Coaching That Delivers Confidence
For Small Business Owners and Experienced Leaders Build a business that runs without running you Grow with calm, control, and clarity
For Small Business Owners and Experienced Leaders Build a business that runs without running you Grow with calm, control, and clarity
Ready for a Change

Caught in the Chaos Cycle?
You are the engine behind every sale, every decision, and every change, which means progress stops the moment you do. The Leader-First System helps you turn daily firefighting into a calm, repeatable structure so you can breathe again.

Growing — But at What Cost?
Growth used to feel exciting — now it feels like pressure. Together, we’ll design the rhythm, priorities, and delegation habits that give you back 10+ hours a week and clear direction every Monday.

Too Busy to Think Straight?
More clients, more employees, more fires, more hats to wear. You’ve built momentum, but it’s costing you freedom. Coaching helps you lead with confidence, scale sustainably while protecting what matters most: your time, your team, and your sanity.
Our Service
Your Path Forward
Frustration to Freedom for Owners
For Small Business Owners
If your days feel like a blur of work, decisions, and catch-up, this Leader-First system helps you install calm, repeatable habits and build a business that runs without running you.
Chaos to Calm for Executives
For Experienced & Emerging Leaders
You’ve built success — now it’s about elevating it with intention. This coaching journey helps you clarify goals, sharpen focus, and lead with influence.
Our Difference
Our Difference
What Sets Us Apart
Proven Business Owner + Executive Credibility
We bring a wealth of experience, and have successfully tested every framework in real world situations.
Personalized + Peer Group Coaching
Get hands-on guidance and a supportive community of leaders who get what it’s like to juggle priorities, team, and growth.
Transformation That Sticks
You’ll build confidence, systems, and confidence that accelerate your success long after the program ends.
Coaching + Advisory
A comprehensive approach that gives you a stronger mindset and an actionable strategy.
Proven Business Owner + Executive Credibility
We bring a wealth of experience, and have successfully tested every framework in real world situations.
Personalized + Peer Group Coaching
Get hands-on guidance and a supportive circle of owners who get what it’s like to juggle clients, team, and growth.
Transformation That Sticks
You’ll build confidence, systems, and habits that support your leadership success long after the program ends.
Coaching + Advisory
A comprehensive approach that gives you a stronger mindset and an actionable strategy.
Client Testimonials
Client Testimonials
What People Are Saying
I began working with Jeremy during a challenging transition from corporate to self-employment last year. Jeremy’s comprehensive approach to holistically addressing financial, personal, professional, and emotional priorities provided much-needed structure in a time of profound change. Having group sessions with like-minded individuals regularly in addition to 1-1 sessions was immensely valuable as well. Highly recommended!
Bjorn A.
AI Innovator & Practitioner, C-Suite & Board Advisor, Linkedin Top AI Voice
Jeremy provided professional coaching for me in 2022-23. Jeremy is kind, empathetic, and amazing at getting people to open up. This helped me to better manage work related stress, anxiety, and dread. In practical terms, Jeremy had actionable insights for creating a leadership mindset, empathizing with difficult colleagues, and showing up as my best self to others. Overall I left my sessions with Jeremy a transformed professional and would recommend him.
David S.
Product Leader
Jeremy is someone you feel like you’ve known your entire life. He is the comfort of home and your biggest advocate. He changed the relationship I have with myself and opened my eyes to the woman I am capable of being for myself and others. If you’re ready to elevate your life to places you didn’t think were possible, you want Jeremy as your guide and as your friend.
Shannon M.
Creative Leader
I have had a great experience working with Leading Your Life Coaching. Jeremy is an active listener and effective communicator. His guidance has continued to help me progress in reaching my goals in life. He is focused on relaying techniques that I feel are tailored specific to me…I would definitely recommend him to anyone seeking a coach.
Kynyon W.
Government Leader
I have seen amazing results in how I approach everyday personal and professional life since working with Jeremy. His program gives me space to survey, question, and adjust in a way that is not usually available in one’s personal life. This has allowed me to step into being a leader at work. I look forward to continuing to mature my skills as a director and people manager. I’ve been able to gain confidence in my own communication style and value. I’m growing with every appointment.
Andrea J.
Technology & Risk Director
Jeremy quickly helped me navigate significant obstacles in my career within just a few sessions. Nine months in and I have no regrets as I’ve grown so much as a supervisor! When I’m uncertain, he patiently guides me and helps me find the answers myself. He incorporates an understanding of my personal life, helping me become not just a better manager and colleague, but also a wiser person with a healthier mindset. He never makes me feel inadequate, and I always leave our sessions feeling encouraged and refreshed. I highly recommend Jeremy. Everyone could benefit from having someone like him, and he would always be my first choice.
Jasmine L.
Legal & Operations Manager
In just a few months working with Jeremy, I have been able to set up my LLC, get organized and work on both personal development goals as well. He offers a unique perspective and helps keep me accountable. I feel comfortable discussing everything from family issues to career choices. I’m happy I have someone like Jeremy in my corner.
Carmela C.
Entrepreneur
I’ve been working with Jeremy for several months and it has been an incredible growing experience. Jeremy always approaches things with an open mindset, which allows me to dive deeper and really understand the what & why behind my actions so that we can adjust them. Every minute is well-spent as Jeremy guides me to develop my mindset & skills through impactful conversations. Jeremy is one of the most effective coaches that I’ve worked with and has earned my glowing recommendation.
Scott S.
Sales Director
I am grateful to have Jeremy as my leadership coach. He has been instrumental in helping me tackle challenges in my career and personal life. Drawing from his extensive experience and versatile insights, he expertly dissects my problems, addressing their root causes with a personal touch. His unique coaching philosophy has not only made me a more effective leader but also a better human being who can positively influence and elevate those around me…Jeremy stands out as a rare gem in the leadership coaching community, almost embodying a counterculture within this marketplace. I highly recommend him to anyone seeking to grow.
Hideaki L.
Lead Engineer
I began working with Jeremy during a challenging transition from corporate to self-employment last year. Jeremy’s comprehensive approach to holistically addressing financial, personal, professional, and emotional priorities provided much-needed structure in a time of profound change. Having group sessions with like-minded individuals regularly in addition to 1-1 sessions was immensely valuable as well. Highly recommended!
Bjorn A.
AI Innovator & Practitioner, C-Suite & Board Advisor, Linkedin Top AI Voice
Jeremy provided professional coaching for me in 2022-23. Jeremy is kind, empathetic, and amazing at getting people to open up. This helped me to better manage work related stress, anxiety, and dread. In practical terms, Jeremy had actionable insights for creating a leadership mindset, empathizing with difficult colleagues, and showing up as my best self to others. Overall I left my sessions with Jeremy a transformed professional and would recommend him.
David S.
Product Leader
Jeremy is someone you feel like you’ve known your entire life. He is the comfort of home and your biggest advocate. He changed the relationship I have with myself and opened my eyes to the woman I am capable of being for myself and others. If you’re ready to elevate your life to places you didn’t think were possible, you want Jeremy as your guide and as your friend.
Shannon M.
Creative Leader
I have had a great experience working with Leading Your Life Coaching. Jeremy is an active listener and effective communicator. His guidance has continued to help me progress in reaching my goals in life. He is focused on relaying techniques that I feel are tailored specific to me…I would definitely recommend him to anyone seeking a coach.
Kynyon W.
Government Leader
I have seen amazing results in how I approach everyday personal and professional life since working with Jeremy. His program gives me space to survey, question, and adjust in a way that is not usually available in one’s personal life. This has allowed me to step into being a leader at work. I look forward to continuing to mature my skills as a director and people manager. I’ve been able to gain confidence in my own communication style and value. I’m growing with every appointment.
Andrea J.
Technology & Risk Director
Jeremy quickly helped me navigate significant obstacles in my career within just a few sessions. Nine months in and I have no regrets as I’ve grown so much as a supervisor! When I’m uncertain, he patiently guides me and helps me find the answers myself. He incorporates an understanding of my personal life, helping me become not just a better manager and colleague, but also a wiser person with a healthier mindset. He never makes me feel inadequate, and I always leave our sessions feeling encouraged and refreshed. I highly recommend Jeremy. Everyone could benefit from having someone like him, and he would always be my first choice.
Jasmine L.
Legal & Operations Manager
In just a few months working with Jeremy, I have been able to set up my LLC, get organized and work on both personal development goals as well. He offers a unique perspective and helps keep me accountable. I feel comfortable discussing everything from family issues to career choices. I’m happy I have someone like Jeremy in my corner.
Carmela C.
Entrepreneur
I’ve been working with Jeremy for several months and it has been an incredible growing experience. Jeremy always approaches things with an open mindset, which allows me to dive deeper and really understand the what & why behind my actions so that we can adjust them. Every minute is well-spent as Jeremy guides me to develop my mindset & skills through impactful conversations. Jeremy is one of the most effective coaches that I’ve worked with and has earned my glowing recommendation.
Scott S.
Sales Director
I am grateful to have Jeremy as my leadership coach. He has been instrumental in helping me tackle challenges in my career and personal life. Drawing from his extensive experience and versatile insights, he expertly dissects my problems, addressing their root causes with a personal touch. His unique coaching philosophy has not only made me a more effective leader but also a better human being who can positively influence and elevate those around me…Jeremy stands out as a rare gem in the leadership coaching community, almost embodying a counterculture within this marketplace. I highly recommend him to anyone seeking to grow.
Hideaki L.
Lead Engineer
Trust is Earned
Professionally Certified
Professional ICF Certified coaching team
Top Rated
Excellent client ratings that speak for themselves
Our Voice
Featured Appearances
Listen to Jeremy share his journey and leadership philosophy on respected business and personal development podcasts.
Meet the Team

Jeremy Guttenplan, PCC
Leadership & Business Strategy
Jeremy is the founder of Leading Your Life Coaching and a former 3x startup Head of Product who helps senior leaders and business owners shift from bottleneck to freedom. With an MBA from UC Berkeley, a PCC credential, and well over 20 years of executive and business leadership experience, he guides clients toward clarity, confidence, and a business that runs with ease.

Lorinda Bartlett, PCC
Executive Performance & Stress-Management
Lorinda is an executive leadership coach and mentor who brings deep expertise in helping senior leaders navigate high-pressure situations and transitions with clarity and composure.


Jaron Jones, Ph.D.
Leadership Development & Transformation Coaching
Jaron is a leadership development strategist, coach, and facilitator who helps leaders and professionals move through transition with clarity, courage, and self-trust.

Frequently Asked Questions
What happens on a clarity call?
It’s a relaxed, 15 minute conversation focused on you — where your time and energy are going, and what’s getting in the way of sustainable growth. We’ll talk through what you’re experiencing and map out your best next step, whether that’s with us or on another path.
How do I know which program is right for me?
If you’re leading a small business and want systems that free your time and simplify growth, Frustration to Freedom for Owners is likely the fit. If you’re an experienced (or emerging) leader ready to reclaim your energy and clarity at work and in life, Chaos to Calm for Executives is your best path forward.
What kind of results can I expect?
Most clients notice measurable relief within the first couple months — clearer focus, fewer firefights, and a renewed sense of energy. By six months, they’re leading with calm authority, regaining 10+ hours a week, and seeing sustainable growth in both results and well-being. You’ll leave with practical tools and habits that keep accelerating your progress long after the coaching ends.
How much time does the program require each week?
Your coaching and implementation will vary depending on your unique situation. It will be tailored based on your needs. The goal is to simplify and reduce what’s already on your plate, not add to your existing workload. Every session helps you reclaim time, not lose it.
I’ve tried coaching before — how is this different?
This isn’t fluffy coaching or generic leadership advice. We combine focused mindset work, proven systems, and practical approaches — tailored exactly to your business or leadership role. You’ll walk away with tools that actually fit your world, not someone else’s ready-made playbook.
How are coaching sessions delivered?
Sessions are delivered privately 1:1 and in intimate group settings (depending on the program).
Coaching is fully virtual, with our team headquartered in the NYC region.
Do you offer team training or facilitation?
Yes! We are very experienced in delivering impactful leadership development and culture-building trainings. We can use our existing ones and/or customize them specifically for your organization’s needs.
We also facilitate team-building or strategy-setting events, such as off-sites for your company or leadership team.
Have a question or request?
Visit Contact Us page or to set up a call click Let’s Connect.




