Business Operations Associate

Whippy is the AI native platform for business communication: 1,000+ customers, bootstrapped, profitable, category leader in staffing and HR with new verticals opening behind it. Our CEO is a former professional poker player who built and sold a company before this one. Right now, he is also personally the company's router: billing, vendor invoices, support triage, contract prep, recruiting coordination, and meeting logistics all flow through his inbox.

Your job is to take that entire layer off his plate, run it better than he did, and earn your way into the work that sits closest to him. You will learn more about how a real business actually works in twelve months here than in three years anywhere else, because you will be inside every decision, not reading about it in a deck.

Bootstrapped and profitable, so revenue is the strategy. We run on our customers' clock. They are East Coast; we start early. No task is above or beneath anyone here, including the CEO, who still cold calls. AI first: we expect you to use AI to automate your own work, then everyone else's. Speed over polish. Results over activity.

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Once the operational layer runs without reminders, you graduate into the work most companies reserve for MBAs and consultants:

• First 30 days: zero overdue invoices without an active follow up, and the three system reconciliation is current.

• First 90 days: you own the routing layer and recruiting coordination runs without reminders.

• Year one: the operational layer runs without you being asked, and you have shipped at least two strategic projects that changed a company decision.

You are one to three years out of school and can point to concrete evidence you outwork and outthink your peers: you ran something, built something, worked through school, competed at something seriously, or were the person your last team could not function without. You are organized to a fault and nothing you own needs to be asked about twice. You write clean, professional English fast. You are fluent with spreadsheets and already use AI tools to work faster. And you have judgment: half this job is defined tasks, the other half is noticing what needs doing before anyone assigns it.

Experience with Stripe, HubSpot, or billing is a plus, not a requirement. We can teach tools. We cannot teach ownership.

• You think grunt work is beneath you. Billing is week one, and it is how you earn everything after it.

• You need detailed instructions for every task.

• You want a job description that never changes. This role expands every month.

• You are looking for a remote job. This role works alongside our CEO in Los Angeles.