timeframe.

Looking ahead, the company plans to allocate the recent funding towards platform research and development, alongside bolstering its global sales and marketing efforts. With AI driving innovation, Mechanical Orchard stands poised to redefine the landscape of IT transformation, addressing challenges once deemed insurmountable.


Mechanical Orchard’s successful funding round underscores growing interest in AI-driven solutions for legacy workload migration. With a seasoned leadership team and a robust platform, the startup is well-positioned to disrupt the market, offering faster and more cost-effective alternatives to traditional approaches. This signals a shift towards AI-powered innovation in IT transformation, potentially reshaping industry standards and practices.