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    Become a Caritas Venture Co. Associate

    An on-ramp to the 21st-century career you want. Work on real AI transformation projects with real clients. Earn based on outcomes. Learn by doing. Graduate into whatever comes next for you.

    How we pay

    Three ways to earn, never wages

    Shares in bounty pots ($2,500–$10,500 to date, with leads capturing 70–95%), hourly payouts on billable Groundwork face time, and $500 for every Groundwork engagement you close. Settlement is public on ARLOS.

    See live earnings on ARLOS

    How you stay

    One productive mark every 30 days

    Earn shares, log four billable Groundwork hours, or close a Groundwork engagement. There is no free first month: hit none of the three within 30 days of your Caritas email address being created and you owe a $500 membership fee, invoiced on day 30. The same applies to each 30-day cycle after.

    Read the full terms

    How we hire

    Evidence over resumes

    Show us how you've made three real people measurably better off using AI in their work. We care about results, not credentials.

    The minimum bar

    Show us what you've done

    Come prepared with evidence that you have made at least three people measurably better off by implementing generative AI into their professional workflows.

    What we look for

    Verifiable evidence

    Recordings, transcripts, before/after metrics, testimonials. Concrete proof that transformation occurred.

    What we look for

    Quantifiable impact

    Time saved, revenue generated, errors reduced. Measurable improvements the people you helped can speak to.

    What we look for

    Three distinct people

    Three separate individuals whose work improved because of what you built or taught them. Scale doesn't matter.

    Compile your dossier

    How to assemble evidence

    1. 01Gather recordings, emails, and documentation from your transformations.
    2. 02Use AI tools to create a comprehensive summary with footnotes to primary sources.
    3. 03Include specific metrics: hours saved, revenue impact, process improvements.
    4. 04Get written testimonials from those you've helped.
    5. 05Create a portfolio showing before/after workflows.

    Just getting started

    Build your portfolio

    • Study our open-source methodologies
    • Apply the methods in your current role or with colleagues.
    • Document everything: recordings, metrics, testimonials.
    • Build your evidence portfolio over time.
    Apply with evidence

    Program flow

    How the program works

    01 / Study & apply

    Review our open-source methodologies. Run a real project in your organization or for a client using our frameworks. Document your results.

    02 / Interview & demonstrate

    Schedule an interview to discuss your experience. Show us how you've applied our methods and the results you've achieved. We value proven ability over credentials.

    03 / Start small

    Begin by shadowing active bounties and contributing alongside the drivers who run them. From the day your Caritas email address is created, you have 30 days to earn your first shares, log four billable Groundwork hours, or close a Groundwork engagement. Miss all three and you owe the $500 membership fee, invoiced on day 30, even if you leave before then.

    04 / Scale your impact

    Progress to leading full transformations. Coordinate teams of associates. Eventually, lead spin-off product companies as CEO or Chief AI Officer, with equity participation.

    Your first 30 days, and every 30 days after

    Be productive. Three ways count.

    Nobody assigns you work. One rule applies from day one: hit at least one of the three marks below within 30 days of your Caritas email address being created, and at least one in each 30-day cycle after that. Each one pays, and each one moves a client closer to a shipped outcome.

    01 / Productive mark

    Earn shares in a live bounty

    A share of a $2,500–$10,500 pot

    Shadow the driver of an active ARLOS bounty, find a slice you can take off their plate, and get shares transferred to you in exchange. Any amount counts, as long as it's more than zero. Every payout settles publicly on ARLOS.

    02 / Productive mark

    Log four hours of Groundwork face time

    From $100 per billable hour

    Groundwork is paid discovery, billed to the client by the minute. Four billable hours in a 30-day cycle clear the bar, with one qualifier: each hour has to be traceable to stubbing out a new ARLOS bounty or to a meaningful, valuable improvement in the scoping of an existing one. Associates start at $100 per billable hour; Senior Associates and Principals earn more. Two paid seats per session, so extra attendees are shadowing.

    03 / Productive mark

    Close a Groundwork engagement

    $500, half the activation fee

    Bring a prospect through the fit call to a recorded yes on Groundwork terms. Every engagement starts with a $1,000 one-time activation, and whoever closes it earns half once the client's invoice clears. Introduce the decision maker yourself and the referral stake on every Quick Win that follows is yours too.

    Skin in the game, both ways

    A $500 membership fee per 30-day cycle, waived when you're productive

    There is no free first month. The day your Caritas email address is created is day 1, and your membership runs in 30-day cycles from that date. Hit none of the three marks by the end of day 30 and you owe $500, invoiced that day. Joining commits you to that first cycle, so leaving before day 30 doesn't cancel the fee. After that, any cycle you finish as a member without a mark brings a $500 invoice at its end. Hit any one mark in a cycle and nothing is invoiced.

    Invoices are due within 30 days. If one is unpaid on its due date, your membership ends that day and the $500 is still owed. Fees are not refunded. After your first 30 days, leave whenever you like by telling us in writing, and owe nothing for a cycle you leave before it ends. You confirm these terms in writing before your Caritas email address is created, and out loud on a call with us.

    Caritas can end a membership at any time; if we do so in your first 30 days, the fee is waived. Two things are non-negotiable: the client's good comes first, and confidentiality, privacy, and trust have zero tolerance for violations.

    You won't do it alone

    Every associate has a patron

    From day one you're paired with a patron: an advanced associate who meets with you live at least once a month, makes driver introductions, and helps you land that first contribution. Every sync ends with a specific commitment: the contribution or client conversation you'll take on, the result you're aiming for, and when you'll do it. At the next sync, you and your patron check what happened and decide the next step.

    Patrons earn a share of the upside when the people they mentor succeed, so the guidance you get is backed by real skin in the game. As you grow from contributor to driver to scoping and selling your own engagements, you'll take on apprentices of your own.

    Associate stories

    From the people who've been through it

    Vika Abby

    Vika Abby

    Former Associate (7 months), now driving growth marketing at Fora Travel

    View profile

    "I was stuck in analysis paralysis, watching countless videos and learning so much, but never getting real practice. Within my first few weeks as an associate I was on client calls, running AI workshops, and building automation workflows for real companies."

    "Over seven months I worked with clients across logistics and shipping, staffing, and travel. I led a 30-person prompt engineering workshop for sales leaders, built landing pages, designed outbound playbooks, and helped cut a client's video production time from six hours to two. That hands-on experience is what got me hired at Fora Travel to accelerate their growth marketing."

    Outcome

    7 months, 6+ client engagements. Now driving growth marketing initiatives at a VC-backed travel tech company in New York.

    Career progression

    Clear advancement based on results

    Three levels with concrete responsibilities, plus a fourth path: founding CEO or Chief AI Officer of a spin-off product company.

    01 / Associate

    Entry level practitioners

    • Run fit calls, paid Groundwork sessions, and close Groundwork engagements
    • Facilitate AI action workshops
    • Implement automation projects
    • Document solutions and create SOPs

    02 / Senior Associate

    Experienced transformation leaders

    • Lead full transformation cycles
    • Manage complex implementations
    • Train and mentor new associates
    • Develop custom methodologies

    03 / Principal

    Strategic leaders and rainmakers

    • Coordinate teams of associates
    • Design enterprise transformations
    • Build client relationships
    • Drive methodology innovation

    Beyond Principal

    Spin-off CEO and CAIO opportunities

    Top principals who identify product opportunities can become founding CEOs or Chief AI Officers of spin-off companies, with significant equity participation and full P&L responsibility.

    Ultimate career path

    Program benefits

    What associates get

    Outcome-Based Rewards

    Bounty shares, metered Groundwork payouts, and closer awards. Never wages.

    Frontier Tech Access

    Company-provided AI tool access. Additional inference support is reviewed case by case before spending.

    Flexible, self-directed work

    Choose your availability and the work you take on. Live client conversations and collaboration are part of the work.

    Accelerated Learning

    Access to frontier know-how and proven methodologies

    Compelling Opportunities

    Work on the most interesting transformation challenges

    Path to Leadership

    Progress from associate to principal to spin-off CEO or CAIO

    Right fit

    Are you the right associate?

    Ideal associates have

    • Hands-on experience with AI tools (ChatGPT, Claude, etc.)
    • Strong business acumen and process thinking
    • Excellent communication and facilitation skills
    • Self-directed learning ability
    • Entrepreneurial mindset
    • Track record of delivering results

    You'll thrive if you

    • Love solving complex business problems
    • Get energized by teaching others
    • Prefer outcomes over hours worked
    • Want flexibility and autonomy
    • Seek continuous growth
    • Dream of building something bigger

    Test your readiness

    Self-assess before you apply

    Before applying, use our custom GPT to assess your readiness for AI engagement work. Get personalized insights on your strengths and areas for development.

    Free · 5–10 minutes · Powered by ChatGPT

    Take the assessment

    Questions answered

    Frequently asked questions

    What is the Caritas Venture Co. Associate Program?

    The Associate Program is a performance-based partnership where skilled practitioners deliver AI transformations using our proven methodologies. Associates work on client projects, earning outcome-based compensation while maintaining flexibility and autonomy.

    How does compensation work?

    We never pay wages. Every associate is a 1099 contractor, and every dollar is tied to something that happened. There are three ways to earn. Bounty shares: each shipped outcome has a fixed pot, and drivers transfer shares to the people who help them ship. Groundwork face time: paid discovery is billed to the client by the minute at role-based rates, and you are paid for your billable hours (Associates start at $100 per billable hour; Senior Associates and Principals earn more). Closing: whoever brings a prospect to a recorded yes on Groundwork earns $500, half of the one-time activation fee, once the client's invoice clears. On outcomes, revenue generally splits three ways: one-third to Caritas as the capital provider, one-third to whoever sells the work, and one-third to those who fulfill it.

    What does a typical outcome pay?

    Bounty pots typically run $2,500–$7,000 per shipped outcome, and the largest to date is $10,500. Within each pot, lead operators capture 70–95% and pair contributors 3–10%, depending on what they shipped. Top performers ship multiple outcomes per month. Every payout settles publicly on ARLOS. See live earnings at arlos.app.

    What are the requirements to become an associate?

    The minimum bar is evidence that you have made at least three distinct people measurably better off by implementing generative AI into their professional workflows. Beyond that, strong business acumen, excellent communication skills, and familiarity with our open-source methodologies all help. We value practical experience and proven results over credentials.

    What's expected in my first 30 days?

    One thing: be productive, in any one of three ways. Earn shares in a live ARLOS bounty, log at least four billable hours of Groundwork face time, each traceable to stubbing out a new ARLOS bounty or meaningfully improving the scoping of an existing one, or close a Groundwork engagement. Nobody assigns you work. You browse what's live in ARLOS, reach out to drivers whose work interests you (your patron and Slack make this easy), shadow, and find a slice to take off their plate. Drivers exchange shares for real help. Your 30 days start the day your Caritas email address is created. Hit none of the three by the end of day 30 and you owe the $500 membership fee, invoiced that day, even if you leave before then. From then on, the same three-way bar applies to every 30-day cycle.

    What is the membership fee, and when does it apply?

    $500, owed for any 30-day cycle in which you hit none of the three marks. The day your Caritas email address is created is day 1, and cycles run from that date. Your first cycle is a commitment: hit none of the three marks by the end of day 30 and you owe $500, invoiced that day, even if you leave before day 30. After that, any cycle you finish as a member without a mark brings a $500 invoice at its end. Hit any one mark in a cycle and nothing is invoiced; a mark counts in the cycle it is recorded. Invoices are due within 30 days. If one is unpaid on its due date, your membership ends that day and the $500 is still owed. Fees are not refunded. After your first 30 days you can leave at any time by telling us in writing, and you owe nothing for a cycle you leave before it ends. You confirm these terms in writing before your Caritas email address is created, and out loud on a call with us.

    What counts as closing a Groundwork engagement?

    A prospect you brought through the fit call gives recorded assent, verbal or written, to the standard Groundwork terms: the $1,000 one-time activation plus the rate card. That gets logged with you as the closer. Once the client pays the activation invoice, you are paid $500. Groundwork then bills by the minute, and the goal is to scope and activate a Quick Win in a Box as quickly as possible. If you also made the original introduction to the decision maker, the referral program pays you 10% of every successful Quick Win with that organization on top.

    What is a patron?

    Every associate is paired with a patron: an advanced associate who meets with you live at least once a month, makes driver introductions, and helps you land your first contributions. Every sync ends with a specific commitment: the contribution or client conversation you'll take on, the result you're aiming for, and when you'll do it. At the next sync, you and your patron check what happened and decide the next step. Patrons earn a share of the upside when the people they mentor succeed, so their guidance is incentive-aligned, not charity. As you advance, you take on apprentices of your own.

    How do associates progress in the program?

    Associates start by contributing on active bounties and earning shares through transfers, then progress to driving bounties themselves, then to scoping and selling new engagements. High performers can advance to Principal level, leading teams of associates, and potentially become founding CEOs or Chief AI Officers (CAIOs) of spin-off product companies.

    Is this a full-time commitment?

    No. The program is designed for flexibility. Many associates balance this with other commitments, and you choose your availability and the work you take on. The one fixed expectation is the 30-day bar: at least one productive mark in every 30-day cycle, starting with your first, or the $500 membership fee is owed. The bar measures outcomes delivered.

    Can Caritas end my membership?

    Yes, at any time, and you can leave at any time too, though leaving during your first 30 days does not cancel the first-cycle fee. If we end it during your first 30 days, that fee is waived. Two things are non-negotiable: the client's good comes first, and confidentiality, privacy, and trust are absolute, with zero tolerance for violations of the NDA and data-protection terms you sign at onboarding.

    Apply

    Ready to join the network?

    Start your journey from practitioner to principal. Apply today and show us how you've used AI to drive real business results.

    01Book a 30-minute interview slot.

    02Prepare examples of your AI implementation work.

    03Demonstrate your understanding of our methodologies.

    04Discuss your goals and availability.

    Not ready yet? Study our open-source methodologies and complete a project first.