Personal Assistant / Executive Assistant (Short-Term Contract)
Part-timeMost applications go out cold — see where you stand first. No sign-up to start.
Don't just apply. Show up ready.
Olive works from this exact posting — no sign-up to start.
At a glance
Job overview
Careerflow is hiring a Personal Assistant / Executive Assistant (Short-Term Contract). Careerflow Human Data Labs partners with AI companies to gather professional expertise. The role involves selecting a recurring executive task, documenting it in detail, and providing precise thresholds, scoring criteria, and escalation paths. The work is remote, part‑time contract, and requires 5+ years supporting executives, with flexible 10‑20 hour weekly commitment.
Key focus areas include Choose one recurring task from your own work that spans days to months and document it end to end, Complete a structured online form documenting that task at a level of detail for novices, and Cover specifics such as exact thresholds, scoring criteria, escalation paths, message channels, and failure modes.
Successful candidates bring 5+ Years Executive Support Experience, Ownership Of Complex, Multi-Week Workstreams, and Experience Supporting US-Based Executives Or Organizations. Important skills include Process Management, Written Communication, Time Management, Writing At Length, and Precision In Rules And Thresholds.
Skills & qualifications
Skills
Qualifications
Full job description
Careerflow Human Data Labs partners with AI companies to bring real-world professional expertise into their products.
We are working with an AI research organization that is building systems capable of handling long, multi-step professional work. To do that well, those systems need to learn from how expert practitioners actually operate, not from generic online content.
What you will do:
-
Choose one recurring task from your own work that spans days to months (for example, planning and running an offsite, or managing a quarterly board meeting cycle end to end)
-
Complete a structured online form documenting that task end to end, at a level of detail where someone who has never done the job could follow it
-
Cover the specifics: exact thresholds, scoring criteria, escalation paths, message channels, tool access, failure modes
-
This is expected to take approximately 10 hours of total time and can be completed in multiple sittings.
-
If you do well, you may be extended to provide multiple such submissions.
Requirements
-
5+ years supporting an executive or principal directly, currently or recently practising
-
Ownership of complex, multi-week workstreams, not calendar management alone
-
Experience supporting US-based executives or organizations
-
Comfortable writing at length and being precise about rules and thresholds
-
Available for 10-14 hours of focused work over a 7-10 day window
Process The entire process is intended to be quick and simple, taking less than an hour or two of your time, with quick results.
-
You will need to go through an AI-driven interview (10-15 minutes) explaining your general background
-
You will need to perform a small assessment that mimics the actual work (~30 minutes)
-
Final review by in-house team
Company: Careerflow Human Data Labs
Type: Part-time contract (1099), fully remote (US)
Location: United States only
Commitment: 10-20 hours/week (flexible scheduling, weekends okay)
Compensation: $40 - 70 / hr (depending on experience)
Start date: Immediate
You've read the whole posting — now see how you match it.