Empowering People.
Elevating Business.
Technology Leadership.
Empowering individuals with personalized career and executive coaching for optimal growth and success while elevating small-to-medium businesses through expert technology strategy, planning, and execution.
Jess Anderson: Your Expert Guide in Career Development and Technology Strategy
Jess Anderson, the driving force behind Insight Rising, brings decades of high-tech expertise to the forefront. With a track record of crafting powerful strategies, executing with precision, and mentoring non-people managers and leaders alike to unlock their full potential, Jess is your ultimate guide on the path to success.
Her unwavering dedication to people-focused leadership has ignited transformative change on a grand scale, giving rise to engineering centers of excellence and high-performance teams across her career.
Not content with just impacting the few, Jess has broadened her reach alongside co-host Ella Irwin. Together, they've unleashed the CryRoom podcast, a platform designed to offer invaluable career advice and guidance to a wider audience. Tune in on Apple Podcasts, Spotify, Audible or visit our website at www.cryroom.com.
And for those who seek a more personalized journey to greatness, Jess offers one-on-one partnerships, ensuring your career and organization soar to new heights under her expert guidance. Get ready to unlock your full potential with Jess Anderson by your side.
Unlocking Potential. Driving Results.
Discover your full potential with our targeted coaching for executives and career professionals. Our expert guidance will help you navigate the professional development process and achieve your career objectives.
Career Coaching
Discover your passion, unleash your potential, and navigate your career path with our career coaching program.
Are you struggling to navigate your professional journey with confidence and clarity? Do you feel like you've hit a plateau in your career growth? It's time to partner with a proven career coach who can help you unleash your full potential.
Executive Coaching
Elevate your leadership skills to new heights and achieve your goals with our executive coaching program.
What are your blind spots as a leader? Are you ready to cultivate your leadership skills and reach your full potential? With Insight Rising, you can identify areas for improvement and develop a plan for growth. Effective leadership requires constant refinement - let us help you get there.
Tailored strategies and solutions to fuel enterprise success.
Looking for a partner who can understand your business challenges and help you achieve success? Insight Rising offers tailored services to help you scale your technology functions and teams, transform to the public cloud, and more. Start your journey to success today by scheduling a consultation with our expert team.
Enterprise Services
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Comprehensive plan, coaching, project management, & candidate screening for successful implementation.
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Our experts analyze your current & future state to create a comprehensive plan with a year 1 roadmap, coaching, and support for workforce planning.
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We'll assess, plan, and manage your transition with year 1 roadmap, coaching, and end-to-end assistance.
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We will identify gaps and present improvement options. Our year 1 roadmap and coaching guarantee success.
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We create a year 1 product roadmap and internal feature release processes in collaboration with your team. Our expertise in product management ensures successful implementation and alignment with your business goals.
Client Success Stories
Hear from those who have worked with Jess Anderson, Founder of Insight Rising
“Her genuine care for my success and well-being has been truly remarkable. Jess possesses a unique ability to recognize the potential within individuals and inspire them to reach new heights. Her guidance has been instrumental in shaping my leadership skills and fostering personal growth”
- Julie Trias
Co-Founder and CTO at Teleskope
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I am thrilled to have the opportunity to write a testimonial forJess, my former manager at Salesforce. Jess has been an incredible source of support and guidance throughout my professional journey, and I am immensely grateful for her unwavering dedication and mentorship.
When I was offered a C-level role, I was filled with a mix of excitement and apprehension. The weight of the responsibilities ahead seemed overwhelming, but Jess told me that being scared is a good thing because it means that I care and want to do a great job at it. She not only helped me find the courage to accept the challenge but also provided invaluable guidance that allowed me to navigate this unfamiliar terrain with confidence.
Jess' unwavering support didn't end there. Even after I embarked on my entrepreneurial journey when I started my own company, she continued to be a constant presence in my life. She has been an incredible sounding board, always ready to listen and provide invaluable insights. Whether I needed advice on strategic decision-making or a boost of encouragement during tough times, she has consistently been there for me, offering her expertise, wisdom, and unwavering belief in my abilities.
Her genuine care for my success and well-being has been truly remarkable. Jess possesses a unique ability to recognize the potential within individuals and inspire them to reach new heights. Her guidance has been instrumental in shaping my leadership skills and fostering personal growth.
Beyond her professional expertise, Jess has also become a trusted friend. Her empathetic nature, approachability, and genuine interest in my life have made our interactions not just about business but also about building a meaningful connection. I deeply appreciate her generosity with her time, energy, and unwavering support.
Her ability to inspire, coach, and support others is unparalleled, and I can confidently say that I wouldn't be where I am today without her guidance and belief in me.
Thank you, Jess, for being an exceptional leader, mentor, and friend. Your impact on my professional journey and personal growth has been immeasurable, and I am eternally grateful for your continued support.
Jessica is a very hard worker who uses her deep knowledge of the operations world to both lead and inspire those she works with. Her energy and dedication through the toughest of times is a rare combination. She is passionate, strong, and certainly, someone you can rely on to run complex projects with lots of players and moving parts.
CraigHolland, Field CTO at CDW
I had the pleasure of reporting to Jessica during her time at HashiCorp. She has a unique ability to analyze complex situations and problems, develop a long-term vision and plan, and then execute that vision. “Always keep the end in mind”. She has a talent for communicating, concisely, objectives to our partners and stakeholders, and navigates through conflict well. She’s collaborative, and supportive, and provides clear direction and guidance. I’ve learned a lot from Jess. Her teachings and mentorship have left a significant impact on me. Her next role and team will be lucky to have such a strong leader in their corner.
Andreja T, Network Security Expert, Infrastructure and Platforms Engineering at HashiCorp
“Jess's unwavering commitment to my development went above and beyond that of a typical career coach. She was not only invested in my professional success but also genuinely cared for my personal growth and well-being. The support and encouragement she provided have left an indelible mark on my life, both personally and professionally.”
- Thiha Soe
Head of Technology Services at Audix
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It is with immense gratitude and enthusiasm that I share my experience with the extraordinary career coach and mentor, Jessica Anderson. I am grateful for the pivotal role she played in the early stages of my career.
When I first met Jess, I was a young passionate engineer with a strong technical foundation but Jess recognized the potential leadership qualities within me and provided invaluable advice and support throughout my career journey.
What truly sets Jess apart is her deep understanding of the importance of soft skills and strategic thinking in the engineering world. She focused on cultivating my emotional intelligence, communication abilities, and problem-solving skills, which have proven to be indispensable in my professional life. Her patient and empathetic approach made it easy for me to discuss my concerns and goals, fostering an environment of trust and personal growth.
In addition to honing my soft skills, Jess also emphasized the significance of leadership and the ability to inspire and guide others. Under her mentorship, I learned to embrace responsibility, think strategically, and make informed decisions. She instilled in me the confidence and vision necessary to lead projects and teams, helping me become a well-rounded and effective leader.
Jess's unwavering commitment to my development went above and beyond that of a typical career coach. She was not only invested in my professional success but also genuinely cared for my personal growth and well-being. The support and encouragement she provided have left an indelible mark on my life, both personally and professionally.
I wholeheartedly endorse Jess to anyone seeking guidance in their engineering career, especially those who wish to develop their soft skills, leadership abilities, and overall professional growth. Her exceptional mentoring, dedication, and genuine care for her mentees' success make her a remarkable career coach and an invaluable ally in one's journey to success.
- Thiha Soe
Head of Technology Services at Audix
Jessica’s program leadership was instrumental in our ability to fully build best-in-class data center infrastructures, from the ground up. She is very passionate and driven about meeting goals and requirements set by management. With great efficiency in implementing project plans, Jessica puts a completely new emphasis on “organizational skills”. It is always comforting to work alongside Jessica, as she is someone you can rely on in high-pressure situations.
Chris Ellus, Sr.Manager, Advanced Services at Juniper Networks
Jessica is the embodiment of true leadership. She understands that true leadership is nothing more than influence and that it's creating an environment so others willingly follow. She achieved that in part due to her goal of making those around her successful, from her manager to her direct reports to all her peers.
I was very successful when Jessica was my manager at RHI because she took the time to understand what it would take for me to be successful. She did the same throughout the whole organization. Then with this knowledge, she worked to bridge the gaps and smoothed out all the bumps, thus allowing the organization as a whole to work successfully together with great synergy.
Phuoc Do, DevOps at Veeva Systems