$110 / month
Start free, decide later
Hello!
Want to glide your next job interview with confidence? Feeling burned out and searching for strategies to handle stress and thrive? I’m Kaitlin, a well-being coach and technical leader with nearly 20 years of experience in tech. I specialize in helping people leverage their strengths to advance their careers, overcome burnout, and discover ways to flourish—both personally and professionally.
Currently pursuing a coaching certification, I blend evidence-based methods with real-world insights from my time in fast-paced, high-pressure environments. Whether you’re seeking career clarity, striving to regain balance, or looking to reconnect with your purpose, I’m here to guide and support you.
As an engineering manager with 3 years leading teams and over 15 years of software development experience, I’ve worked on backend APIs, data pipelines, and microservices across a wide range of platforms and technologies. More importantly, I’ve fostered positive, collaborative environments where individuals and teams can thrive. I know what it takes to grow in a challenging industry, and I’m passionate about helping others succeed on their own terms.
Outside of work, you’ll often find me climbing rocks, exploring canyons, or volunteering as a climbing instructor. I believe growth happens when we step outside our comfort zones—and that it can be done with self-compassion and care. That’s where the magic begins.
If any of this resonates with you - let's connect!
5 out of 5 stars
Extremely kind, understanding, very knowledgeable and experienced in mentoring/coaching. huge props
Standard Plan • 1 month
A clear read
You tell Kaitlin your goals before session one, so nothing is guesswork.
A plan built around your goal
Kaitlin reviews it and shapes your first week around what you actually need.
Your first concrete steps
You leave session one knowing exactly what to do, and a weekly rhythm to keep it going.
Kaitlin Rupert
Software Engineering Manager at None
Enter your email and we'll let you know when Kaitlin has open spots. You'll also get a link to manage your wishlist – no account needed.
Book a free intro call with Kaitlin
Connect with Kaitlin in a quick call (usually 15-20 minutes)
