Jack & Jill/External ATS

BlazeSQL - AI-native B2B SaaS platform for business intelligence.

Chief of Staff (Founding Operator)

Full TimeRemote

Location

United States

Posted

4 days ago

Salary

Not specified

No structured requirement data.

Job Description

This description is a summary of our understanding of the job description. Click on 'Apply' button to find out more.

Role Description

As the Founding Operator, you will be the engine of an AI-native firm modernizing M&A for $1M-$50M revenue 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.

  • 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 presence 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 Notion.

Qualifications

  • 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 close.
  • 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 seed-stage company without needing a pre-defined playbook.

Requirements

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

Company Description

Dealflowagent.com – AI-native M&A advisory firm

Next Steps

  • Step 1. Visit our website.
  • Step 2. Click 'Talk to Jack'.
  • Step 3. Talk to Jack so he can understand your experience and ambitions.
  • Step 4. Jack will make sure Jill (the AI agent working for the company) considers you for this role.
  • Step 5. If Jill thinks you're a great fit and her client wants to meet you, they will make the introduction.
  • Step 6. If not, Jack will find you excellent alternatives. All for free.

Job Requirements

  • 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 close.
  • 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 seed-stage company without needing a pre-defined playbook.
  • Backed by elite operators including founders with 9-figure exits, former Investment Banking MDs, and PE fund managers who understand the $1M-$50M market gap.
  • Extreme technical leverage using proprietary AI agents (Sage and Sterling) to automate the operational grind, evidenced by a recent healthcare deal closed in just 9 weeks.
  • Unique compensation structure including a $90k base, 1% equity with accelerated vesting, and a performance-based profit share yielding up to $50k in Year 1.

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