Because leadership at this level requires a different approach
You’ve built a career through hard work and smart decisions. You’ve already proven you can deliver.
The challenge now is operating at the right altitude while everything moves faster: people, delivery, stakeholder pressure, and high-stakes decisions.
This is where a strategic partner changes the game. The next level calls for a strategic partner who’s navigated the path from 0-to-1 startup founder to VP at major tech companies. Someone you can think out loud with, pressure-test decisions with, and translate your work into clear executive-level impact, without adding more burnout.
“I’ve unlearned certain leadership habits and adapted to new organizational cultures, all with Jossie’s unwavering support and guidance. I can’t recommend her enough.“
Working with Jossie has been nothing short of a transformational journey. Before our sessions, I was grappling with the dual challenges of a demanding leadership role and parenting two young children. I constantly felt like I was running on empty, pushing myself to the brink both at work and home, leading to frequent burnouts. But with Jossie’s guidance, I’ve transitioned to a principle-driven approach, focusing on strategy and self-prioritization.
I’ve learned to navigate my professional challenges with a renewed sense of energy and purpose. What sets Jossie apart is her unique blend of humility, curiosity, and genuine support. She has an innate ability to challenge assumptions, offers diverse perspectives, and address a myriad of issues, from people-centric problems to technical and organizational challenges.
One of the most surprising outcomes of our sessions has been the ‘Law of Compounding’. While each session felt like a small step forward, the cumulative effect over time has been profound.”
Why Results Alone Don’t Get You Promoted
Most experienced engineering leaders already know that advancement isn’t just about results.
The challenge is knowing how to apply that insight, consistently, while still carrying delivery, people, and stakeholder pressure.
These are the levers that actually move the needle:
Operating at the Right Altitude
You’re close to the work because quality and delivery matter, and also often because it’s familiar, satisfying, and something you can control. This is about knowing when to stay close and when to pull up, so you’re leading at the level your role actually requires.
Making Impact Visible to Executives
Strong results don’t automatically translate upward. If your work isn’t framed in terms executives understand — tradeoffs, risk, leverage, and business outcomes — it stays invisible, even when it’s mission-critical.
Reducing Firefighting Without Slowing Delivery
Firefighting rewards speed and heroics, but it pulls you into reactive mode instead of strategic leadership. This is about building systems, decision paths, and operating rhythms that reduce chaos while keeping teams moving fast.
Executive Communication and Presence
At senior levels, you’re evaluated on how clearly you think and communicate. This is about framing decisions, tradeoffs, and direction in a way that builds trust, confidence, and influence in high-stakes rooms (even when there’s ambiguity).
Scaling Through Your Managers and Delegation
When you manage managers, your impact comes from what happens when you’re not in the room. This is about delegating outcomes (not tasks), clarity, decision frameworks, team norms, and building a leadership operating system so execution scales without you becoming the bottleneck.
Thinking Strategically While Carrying the Load
The hardest part of senior leadership isn’t knowing what “strategic” means. It’s creating space to think while still carrying delivery, people, and stakeholder pressure. Without support, leaders default back to execution even when they know better.
Translating Technical Work Into Business Impact
Non-technical stakeholders aren’t evaluating how hard or interesting the technical work is, they’re interested in outcomes. This is about tying architecture, reliability, and platform decisions directly to business priorities leaders use to make decisions.
Making High-Stakes Calls Under Ambiguity
At this level, waiting for perfect information isn’t realistic. This is about making thoughtful tradeoffs, setting direction, and moving forward while maintaining alignment and trust.
Navigating AI Pressure and Change
AI pressure is coming from every direction: executives, teams, and product expectations. This is about making smart bets, leading adoption without chaos, and integrating AI in ways that create real value, not just checking a box.
“I was promoted to Director in less than a year.”
“I started working with Jossie as soon as I was promoted to Engineering Manager. I had managed before, quite a lot actually, but never quite as this level with these types of engineers. One of my primary concerns was the jump from tactical to strategic thinking.
When I had found out Jossie had been assigned as my coach, I was thrilled! As I also work in the IoT space, all of her experience was 100% directly related to mine. Jossie has helped me to work through multiple diverse situations, and helped uncover my blind spots and triggers.
She is always extremely kind and non-judgmental, and has a myriad of resources on every topic we discuss. I very much look forward to my coaching sessions with her, and leave the sessions spinning with ideas and energy.”
What Changes When You Lead Strategically
Promotion, scope, & compensation that match your impact
You’re no longer overlooked for the next level. Your impact is visible, your readiness is clear, and promotion and expanded scope become natural next steps, not long shots.
Less reactivity, more strategic space
Your days aren’t driven by constant urgency and escalation. You have room to think, prioritize, and lead, without burning yourself out or dropping delivery.
Confidence navigating change and uncertainty
Reorgs, shifting priorities, AI pressure, and exec asks no longer derail you. You make decisions with more clarity and move forward without second-guessing yourself.
Stronger teams that don’t rely on you for everything
Your managers and teams step up. Ownership improves, escalation drops, and the organization moves faster without you being the bottleneck.
Leadership that feels effective and sustainable
You’re no longer surviving your role. Leadership feels lighter, more intentional, and aligned with the level you’re operating at now.
“Taking the decision to have you as my coach in the beginning of the year was the most important decision I have made.”
“I was fighting with many of my saboteurs, I was feeling overwhelmed and stuck. Your coaching has become the catalyst for changing my mindset on how I see myself. It really made me aware of traps and learned to deal with compassion. It is true, to show yourself confident outside, you need to be confident inside first.
As I am writing this, while I am feeling more excited and hopeful towards tomorrow and I am certainly enjoying today, I am laughing more and I am intentional in my actions. I would love to follow your advice in my journey and I have no doubt it will show me the steps if I get blocked.”
What’s different about coaching with Jossie?
With over two decades as an engineering leader, Jossie has led across the full spectrum: from being the first engineer at an early-stage startup and getting a product launched, to running teams at Apple where success required coordination across 30+ partner teams. She’s also served as VP of Engineering, a role she crafted and scaled herself, with direct accountability for business outcomes, organizational design, and delivery at the executive level.
In addition to her own leadership experience, Jossie has spent 350+ hours coaching engineering leaders navigating promotion, scale, executive pressure, and complex technical decisions. This work goes beyond leadership theory. She brings a technical edge many coaches don’t have: deep familiarity with system architecture, AI strategy, technical debt trade-offs, and scaling engineering organizations, and the pattern recognition that comes from working closely with leaders in these roles every day.
Why Does Private Coaching Work?
Experienced Sounding Board
Senior leaders rarely have a place to think out loud. This is about having a trusted thought partner who understands engineering, organizational dynamics, and executive pressure, and can help you sharpen decisions before the stakes get higher.
Proven, Research- Supported Tools
We use proven frameworks that give you practical ways to operate differently: from building strategic influence to delegating effectively at scale. These frameworks translate directly into actions you can take immediately in your role.
Tailored, Executive Development
This work is highly contextual. We focus on the specific strategies, actions, and decisions that matter most in your role, so you make meaningful progress faster, without unnecessary effort.
What This Support Makes Possible
Real Results from Clients:
- Promoted to Director in 6 months
- Strong first 90 days in a larger leadership role
- Built and rolled out an AI strategy and implementation roadmap
- Navigated a company-wide reorg without getting sidelined
- Turned around a struggling team
- Exited a toxic situation with clarity and a plan
If you like kind, direct, nonjudgmental feedback,
along with concrete insights, strategies,
and action plans, you’ll love my coaching style.
My work is practical and outcome-focused. We translate insight into action quickly, so you’re not just thinking differently, you’re operating differently in your role.
When you work with me, you have a trusted thought partner by your side, someone who’s been in senior engineering leadership roles and understands the pressure, tradeoffs, and complexity you’re navigating.
I support this work through executive coaching that integrates strategy, the actions that move the needle, technical and architectural thinking, and the internal patterns that shape decision-making — all tailored to what matters most in your role.
“Working with Jossie has taken me to the next level in my leadership skills”
“As a woman in tech I’ve gotten my fair share of feedback that simply isn’t actionable or helpful. In each of our sessions I’ve received direct, thoughtful, objective, and actionable feedback towards my success.
Jossie has a high bar of excellence in her work and she has been an accountability partner for me in setting a high bar for myself. Jossie manages to beautifully balance giving no nonsense feedback and guidance while being extremely empathetic and understanding.”
Tech Luminary 1:1 Executive Coaching
For experienced engineering leaders ready to lead strategically and get recognized for their impact
I work closely with a small number of clients at a time so I can be fully present and deeply engaged in your leadership challenges. This is high-touch, focused support designed for leaders operating at senior levels.
Two 45-minute coaching sessions per month
Personalized, 1:1 support to help you navigate real-time leadership decisions — from strategy and prioritization to executive communication, delegation, and technical tradeoffs — so your impact is clear and your leadership operates at the right level.
Slack Support (48-hour response Mon–Thurs)
Between sessions, you have a trusted thought partner available for feedback, decision-making, and pressure-testing ideas — so you’re not carrying complex decisions alone or losing momentum between conversations.
Leadership Assessments
At the start of our work together, you’ll complete two leadership assessments focused on your strengths and the internal patterns that can get in the way under pressure. We use these insights to focus quickly on what will have the biggest impact in your role.
Investment
$2,000
per month (3-month minimum)
What you are investing in
When you work with me, you’re getting a strategic thinking partner who has led complex engineering organizations at scale and coached experienced technical leaders through real-world challenges.
I keep my practice intentionally small so I can be fully present—not just during our sessions, but thinking about your challenges between calls and being available via Slack when those critical moments arise.
This engagement is personalized support that integrates leadership strategy, high-impact actions, technical insight, and the internal patterns that influence how you make decisions and lead. It’s designed to help you amplify your impact, get recognized for it, and make real progress faster.
No-Regrets Guarantee
At the end of our first month, we’ll hold a 30-minute check-in to reflect on what’s working and what can be improved. Together, we’ll decide if continuing is the right fit for both of us.
Ready to see how coaching can benefit you?
Book a FREE 45-minute strategy call with me and we can chat about whether or not coaching with me is exactly what you need to make your dreams a reality.