$110 / month
4 calls per month (30min/call)
Unlimited Q&A via chat
Expect responses in 24 hours or less
Hands-on support
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
Mentees who work with a mentor for 3+ months reach their goals 2x faster than those going it alone. Long-term mentorship means fewer false starts, more focused sessions, and support that builds week after week.
97% satisfaction across all mentors
Personalized feedback and growth plans
Trusted by thousands of mentees
Kaitlin Rupert
Software Engineering Manager at None
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