Focused Decision Sprint

Focused Decision Sprint

Offered by Jake L.

5.0

()

Certified Career Coach for High-Performers at a Crossroads

University of Wisconsin - Madison Logo

Studied at University of Wisconsin - Madison

Self Employed Logo

Works at Self Employed

Package Description:

Four 60-minute coaching sessions designed for professionals who are facing a specific, high-stakes career decision. Before our first session, you'll complete a brief intake questionnaire so we can hit the ground running. From there, we'll unpack the full landscape of your decision: the options, the constraints, and the assumptions you may not realize are shaping your thinking. Between sessions, you'll have access to me for check-ins, questions, or moments where you need a sounding board before our next conversation.


What you'll get from this package

Clarity on a specific career decision, grounded in honest self-examination rather than pros-and-cons logic alone

A deeper understanding of the beliefs, fears, or patterns influencing how you're evaluating your options

Confidence to move forward with a decision you trust

A framework for how to approach future inflection points with more self-awareness


Additional details

Coaching delivered via live sessions.

I coach in a way that is both supportive and direct. I'll listen closely, ask questions that go beneath surface explanations, and challenge assumptions when it's useful. I don't come with a script or predetermined framework. Each session is shaped by what you bring and what I'm noticing across our conversations. My goal is to help you think more clearly, not to think for you.

Refund Policy

Sessions can be rescheduled with at least 24 hours' notice. For any communication in between sessions, I will respond within 48 hours. All sessions in a package should be completed within a timeframe that matches the intended pace of the engagement (for 4 sessions, roughly 1-2 months). If a scheduling conflict or life event comes up, we can discuss adjustments. No-shows without prior notice will be handed on a case-by-case basis.

Services included:

Skill Building

Career Planning

Personal Branding

Networking Strategy

Leadership

General Exploration


Jake L.

Offered by Jake L.

Joined January 2026

5.0

Certified Career Coach for High-Performers at a Crossroads

I coach professionals who are facing meaningful career decisions: transitions, leadership challenges, or moments where the next step isn't obvious but standing still no longer works. Many of my clients are high-performers who look successful on paper yet feel stuck. They need a thinking partner who will challenge their assumptions, help them see patterns, and turn reflection into action. Before becoming a coach, I spent a decade leading digital marketing teams. I've navigated org politics, managed up, made hard calls about roles and direction, and burned out in the process. When clients describe what they're up against professionally, I'm not theorizing. I've been there. My coaching is both grounded and incisive. I listen closely, notice recurring themes, and ask questions that go beneath surface explanations. I believe in examining not only the decision in front of you, but also the beliefs and narratives that shape how you evaluate your options. That's where real clarity emerges. That said, reflection only matters if it leads somewhere. I'll also help you pressure-test your choices, map out concrete next steps, and stay accountable to the commitments you make. The balance between reflection and forward motion is where the best work takes shape. I hold my Associate Certified Coach (ACC) credential from the International Coaching Federation, and earned my Certified Professional Coach (CPC) designation through iPEC, an ICF Level 2 accredited program. I've also spent 500+ hours in the client's seat myself, across both coaching and therapy, which fundamentally shapes how I show up in this work. If you're ready to engage directly with your thinking and take ownership of what comes next, let's connect.

Coaches professionally

Experience level: Executive

$680

4h of coaching

Sign in
Free events
    Focused Decision Sprint by Jake L. | Leland