A clear path from IT support to your first cloud role.
A 49 page guide and workbook that takes you from where you are today to ready for your first cloud interview. I built it from 61 real job postings and what I teach my coaching students.
Instant download after checkout. All sales are final.



Most people don't have a learning problem. They have an order problem.
I see the same pattern with students: a course, then a certification, then a lab, then another course. Six months later they know five things that don't connect, and they still have nothing to show an interviewer.
What 61 job postings asked for, November 2026
Not just knowledge. Things you can show.
Work through the guide front to back, and you finish with five things that show an employer you're ready.
A target role you chose from real data
Not a guess. The role 61 postings say you're closest to, and why.
01Your 12 month plan, filled in
Four phases on your own worksheet, with the labs in the order to do them.
02A resume and LinkedIn that match the postings
Rebuilt from the teardown, with a before and after to follow.
03Three Azure builds you can explain
On your GitHub, with the commands, the errors you fixed and what to say about them.
04Answers to 45 interview questions
Practised out loud, with what the interviewer is really checking.
05All of it for $19 CAD.
Inside the guide: a working plan, not another course.
Every section ends in a page you act on: numbered steps, the time each one takes, and links to the real material.


Know where to start, and what comes next.
- Readiness checkTen lines, 30 points, and where to start
- What employers ask for61 postings for three entry roles, every required skill counted
- Pick one roleWhich role to aim for first, and how to describe your current work in cloud terms
- 12 month roadmapFour phases, your own worksheet, and ten labs in order


Present your experience the way employers read it.
- Job posting teardownFind 20 postings in your city and turn them into your study list
- Certifications, honestlyThe real AZ-900 and AZ-104 areas and weights, and the order
- Resume, LinkedIn, GitHub, applyingTen things to do on each, with a before and after
- Resume templateOne page, and the Word file is included


Build real work, and learn to talk about it.
- Three Azure buildsStep by step, with the commands, the errors you'll hit and how to discuss them in an interview
- 45 interview questionsModel answers, what the interviewer checks, and the story to tell
- From my coaching callsWhat I tell every student on our first call, and how I have them practise
Everything you need to begin.
- The 49 page guide and workbook, to print or fill in on screen
- A 12 month roadmap worksheet
- Step by step guides for three Azure builds
- 45 interview questions with model answers
- Ten labs in order, with links
- A one page resume template as a Word file
One payment, and the guide is yours to keep. Download it right after checkout, with the same link by email.
Secure checkout with Stripe. All sales are final.

I started on a helpdesk, too.
I worked a helpdesk in 2015, moved into a sysadmin role in 2017, and got my first cloud role in 2020. What slowed me down most was learning things in the wrong order. I've since spent 7+ years deep in Azure and trained 500+ students, and this kit is the path I'd follow if I were starting again.
This kit is for you if
- You're in IT support, helpdesk or sysadmin work, or studying
- You want your first cloud role
- You've watched plenty of courses and want a clear plan
It may not be right if
- You already work in a cloud role
- You'd like your work reviewed every week: mentorship is a better fit
New to IT? I'd start with the free Starter Path. If you'd rather have me review your work each week, take a look at Azure mentorship, one to one.
Frequently asked questions
Have a question that isn't here? Email me at singh@cloudwithsingh.ca and I'll reply personally.
A 49 page guide and workbook as a PDF, made to print or fill in on screen. The resume template also comes as a Word file.
No. It's a structured method with space for your own details. If you'd like me to review your work each week, that's my one to one mentorship.
Yes. The method works anywhere. The job posting data comes from the US and Canada.
The builds, labs and interview questions use Azure. The roadmap, teardown, resume and LinkedIn pages apply to any cloud.
Right after checkout you'll see a download button, and the same personal link arrives by email. It works 3 times per file over 7 days, so please save the files to your device.
Payment is handled by Stripe. Checkout and your statement will show Techrupt Digital.
All sales are final because it's a digital download. If your link stops working before you have the files, email me and I'll send a new one.