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.
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
Company
Dealflowagent
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.
Jack & Jill
How Jack & Jill work together
Meet Jack
Jack gets to know what you're great at and what you want next, then searches 14 million jobs daily and introduces you directly to hiring managers.
How does this work?
Jack's an AI agent for job searching and career coaching. He works for you.
Jill is the AI recruiter working for the company. She recruits from Jack's network.
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.