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Dealflowagent

Dealflowagent

Job listing

Remote (United States)$90k + $10k-$50k Profit Share + Equity

Chief of Staff at AI-native M&A advisory firm

Are you a high-agency operator ready to disrupt the traditional M&A landscape? This AI-native advisory firm, backed by legendary founders with 8-9 figure exits and former Evercore VPs, is hiring a Founding Chief of Staff to own GTM and operations. You'll move with speed using proprietary conversational AI to close deals in weeks, not months. With a $90k base, significant profit sharing, and 1% equity on an accelerated vesting schedule, this is a career-defining opportunity to modernize how essential service businesses are sold. If you have M&A experience and startup DNA, apply to build the future of dealmaking.

Overview

Role overview

You will be the engine of an AI-native M&A firm, bridging the gap between operations, GTM, and product. Working directly with an exited founder, you will modernize the $1M-$50M revenue market by managing end-to-end deal processes through proprietary conversational AI agents, automating the operational grind to focus on closing high-value transactions.

Company

Dealflowagent

Dealflowagent

London, United KingdomPre-Seed

AI-native M&A advisory firm backed by founders with 8-9 figure exits and former Investment Bank MDs.

Responsibilities

What you will do

  • Manage 5-10 simultaneous sell-side M&A processes, from building 30-page information memorandums to orchestrating multi-stage outbound buyer campaigns.
  • Translate customer feedback into actionable product improvements, working directly with engineers to spec and ship features for the AI-native platform.
  • Build and optimize the company's internal operating system, driving OKRs, tracking KPIs, and developing no-code automations to scale the business methodically.

Candidate profile

Who this is a fit for

  • Proven experience in a fast-paced startup environment (Series A-C) or as a founder; you possess the "startup DNA" to operate without a playbook.
  • Deep understanding of the M&A lifecycle, including LOIs, due diligence, and financial modeling, ideally gained from a boutique advisory or brokerage firm.
  • Technical fluency with no-code tools and automations; you are a high-agency operator who builds systems rather than just following existing manual workflows.

What makes it remarkable

Why this role is remarkable

  • Work alongside a world-class investor group including former MDs from top-tier investment banks and PE fund managers who are actively modernizing the M&A space.
  • Leverage proprietary conversational AI agents, Sage and Sterling, which handle the operational heavy lifting, allowing you to move with unprecedented speed and efficiency.
  • Rare opportunity to join as a Founding Operator with 1% equity and an accelerated vesting schedule that is three times shorter than the industry standard.

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How Jack & Jill work together

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If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.

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