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

A young adult using a calculator and laptop to manage finances at home, surrounded by papers.

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.

A fatigued business leader in an office setting asleep at his desk with a laptop and coffee mug.

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.

An entrepreneur stands in front of a wall filled with creative ideas and plans. Ideal for innovation themes.

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

Trust is Earned

Professionally Certified

Professional ICF Certified coaching team

Top Rated

Excellent client ratings that speak for themselves

Clients ranging from owners to executives to teams
0 + Helped
Combined years of leadership, strategy, and coaching experience
0 + Years Experience

5 Stars Google Reviews

Our Voice

Featured Appearances

Listen to Jeremy share his journey and leadership philosophy on respected business and personal development podcasts.

OneHaas Alumni Podcast 

Coaching Others to Live Their Best Lives
Jeremy's podcast at Mission Driven You thumbnail

Mission Driven You Podcast

From Corporate Success to Personal Freedom

The Brendan Burns Show 

Transformation, Relationship, and Being a Coach

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.

Professional Certified Coach

by International Coaching Federation (ICF)

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.

Professional Certified Coach Badge

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.

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.

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.

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.

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.

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.

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.

Visit Contact Us page or to set up a call click Let’s Connect.

Leading Your Life Coaching

Ready to transform your career?

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