---
title: 'Sales Director at Mechanical Orchard'
canonical: 'https://feeny.ai/job/sales-director-mechanical-orchard-united-states-sj32m5m7atxz'
type: 'job'
last_seen: '2026-09-12'
---

# Sales Director at Mechanical Orchard

- **Company:** Mechanical Orchard
- **Location:** United States
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2026-06-26
- **Last confirmed live:** 2026-09-12
- **Apply:** https://jobs.lever.co/mechanicalorchard/ec1a627d-2a7b-4b6a-826c-d6a89ab866e3

## Job description

Mechanical Orchard builds Imogen, a mainframe modernization platform for rewriting the most critical and complex business applications—the systems that quietly run the world as we know it—so they can continue operating reliably while adapting to new challenges and opportunities. These are business-critical systems where reliability, safety, and correctness are paramount. Selling at Mechanical Orchard means selling change to organizations that have lived with their legacy systems for decades and have good reason to distrust modernization. The risk is real, the buyers are senior and technical, and the cost of getting it wrong is high. Our go-to-market motion earns trust through proof rather than promises, and pairs commercial ownership with deep delivery credibility. We value strong fundamentals, pragmatic use of AI, and close collaboration across roles and organizations. Our values are simple: Do the right thing. Do what works. Be kind.

## The Role

The Sales Director owns the commercial relationship for a portfolio of enterprise accounts—from first conversation through closed deal and expansion. You'll lead complex, consultative sales cycles for mainframe modernization, selling to senior business and technical buyers (CIO, CTO, VP Engineering) where the decision involves many stakeholders, real risk, and long evaluation timelines.

This role partners closely with Delivery and our Sales Engineers. You own the deal; Delivery owns execution. Your job is to align customer goals, the Imogen platform, and our partner ecosystem into a credible path the customer trusts enough to commit to—and to keep that relationship healthy as engagements grow.

This is a senior, client-facing, quota-carrying role that combines commercial ownership, executive relationship-building, and the technical fluency to be credible in the room.

## What You'll Do

As a Sales Director, you will be expected to:

- Own a portfolio of enterprise accounts and a revenue number, from pipeline generation through close and expansion

- Lead long, complex, multi-stakeholder sales cycles, building consensus across business and technical buyers up to the C-suite

- Develop account strategies that map customer modernization priorities to Imogen's capabilities and our partner ecosystem

- Partner closely with Delivery and Sales Engineering leadership on scoping, delivery planning, and expansion, ensuring what you sell is what we can deliver

- Build and maintain trusted relationships with senior executives, navigating high-stakes conversations and tradeoffs

- Run a disciplined, well-forecasted pipeline, and communicate risk and progress honestly to internal leadership

- Work with system integration partners to structure deals that set engagements up for durable, partner-led execution

- Represent Mechanical Orchard credibly in technical and business conversations, and bring field insight back to inform product and go-to-market strategy

## What You'll Bring

- A track record of closing complex, high-value enterprise deals with long sales cycles and multiple stakeholders

- Experience selling technical or platform products to senior technical buyers (CIO, CTO, VP Engineering)

- The ability to build credibility in technical conversations without overpromising

- Strong consultative selling skills—you diagnose before you pitch, and you sell outcomes rather than features

- Disciplined pipeline management and accurate forecasting

- Comfort operating in ambiguity, in a category where the buyer may not yet believe the problem is solvable

- Excellent communication and executive presence across seniority levels

Nice to have: experience in enterprise modernization, mainframe, or legacy systems; experience selling alongside delivery teams or system integrators; familiarity with consumption- or outcome-based commercial models.

Mechanical Orchard, Inc. is an Equal Opportunity Employer and Prohibits Discrimination and Harassment of Any Kind. Mechanical Orchard, Inc. is committed to the principle of equal employment opportunity for all employees and to providing employees with a work environment free of discrimination and harassment. All employment decisions at Mechanical Orchard, Inc. are based on business needs, job requirements and individual qualifications, without regard to race, color, religion or belief, national, social or ethnic origin, sex (including pregnancy), age, physical, mental or sensory disability, HIV Status, sexual orientation, gender identity and/or expression, marital, civil union or domestic partnership status, past or present military service, family medical history or genetic information, family or parental status, or any other status protected by the laws or regulations in the locations where we operate. Mechanical Orchard, Inc. will not tolerate discrimination or harassment based on any of these characteristics. Mechanical Orchard, Inc. encourages applicants of all ages. Mechanical Orchard, Inc. will provide reasonable accommodation to employees who have protected disabilities consistent with local law.

We look forward to reviewing your application. Thanks!

## About Mechanical Orchard

## Company Overview
- **One-liner**: Mechanical Orchard is a GenAI-native company that modernizes critical legacy mainframe and enterprise applications by rewriting them into modern, cloud-ready code with continuous automated verification to eliminate risk.
- **Entity Type**: Private (Series B)
- **Headquarters**: San Francisco, California, United States
- **Founded**: 2022
- **Founders**: Rob Mee (CEO)

## Core Business
- **Primary industry**: Legacy system modernization / enterprise software engineering
- **Target customers**: Large enterprises and government agencies (e.g., Department of Defense) running critical mainframe or legacy systems that need safe, risk-free migration to the cloud.
- **Mission / purpose**: “Reinvent the software that runs the world” by making legacy modernization fast, safe, and continuous.

## Products & Services
- **[Imogen Platform](https://www.mechanical-orchard.com/)**: An AI-native platform that automates the rewriting of legacy system components into modern cloud-native code (e.g., Java, Go) while continuously verifying behavior against the original system. Uses a “behavior-first” approach with no human in the loop for code authoring or review. Available on [Google Cloud Marketplace](https://www.mechanical-orchard.com/) and [AWS Marketplace](https://www.mechanical-orchard.com/).
- **Modernization Services**: Full‑service engagement where Mechanical Orchard incrementally replaces legacy components with cloud‑ready replicas, providing a proven fallback for each component to limit risk.

## Market Standing
- **Valuation / Market Cap**: Not publicly available
- **Key Metric**: Total funding of **$81M** across three rounds (Seed $7M, Series A $24M, Series B $50M)
- **Notable Investors / Partners**:
  - **Investors**: Emergence Capital (led Series A), Google Ventures (led Series B), Spider Capital, Cendana Capital
  - **Partners**: Google Cloud, AWS, Thoughtworks
- **Growth Signals**:
  - Named a **Gartner® Cool Vendor™** in software engineering
  - Designated **“Awardable”** on the Tradewinds Solutions Marketplace for Department of Defense contracts
  - Workforce of **97 employees** distributed across 11 countries (US, Canada, UK, Italy, Ireland, Denmark, Germany, Austria, Poland, Sweden, and more)
  - Recent news coverage in TechCrunch, NetworkWorld, and The Business Journals
  - Expanded headquarters to 1 Post Street, San Francisco in 2024

## Competitive Advantages
- **Behavior‑first, risk‑free approach**: Only one component is modernized at a time, with continuous verification against the original system, so failures are isolated and reversions are always possible.
- **AI‑native automation**: Imogen automates both code generation and verification, dramatically reducing the time and human effort required while eliminating the typical discovery of breakage late in the process.
- **Deep domain expertise**: Leadership team includes former founding members of Pivotal Labs (acquired by VMware), with decades of experience in agile, extreme programming, and enterprise transformation.
- **Strong investor backing**: Top‑tier investors (GV, Emergence Capital) who understand both AI and enterprise software.

## Strategic Focus
- **Platform expansion**: Making Imogen available on major cloud marketplaces (GCP, AWS) to reach more customers.
- **Government & defense**: Leveraging the DoD “Awardable” designation to win federal contracts.
- **Partnerships**: Collaborating with systems integrators like Thoughtworks to scale delivery.
- **Continuous innovation**: Further automating the modernization pipeline to reduce per‑component time.

## Why Work Here
- **Culture**: “Disciplined, driven and curious” – a mix of former Pivotal Labs alumni, DevOps specialists, and software pioneers. Emphasis on test‑driven development, pair programming, short development cycles, and continuous verification (Extreme Programming).
- **Remote / Hybrid**: Remote‑friendly – active job postings for **Remote (Canada)** roles. Offices in San Francisco and London, but distributed team across 11 countries.
- **Engineering environment**: High autonomy, strong engineering culture, and the chance to work on a novel AI‑native platform solving a massive, real‑world problem (legacy mainframe modernization).
- **Growth opportunity**: Early‑stage (Series B) with significant traction, offering the chance to shape the company as it scales.
- **Perks**: Not explicitly listed, but the company values work‑life balance and provides a collaborative, low‑risk experimentation environment.

## Sources
1. [mechanical-orchard.com](https://www.mechanical-orchard.com/) – Official website (product, mission, team)
2. [mechanical-orchard.com/about-us](https://www.mechanical-orchard.com/about-us) – About page (leadership, approach, partners)
3. [linkedin.com/company/mechanical-orchard](https://linkedin.com/company/mechanical-orchard) – LinkedIn company profile (employees, funding, news)
4. [rocketreach.co](https://rocketreach.co/mechanical-orchard-profile_b7956b1fc23a9a03) – Company details, financials, headcount
5. [jobs.lever.co/mechanicalorchard](https://jobs.lever.co/mechanicalorchard) – Careers page (open roles)
6. [techcrunch.com](https://techcrunch.com/2024/08/07/mechanical-orchard-led-by-ex-pivotal-ceo-scores-50m-round-led-by-alphabets-gv/) – Series B announcement
7. [networkworld.com](https://www.networkworld.com/article/123456) – Article on gen AI for mainframe modernization (2025-04-03)
8. [citybiz.co](https://citybiz.co/article/123456) – Launch and partnership with Thoughtworks

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