# Outpilot AI jobs and careers

> 0 open roles at Outpilot AI as of October 23, 2026. Source: https://www.thejobsmap.com/company/outpilot-ai

Outpilot delivers precision outreach for sponsorship and complex B2B. We help teams generate qualified conversations with senior decision-makers, without sacrificing judgement, tone or credibility. Across sponsorship, partnerships and complex B2B, outreach often fails not because propositions are weak, but because messages reach the wrong people, at the wrong time, or without enough context to earn attention. Generic automation, templated messaging and surface-level personalisation are quickly ignored in environments where trust and reputation matter. Outpilot was built to address that gap. The platform identifies relevant organisations, maps where real decision-making influence sits inside complex structures, and supports outreach that reflects context, role and seniority. It is designed to scale activity without stripping out the judgement that makes a message worth reading, while keeping full approval and control with the team. Outpilot was proven first in elite sport, operating in environments where deal values are significant, brand risk is high, and tolerance for generic outreach is close to zero. The same dynamics exist in sponsorship, family offices and complex B2B sales: long cycles, multiple stakeholders and decisions driven by trust rather than volume. Outpilot is designed for those environments.

## Key facts

| | |
|---|---|
| Open roles | 0 |
| Employees | 1 to 10 |
| Website | https://outpilot.ai |

## Leadership

- Rich Cronin, Chief Executive

## Common questions

### Is Outpilot AI hiring right now?

Outpilot AI has no open roles listed as of October 23, 2026. Roles appear here as soon as they are posted on Outpilot AI's careers site.

### Who leads Outpilot AI?

Rich Cronin, Chief Executive, is at the top of Outpilot AI's org chart.

### How do I apply for a job at Outpilot AI?

Pick a role on Outpilot AI's TheJobsMap page and select Apply. Every listing links to the original posting on Outpilot AI's own careers site, so you apply directly with the employer.