Sales Director

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.

A note on recruitment fraud

We have been made aware of scams in which people impersonate Mechanical Orchard to send fake job offers, interview invitations, and recruitment messages. Some use the name "Mechanical Orchard Staffing," which is not a company we operate. Some include our real office address to appear legitimate. We are not affiliated with these messages in any way.

Here is how to recognize a real message from us:

• All communication from our team comes from an @mechanical-orchard.com email address. We do not use any other domain. 
• Every open role is listed on our Careers page. If a role is not posted here, we are not hiring for it.
• We never request a Social Security number, bank account details, or government ID before a signed offer and formal onboarding. 
• We never ask candidates to make a payment, deposit a check, or purchase equipment at any stage of our process. 

If you receive a message using our name and something feels off, do not reply to it and do not click its links. You can forward it to infosec-team@mechanical-orchard.com so our team can look into it.

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!