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Department Workguides
Onboarding here is:
“sit next to Sharon for a month.”
Great for culture. Risky for everything else.
A lot of teams are running on knowledge that lives in people, not in process.
The way things actually get done is scattered across habits, side conversations, old files, and whatever someone remembers when the next person asks.
That gets even messier once AI enters the picture.
Now the undocumented part isn’t just how the work happens — it’s also:
what people are allowed to use AI for
what information should never go into it
where human judgment still has to stay in control
and what the next person needs to know to work safely
I built Department Workguides for exactly that problem.
I turn scattered knowledge and unwritten AI rules into clear, practical guides your team can actually use.
What you get:
Capture what actually happens
Turn it into clear, usable guides
Include the unwritten AI rules
Reduce risk and speed up onboarding
The point is not to make your team depend on me forever.
The point is to make the work clearer, more resilient, and easier to hand on.
Department Workguides — $1,800
The network for creativity
Join 1.25M professional creatives like you
Connect with clients, get discovered, and run your business 100% commission-free
Creatives on Contra have earned over $150M and we are just getting started
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At CRITER.AI, we’re building AI that helps migrants avoid expensive legal mistakes and visa bans by auditing Australian visa applications against immigration law. We’ve been getting a healthy amount of investor interest, but there was one recurring piece of feedback: our pitch deck was lackluster.
Fair enough. As a lawyer, my creativity usually goes into finding the legal issue everyone else missed, not deciding which shade of blue says “invest now.”
So we set out to change that. We chose Contra over its competitors because the caliber of people looked considerably stronger.
When I posted our request for a pitch-deck redesign, I expected a few people to reach out with quotes. As of today, we have had 303 applicants.
For a bootstrapped business, working through that volume was simply impossible. So we created a challenge:
“Here is my pitch deck. Pick the slide you think needs the most work, and show me what you can do.”
What followed was fascinating.
101 applicants (around 1/3) never replied. Of those who did, around 10% simply reiterated what they had already said. One person replied that, with 250 applicants, they were not going to bother trying. lol.
Several asked whether the test would be paid. 12 sent a quote for the work to be paid first, after which I could decide whether to go further.
Less than 25% of the applications were obviously AI-generated. We are by no means AI-phobic, but the Claude watermark was perhaps a little too much. You know who you are dude!
2 people had trouble opening the Google file we sent. I’m still not entirely sure why.
7 people were so impressed by the work they did that they watermarked it, labelled it “draft,” or otherwise made it impossible to download for further review.
12 people reached out through LinkedIn rather than the app; a further 18 emailed; and 1 person even called me.
18 people not only sent an example slide; they also signed up for our free immigration-advice beta test.
From 303 applicants, we narrowed the field to 15 people who were simply too good to ignore.
Every one of those candidates took the time to understand what we were trying to do, what CRITER.AI is about, and spoke to us as people rather than as another job listing. Two spotted mistakes in the pitch deck that we would not have noticed without them. Another created a 3-minute Loom presentation explaining the changes they made and why they mattered. Most went beyond the requested single slide. One applicant redesigned the entire pitch deck and sent it watermark-free.
It was a difficult decision, but the person we chose had just that little bit more talent than an exceptionally strong group. They not only showed that they understood what we wanted and impressed us with the slide they redesigned; they also suggested another slide we had never considered relevant, then created it using information we had not even provided.
They took our AI immigration-law business and made our pitch deck speak to investors on a human level.
Can't wait to come back to resign our website, social media and other design work.
Lovely and impressive!
Exploring a new direction for Bosak 🎵
Playing with the onboarding experience, what do you think? 👀
24-Hour AI Workflow Blueprint — From Business Problem to Practical AI Plan
I developed a practical workflow-review system designed to help small businesses identify where AI can genuinely save time — and, just as importantly, where human judgement should remain in control.
The process starts with a structured business questionnaire covering repetitive tasks, existing software, time-consuming processes, desired improvements and areas that should not be automated.
That information is then analysed to identify bottlenecks, quick wins and realistic opportunities for AI assistance. The resulting Blueprint provides prioritised recommendations, practical workflows, suggested tools and prompts, implementation steps, and clear human/AI boundaries.
I also built and tested the supporting intake and delivery workflow so the complete review can be produced within 24 hours of receiving the required information.
The objective isn't “AI everywhere”. It's less repetitive work, clearer processes and practical improvements that a business can actually use.
This workflow was developed and internally tested as part of a live 30-day commercial AI experiment. No invented client results or hypothetical savings are presented here.
