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The Corner Office Confidential Podcast: Navigate Your Next Chapter
Sep 26 - Oct 3, 2026
Transform Your Leadership Journey While Cruising to Your Executive Future
Ready to elevate more than just your perspective? Join Jenny Smith, host of Corner Office Confidential, and fellow ambitious women on a one-of-a-kind 5-night cruise from Vancouver, BC to San Diego, CA. This isn't just a vacation - it's your launchpad for the executive role you've been strategizing to land.
Why This Cruise Changes Everything:
- Leave with a concrete 90-day executive positioning plan
- Connect with like-minded women who understand the C-suite climb
- Get direct access to Jenny and executive leadership experts in an intimate setting
- Experience the symbolism of transformation: Start in one place, end somewhere completely new
- Two full sea days dedicated to deep work, leadership workshops, and strategic networking
Itinerary
Trip Details
Sun, Sep 27: Vancouver, British Columbia, Canada
Mon, Sep 28: Astoria, Oregon, United States
Tue, Sep 29: At Sea
Wed, Sep 30: San Francisco, California, United States
Thu, Oct 1: At Sea
Fri, Oct 2: San Diego, California, United States
Full Itinerary
Meet Your Host: Jenny Smith
Jenny Smith knows what it's like to climb the corporate ladder—and what it takes to help other women reach the top. Starting her career as an in-house recruiter at a Fortune 500 company, Jenny developed an eye for executive potential and a deep understanding of what companies really look for in their leadership teams.
After transitioning into executive coaching, Jenny discovered her true calling: empowering ambitious women to break through the barriers that keep them from C-suite and senior leadership roles. Today, she's one of the most sought-after executive coaches specializing in women's leadership advancement.
As the host of "Corner Office Confidential," Jenny's podcast has become the go-to resource for women ready to make their mark in the boardroom. Each week, she shares insider strategies, interviews with successful female executives, and provides the roadmap that countless women have used to secure their dream leadership positions.
Jenny's approach is refreshingly direct: she believes every woman has executive potential—it's just a matter of positioning, strategy, and having the right game plan. Her clients don't just get promoted; they transform into the confident, strategic leaders they were meant to be.
Jenny's mission: To close the leadership gap by equipping women with the tools, confidence, and strategic thinking needed to claim their seat at the executive table.
The Journey: More Than Just a Cruise
Why We Chose This One-Way Route
This isn't a round-trip cruise - and that's intentional. Just like advancing to executive leadership, you're not going back to where you started. You're boldly heading somewhere completely new. The symbolism is powerful, and the experience is transformational.
Your Floating Executive Development Lab
- Vancouver to San Diego: A journey that mirrors your leadership transformation
- Unique ports like Astoria, Oregon: Discover hidden gems, just like finding your unique leadership style
- Two full sea days: Uninterrupted time for workshops, coaching, and strategic connections
- Serenade of the Seas: Your comfortable home base for five days of executive growth
What Makes This Experience Extraordinary
Strategic Development, Not Just Inspiration
Unlike typical conferences or networking events, you'll have five days to go deep. No rushing off to catch flights or manage daily distractions - just focused time to work on your executive positioning with expert guidance and peer support.
Your New Executive Network
The intimate group size ensures you'll form lasting connections with fellow aspiring executives. These aren't just networking contacts - they become your accountability partners, advocates, and lifelong connections who understand your leadership journey.
Immediate Action Plan
You won't leave inspired but overwhelmed. Every session builds toward your personalized 90-day executive positioning plan, so you'll return home with clear, concrete next steps and the confidence to execute them.
Exclusive Access
When will you ever have this much time with Jenny and expert executive coaches? The ship environment creates natural opportunities for those strategic conversations that happen over coffee, during sunset on deck, or while exploring San Francisco together.
See the detailed daily itinerary with all workshops, activities, and free time in the interactive schedule above!
Exclusive Experiences You Can't Get Anywhere Else
Live Podcast Recordings
Be part of actual Corner Office Confidential podcast episodes! Share your leadership story, ask your burning questions, and become part of the content that will inspire future executive aspirants.
Executive Speed Coaching Sessions
Get personalized guidance in focused 15-minute sessions with Jenny and guest experts. Tackle your specific leadership challenges with one-on-one attention from coaches who've helped women reach the C-suite.
Vision Board Workshop
Create a powerful visual representation of your executive goals using provided materials. This isn't just crafting—it's a proven tool for maintaining focus during your leadership ascent.
Leadership Skills Showcase
A dynamic networking event where you present your leadership capabilities in an engaging, supportive environment. Discover hidden strengths in your fellow participants and make unexpected strategic connections.
Personalized 90-Day Executive Positioning Plan
Leave with a concrete, actionable roadmap for your leadership advancement, complete with specific milestones, accountability systems, and realistic timelines.
Who This Cruise Is Perfect For
You're Ready If:
✅ You're ready to move into executive leadership but need strategic positioning
✅ You want to accelerate your path to the C-suite with expert guidance
✅ You're looking to connect with other ambitious women on similar journeys
✅ You want strategic coaching in a relaxed, supportive environment
✅ You love the idea of combining leadership development with travel
✅ You're comfortable with bold moves (after all, it's a one-way cruise!)
This Might Not Be Right If:
❌ You're content in your current role without leadership aspirations
❌ You prefer large, anonymous conferences over intimate executive development
❌ You're not ready to invest time and energy in your leadership advancement
❌ You're looking for a traditional vacation without professional development
What's Included in Your Leadership Cruise
The Complete Experience:
- 5-night cruise aboard Serenade of the Seas
- All group workshops and leadership development activities
- Welcome and farewell receptions
- Group meals and strategic networking events
- Live podcast recording participation
- Executive positioning resources and materials
- Your personalized 90-day executive action plan
- Lifetime access to the Corner Office Confidential Cruise Alumni community
Strategic Networking Experiences:
- Welcome cocktail reception
- Multiple group meals for deeper executive connections
- Leadership-focused happy hours with ocean views
- Farewell celebration dinner
Optional Add-Ons ($$):
- 15-minute executive speed coaching sessions
- Pre-cruise Vancouver extension
- Post-cruise San Diego leadership intensive workshop
- VIP package with exclusive access to Jenny
Frequently Asked Questions
Why a one-way cruise? Isn't that more complicated?
The one-way format perfectly mirrors the executive leadership journey - you're not going back to where you started, you're boldly heading somewhere new! While it requires flights on both ends, the symbolism and unique experience make it incredibly meaningful. Plus, most group members will arrange to fly together, extending the community experience.
Will there be pressure to share sensitive career information?
Never. While we encourage sharing as much as you're comfortable with, there's no pressure to reveal anything confidential about your current role or company. The environment is professional and respectful of everyone's career boundaries.
What's the group size?
We're limiting the group to ensure an intimate experience where everyone gets personal attention and forms meaningful professional connections.
I've never been on a cruise before. What if I get seasick?
Modern cruise ships like the Serenade of the Seas are equipped with advanced stabilization technology. We'll be cruising in generally calm Pacific coastal waters. Pack motion sickness remedies if you're concerned, and choose a cabin on a lower deck toward the center of the ship for maximum stability.
Investment in Your Future
Cabin Categories:
- Interior Cabins: Perfect for budget-conscious career changers - STARTING AT $975 (Double Occupancy)
- Ocean View: Great value with a view of your journey - STARTING AT $1075 (Double Occupancy)
- Balcony: Premium experience for celebrating your transformation - STARTING AT $1276 (Double Occupancy)
Note: Solo staterooms and suites are also available. Let us know if you're interested!
Payment Plans Available
Because we believe every ambitious woman deserves the chance to invest in her leadership future, flexible payment options are available.
What You're Really Investing In:
- 5 days of expert executive coaching and guidance
- A personalized 90-day executive positioning plan worth thousands in consulting fees
- Lifelong connections with your executive leadership community
- Clarity and confidence to make your leadership advancement happen
- An experience that changes the trajectory of your executive career
Please note that flights and any pre and post-cruise hotels and experiences are NOT included in the price of The Corner Office Confidential Leadership Cruise.
Limited Space - Register Your Interest Today
This intimate experience is intentionally small to ensure everyone gets personal attention and forms meaningful connections. When registration opens, spaces will fill quickly.
Next Steps:
- Register your interest to be notified the moment booking opens
- Join our exclusive Facebook group for early announcements and cruise updates
- Share with friends who might be ready for their own career flip journey
Ready to Navigate Your Next Chapter?
What Past Participants Are Saying
"I've attended countless leadership conferences, but nothing compares to the strategic depth and personal attention I received on this cruise. I left with not just inspiration, but a concrete executive positioning plan and a network of incredible women. Eight months later, I landed my first VP role and I'm still connected with my cruise cohort."
"The one-way cruise format was brilliant—it reinforced that executive leadership isn't about going back to where you were comfortable, but boldly moving forward to where you're meant to lead. The symbolism was powerful, and the strategic workshops gave me exactly what I needed to position myself for the C-suite."
"As someone who typically prefers one-on-one coaching, I was surprised by how much value I got from the group dynamic. The other participants became my executive advisory board, and Jenny's guidance in that intimate setting was transformational. I implemented my 90-day plan and was promoted to Senior Director within six months."
Your Executive Future Starts Here
The Corner Office Confidential Leadership Cruise isn't just about taking a vacation—it's about taking strategic action. It's about surrounding yourself with ambitious women who understand your leadership goals and challenges. It's about getting expert guidance in an environment designed for executive transformation.
Your corner office is waiting. The question is: are you ready to set sail toward executive leadership?
Register your interest today and take the first step toward your executive future.
The Corner Office Confidential Leadership Cruise is organized in partnership with Untethered Voyages and designed specifically for the Corner Office Confidential community. This is a limited-time opportunity that won't be repeated with the same itinerary.
Your Travel Partners: Untethered Voyages
While Jenny focuses on delivering transformational career content, Wendy Pochop and Elizabeth Pochop of Untethered Voyages handles all the complex cruise logistics to ensure your experience is seamless from embarkation to disembarkation. Specializing in cruise-based group events, they transform ordinary cruise experiences into extraordinary educational retreats and meaningful celebrations at sea.
What Untethered Voyages Provides for You:
- Streamlined cruise booking process with personalized cabin selection assistance
- Curated shore excursions
- Pre-cruise travel planning guidance to help you plan your arrival in Vancouver
- Post-cruise travel guidance for your departure from San Diego
- Expert guidance on cruise logistics, packing, and what to expect onboard
- Dedicated travel support throughout the booking and planning process
Why This Partnership Matters: Jenny gets to focus entirely on your career transformation while cruise specialists handle every travel detail. You get the best of both worlds - expert career coaching and flawless event execution. This allows you to enjoy a seamless experience from embarkation to debarkation while focusing on what really matters: your journey to executive leadership.

Your Advisor
Wendy Pochop
Untethered Voyages

hello@untetheredvoyages.com
443.345.9119