Cashflow Positive AI
Black Swan Ventures Group LLC
Active vetting round
High demand
Building the team
Applications under review

Careers

Open roles and job listings.

These are the positions we are looking to fill. There is no fixed cap on any of them. If 5 strong setters apply, we will hire 5.

  • Founder interviews every candidate
  • Written feedback on every application
  • 3 international workshops a year, required
  • 28 people by mid-2027
See open rolesHow we hire, from the founder →
THE PROCESS8 STEPS · FULLY TRACKED

You will see your status change as it changes.

You will hear from us in writing, whatever the answer.

01

You apply

You fill in the form and send it. That is the whole application.

01

You apply

You fill in the form and send it. That is the whole application.

02

You get your application board

A private link arrives by email. It is yours. You can edit your answers, add links, upload a photo, replace your CV and submit changes at any point while your application is open.

03

A human reads it

Someone actually reads what you wrote. Your status updates on your board when they do.

04

You get feedback or an interview

One of two things happens. Either we book an interview, or you get written feedback asking you to clarify or expand something. Being asked for more is not a rejection.

05

You revise and resubmit

You update your board and send it back. The status changes again.

06

Interview

A conversation. Not a test.

07

Paid task or commission task

Real work, scoped small, paid. You keep the work.

08

Paid trial, then contract

A longer paid trial if the task goes well, then a contract.

Onboarding runs on the same platform. The page you get on day one is the page you keep.

OPEN ROLES21 OPENINGS · ALL LEVELS

Open roles.

We pay fairly for the market you work in, and we do not lower an offer because of where someone lives.

Closer / Account Executive

UrgentRemote US / UKHigh English fluency required$2,000 to $6,500/mo + commission

You take a qualified, briefed buyer, scope the right build with them, and close it.

View role No fixed cap on this role. Pay varies with experience.

Workshop Videographer

UrgentEUMedium English fluency acceptable$3,500 to $5,000/mo, travel covered

Films the AI Executive and ZoomerStart workshop series and founder content on location. Travels with the tour. This is a permanent on-site seat and is not outsourced or remote.

View role No fixed cap on this role. Pay varies with experience.

Junior Setter

Hiring nowRemote US / EUEntry-level friendlyFrom $2,000/mo + commission

You qualify people and book appointments that are worth someone's time. That is the job. You are not cold-calling a list and hoping.

View role No fixed cap on this role. Pay varies with experience.

Forward Deployed Engineer

Hiring nowWorldwideHigh English fluency requiredSenior band

Ships inside the client's environment, not ours. Takes a blueprint into a real business, finds out where it does not fit, and changes it on site until it works.

View role No fixed cap on this role. Pay varies with experience.

AI Automation Engineer

Hiring nowWorldwideEntry-level friendlyPay varies widely with experience

Builds client-facing agentic systems to a defined blueprint inside a ten hour build window. This is a dependability role, not an invention role.

View role No fixed cap on this role. Pay varies with experience.

Design and Conversion Engineer

Hiring nowUK / US / EU / APACEntry-level friendly$4,500 to $7,500/mo + bonus

Designs and ships the pages and creative that turn attention into booked calls.

View role No fixed cap on this role. Pay varies with experience.

Founder's Associate, AI Concierge

Hiring nowRemote US / UK / EU / APACHigh English fluency required$3,500 to $6,500/mo

Owns the free 10-hour concierge builds end to end.

View role No fixed cap on this role. Pay varies with experience.

Founder's Associate, Automation

Hiring nowRemote US / UK / EU / APACHigh English fluency required$3,500 to $6,500/mo

Owns delivery on Cashflow Positive Automation.

View role No fixed cap on this role. Pay varies with experience.

Founder's Associate, Sales

Hiring nowRemote US / UK / EU / APACHigh English fluency required$3,500 to $6,500/mo

Owns Cashflow Positive Sales operations.

View role No fixed cap on this role. Pay varies with experience.

Founder's Associate, Conversion X

Hiring nowRemote US / UK / EU / APACHigh English fluency required$3,500 to $6,500/mo

Owns Cashflow Positive Conversion X delivery.

View role No fixed cap on this role. Pay varies with experience.

Founder's Associate, Onboarding

Hiring nowRemote US / UK / EU / APACHigh English fluency required$3,500 to $6,500/mo

Owns client onboarding.

View role No fixed cap on this role. Pay varies with experience.

Founder's Associate, Hiring and Talent

Hiring nowRemote US / UK / EU / APACHigh English fluency required$3,500 to $6,500/mo

Owns the candidate pipeline and talent training.

View role No fixed cap on this role. Pay varies with experience.
ON THE MAP · NOT YET OPEN22 TITLES

Roles we expect to open. If you are one of these, tell us now.

Office of the FounderChief of Staff
Office of the FounderExecutive Assistant
EngineeringPython Engineer
EngineeringSoftware Engineer
EngineeringData Engineer
EngineeringSolutions Architect
Office of the FounderPersonal Videographer
FinanceFinancial Officer
FinanceFinancial Auditor
LegalContract Counsel
ClientClient Relationship Manager
Office of the FounderChief of Staff
Office of the FounderExecutive Assistant
EngineeringPython Engineer
EngineeringSoftware Engineer
EngineeringData Engineer
EngineeringSolutions Architect
Office of the FounderPersonal Videographer
FinanceFinancial Officer
FinanceFinancial Auditor
LegalContract Counsel
ClientClient Relationship Manager
GrowthMedia Buyer
ContentSocial Media Clipper
ContentContent Creator
EducationExecutive Trainer
EventsWorkshop Host
DesignMotion Designer
ContentTechnical Writer
CommunityCommunity Manager
GrowthPartnerships Lead
ResearchResearch Analyst
ContentLocalisation Lead
GrowthMedia Buyer
ContentSocial Media Clipper
ContentContent Creator
EducationExecutive Trainer
EventsWorkshop Host
DesignMotion Designer
ContentTechnical Writer
CommunityCommunity Manager
GrowthPartnerships Lead
ResearchResearch Analyst
ContentLocalisation Lead
THE TOURA REQUIREMENT OF EVERY ROLE

You will meet the clients in person.

The AI Executive Workshop runs in person, 1 to 3 days, 20 to 35 executives in the room. We sell to operators across 3 continents and we do not employ people who have only read about them.

Every person at Black Swan Ventures Group attends 3 workshops a year, in 3 different countries: 1 in Asia, 1 in the United States, 1 in Europe. You choose the cities. Flights, hotel and food are covered.

This is a requirement of every role here, including the remote ones. It is not a perk and it is not optional. If you are unable to travel internationally, you are not eligible for these positions.

Miami
EST

Miami · EST

08:41 PM

Munich
CET

Munich · CET

02:41 AM

Berlin
CET

Berlin · CET

02:41 AM

Singapore
SGT

Singapore · SGT

08:41 AM

Hong Kong
HKT

Hong Kong · HKT

08:41 AM

Tokyo
JST

Tokyo · JST

09:41 AM

Miami
EST

Miami · EST

08:41 PM

Munich
CET

Munich · CET

02:41 AM

Berlin
CET

Berlin · CET

02:41 AM

Singapore
SGT

Singapore · SGT

08:41 AM

Hong Kong
HKT

Hong Kong · HKT

08:41 AM

Tokyo
JST

Tokyo · JST

09:41 AM

London
GMT

London · GMT

01:41 AM

New York
EST

New York · EST

08:41 PM

Chicago
CST

Chicago · CST

07:41 PM

Dubai
GST

Dubai · GST

04:41 AM

Amsterdam
CET

Amsterdam · CET

02:41 AM

Zurich
CET

Zurich · CET

02:41 AM

London
GMT

London · GMT

01:41 AM

New York
EST

New York · EST

08:41 PM

Chicago
CST

Chicago · CST

07:41 PM

Dubai
GST

Dubai · GST

04:41 AM

Amsterdam
CET

Amsterdam · CET

02:41 AM

Zurich
CET

Zurich · CET

02:41 AM

VALID PASSPORT
Required for all roles
3 COUNTRIES A YEAR
Asia, United States, Europe
TRAVEL COVERED
Flights, hotel and food

What you actually do there

You are not an attendee. You run a session, handle reception, answer questions on a build, or take clients to dinner. It changes by workshop. You leave knowing what the client actually wants.

The hero team

Assignments open up to people who perform. You become eligible through work, not tenure. This is how we staff the workshops that matter most.

Remote now, not forever

Offices are planned in New York, Munich and Taipei. If you could not imagine relocating to one eventually, worth knowing before you apply.

Three seats run the tour itself: Workshop Coordinator, Workshop Sales and Partnerships Manager, Workshop Videographer.

WHAT COMES WITH ITFOR EVERY PERSON

What we pay for.

Education budget

A real annual budget for every person. Using it is expected, not optional.

Books

We read the same books and talk about them. It is part of the job.

Business events

You attend industry events on the company. Also part of the job.

3 workshops a year

Flights, hotel and food covered. 3 continents.

Fitness

Gym or fitness membership covered.

Apple hardware

We run on Apple. You get the machine you need.

Software

Every tool and platform licence you need, on us.

Visa support

Relocation and visa support considered case by case, Germany and the United States.

APPLY1 FORM · 1 DECISION

Career application.

Applicant type
Travel and relocation

Travel

Travel is a real possibility in most roles and a requirement in some. Engineering and certain sales roles differ. It is not a rigid rule today, but it will become one. Travel is covered by the company.

Onboarding may also involve travel at short notice, potentially to the United States or United Kingdom within a couple of weeks of starting.

Neither of the first two answers disqualifies anyone.

This answer does not disqualify you.

Identity
Availability and compensation
Monthly, at 160 hours$0
Annual, at 1,920 hours$0

This is not a guarantee and we may make a counteroffer. Tell us the real number.

Experience and education

Job experience

Role 1
Role 2

Education

Education 1 (optional)
Evidence
Questions
Please answer in your own words. AI-generated responses will be identified and discounted. Grammar mistakes are completely fine.

When you work on anything real, a few things end up deciding whether it worked. We call those KPIs, key performance indicators.

Think of a role or project you were part of. What were the numbers or signals that actually mattered? Cost of acquisition, conversion rate, response time, readability, retention, whatever it was for you.

Name one, and tell us how you influenced it, or how you could have influenced it more.

There is no wrong answer. A KPI can be mathematical or hard to measure. What we are reading is how you think about it.

Referrals

Know someone who would fit one of these roles better than you, or as well as you?

We track who sends us good people, and we remember it.

11 required answers are still missing
  • Answer the travel question.
  • Choose the role you are applying for.
  • Enter your full legal name.
  • Enter a valid email address.
  • Enter your phone number with country code.
  • Select your country of residence.
  • Select your time zone.
  • Pick your earliest start date.
  • Enter your hourly rate in USD.
  • Enter your full LinkedIn URL.
  • Answer KPI 1.
Every application is read by a human and answered in writing.
AFTER YOU SEND ITWHAT HAPPENS NEXT

Then you get your own page.

Within minutes, careers@cashflowpositive.ai sends you a private link to your application. You can complete anything you left out, watch the status change, and read whatever we write back.

We are not fast right now, and we would rather say so than pretend. Client demand is ahead of the team, which is the reason these roles exist at all. We are working through applications and we will reach everyone.

Everyone gets written feedback. Not a template: a specific answer about your application. We do that because this is a training-first company: we believe almost anyone can be taught the work under the right conditions, and telling you exactly where you stand is the first part of that. It is the same reason we built Cashflow Positive Onboarding and Talent Training as products.

Written feedback

Every applicant, no exceptions

Who reads it

The founder, personally

Your page

Stays live through the whole process

WHERE WE ARE

Remote now. Three cities next.

We are a remote team today. We hire primarily in Germany and the United States, and we are open to Taiwan and elsewhere: if your country is not listed, that is not a no.

The main headquarters is planned for New York City, with Munich and Taipei following. Miami is under consideration. If you could imagine relocating at some point, say so in your application; it changes what we can offer you.

Sales is considerably more flexible on location than the other tracks.

One honest note on remote roles: the entry period is longer, expectations are documented more tightly, and there is less opportunity for us to see your work in person. That is the trade, and we would rather say it upfront.

CHICAGO
CST
NEW YORK
EST
MAIN HQ PLANNED
MUNICH
CET
OFFICE PLANNED
TAIPEI
GMT+8
OFFICE PLANNED
MIAMI
EST
UNDER CONSIDERATION