Get started Coach Others
Jill Osborne

Jill Osborne

Writing expert

Ex-developer turned tech writer—clarifying complexity, mentoring newcomers, and shaping documentation careers ~ Staff Technical Writer ~ 🇬🇧 ~

About me

Jill is an experienced technical writer who enjoys explaining complex features and concepts to a wide range of audiences. She transitioned to technical writing in 2018 after a successful career as a software developer. Read More

Skills

💼 Career Coaching 💬 Behavioural Interview 🚀 Advancement Coaching 📝 Resume Review

Roles

✍️ Technical Writer

Has worked at

M&G LogoM&G Moogsoft LogoMoogsoft Improbable Worlds LogoImprobable Worlds Imply.io LogoImply.io
4.96/5 · 5 reviews

Starting at $111 / month

The most popular way to get mentored, let's propel you forward in your career!

  • 1 to 4 calls per month (60min/call)
  • Easy booking via Calendly
  • Unlimited Q&A via chat
Book Intro Book Session View Pricing
  • Break the ice and introduce yourselves
  • Share your goals and discuss how Jill can help you
  • Discuss logistics, timezones and meeting frequency
Next Coach: Jose
 

Reviews

Real results from professionals coached by Jill Osborne

🇬🇧

"Jill helped me frame experience and craft a writing sample that stood out. I landed my first tech writer role."

Hannah W.
Broke into technical writing
Jan 2025
🇫🇷

"Actionable edits and mock interviews made all the difference. I received two offers within a month."

Sophie D.
Received two technical writing offers
Nov 2024
🇺🇸

"Jill made the transition from marketing to technical writing seamless. Excellent portfolio guidance."

Rebecca T.
Senior Technical Writer career change
Oct 2024
🇺🇸

"Jill's expertise in technical writing career advancement was invaluable for my promotion."

Marcus T.
Principal Technical Writer
Aug 2024
🇺🇸

"Jill's technical writing career coaching was exactly what I needed for staff level."

David K.
Staff Technical Writer at GitLab
Jun 2024

Ready to achieve similar results with Jill Osborne?

Book Intro Session
 

Ambitions?
You bring the talent.
we make sure it happens.

Work with us! We provide effective and efficient way to succeed in your career, exceed your goals or nail the job search.
Stripe Climate Tech Interview Coaching is a Stripe Climate Member
1% of every purchase helps new carbon removal technologies scale.
 

Frequently Asked Questions

Browse our marketplace of experienced tech interview coaches. Once you find the right coach, book a 1:1 video session with them. At the scheduled time, join the live call, discuss your challenges, practice interview questions, and receive personalized feedback to improve your performance.

Standard coaching sessions are 60 minutes, though some coaches may offer shorter or longer options. You can select your preferred duration when booking.

A lot! Many candidates feel more confident and well-prepared after just one session. The most popular format is a 60-minute deep dive, but even a 30-minute session can be highly effective for targeted feedback. Many candidates choose to book multiple sessions for continued improvement.

Yes! Many candidates book multiple sessions with the same coach or work with different coaches to gain varied perspectives.

Our coaches are experienced industry professionals, hiring managers, and former FAANG+ interviewers who want to help others succeed. Many enjoy mentoring and find it rewarding to guide candidates through the interview process.

All session times are displayed in your local time zone for convenience.

Yes! Tech Interview Coach serves candidates globally. All sessions are conducted in English, and payments are processed via Stripe in USD.

If a coach has no available slots, you can check back regularly or reach out to hello@techinterview.coach to request a session.

It depends on the coach. Some update their availability weekly, while others add new slots monthly. Booking early is recommended.

Yes, you can reschedule at least 24 hours in advance. Rescheduling or canceling within 24 hours will incur a fee, as coaches set aside time for your session. All changes must be made through Calendly.

If your coach doesn't attend the scheduled session, you can report the issue through our platform. We will assist in rescheduling or issuing a refund.

No, coaching sessions are not recorded for privacy reasons. We recommend taking notes during the session to refer back to later.

To make the most of your session: 1) Have your resume, job description, or target companies ready 2) Prepare specific questions or challenges you want to discuss 3) If practicing coding questions, ensure you have a shared coding platform (e.g., CoderPad, LeetCode, or Google Docs) ready 4) Use a quiet environment and a stable internet connection for the best experience

We process payments via Stripe and accept all major credit/debit cards, Link and PayPal (depending on country).

We're confident that you'll love your first session, but in the rare case where a session did not meet your expectations, let us know and we'll make things right. We do not offer refunds for unused credits.
We always stay with our clients and respect their business. Book free consultation