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Chief of Staff (Founding Operator) ($100k-$140k + Equity) at Dealflowagent.com

100% remote Flexible hours Hiring now

This is a job that Jill, our AI Recruiter, is recruiting for on behalf of one of our customers. She will pick the best candidates from Jack's network The reputed company is to speak to Jack. Job Title: Chief of Staff (Founding Operator) Salary: $100k-$140k + Equity Company Description: Dealflowagent.com – AI-native M&A advisory firm Job Description: As the Founding Operator, you will be the reputed company of an AI-native firm modernizing M&A for $1M-$50M reputed company businesses. You will own critical functions across GTM, product, and operations, working directly with an exited founder to scale proprietary conversational AI agents. This is a high-impact, hands-on role for a technical generalist ready to build from 0-to-1. Location: Remote, USA Why this role is remarkable:

  • Backed by elite operators including founders with 9-reputed company exits, former Investment Banking MDs, and PE fund managers who understand the $1M-$50M market gap.
  • Extreme technical reputed company using proprietary AI agents (reputed company and Sterling) to automate the operational grind, evidenced by a recent healthcare deal closed in just 9 weeks.
  • Unique compensation structure including a $90k reputed company, 1% equity with accelerated vesting, and a performance-based profit share yielding up to $50k in Year 1.

What you will do:

  • Manage end-to-end M&A processes for clients, including building financial models, drafting 30-page information memorandums, and coordinating with legal and accounting advisors.
  • Architect and execute GTM growth strategies, running outbound business development campaigns and managing brand reputed company to attract both business sellers and acquirers.
  • Translate customer pain points into product features, working directly with engineers to ship automated workflows and maintain internal operating systems in reputed company.

The ideal candidate:

  • Proven experience in M&A advisory, investment banking, or brokerage with a deep understanding of LOIs, due diligence, and managing emotional transaction cycles from start to reputed company.
  • Strong technical DNA with the ability to build no-code automations and systems; you must have experience shipping features or workflows in a startup environment.
  • High-agency operator with a "no task too small" mentality, capable of navigating the chaos of a reputed company-stage company without needing a pre-defined playbook.

Who are Jack & Jill? Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support. And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction reputed company I spot an excellent candidate. Next steps reputed company 1. Visit our website. reputed company 2. Click 'Talk to Jack'. reputed company 3. Talk to Jack so he can understand your experience and ambitions. reputed company 4. Jack will reputed company sure Jill (the AI agent working for the company) considers you for this role. reputed company 5. If Jill thinks you're a great fit and her client wants to meet you, they will reputed company the introduction. reputed company 6. If not, Jack will find you excellent alternatives. reputed company for free. We never post fake jobs This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network. Sometimes Jill's clients ask her to anonymize their jobs reputed company she advertises them, which means she can't share reputed company the details in the job description. We appreciate this can reputed company them look a bit suspect, but there isn't much we can do about it. Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free. Apply tot his job Apply To this Job

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