For ambitious women navigating what’s next in their career. Ambition Reimagined

A proven coaching program for ambitious women who want clarity, confidence, and a grounded path forward.

Yes, I’m ready to get clear on what’s next

You are wildly ambitious.

Yes, you want professional success. But it’s more than that.

You want to build a life – professionally and personally – that you’re really proud of. Meaningful work that fits who you are and the future you’re building.

And your current path just isn’t it.

Instead of fueling you, it drains you. You collapse on the couch at the end of every week, quietly wondering is this it?, and a little sad another one slipped by.

Women come to this work feeling one (or several) of these:

Exhausted. Years of 12-hour days, early-AM offshore calls and late-night Slacks, while you crave more space for your family, your passions or just yourself.

Frustrated. The job that looked perfect on paper leaves you overextended, underutilized and stuck in work that no longer fits.

Disoriented. This role was supposed to be “it.” You worked so hard to get here. So why are you unsure what matters or where to begin again?

Wistful. You daydream about a function, industry or business that feels miles away, and nearly impossible to reach from where you are.

And underneath all of it, a quieter, more persistent question:

Is this really where I want to keep heading?

You’ve accomplished so much. You’re on the path that once made sense. But instead of direction, you’ve got uncertainty about what’s right for you next.

Here’s the good news:

You’re not lost. You’re at a crossroads.

The goals that got you here did their job. Now you get to choose what matters for the next chapter. Your ambition hasn’t disappeared. It’s asking for direction.

It’s time to reimagine what success looks like for this season of your life – whether that’s re-accelerating toward senior leadership, redefining your role and boundaries, or making room for a life that feels more sustainable and aligned.

Imagine a career that feels like an effortless extension of who you are and what you care about.

No mask on before your first Monday meeting. No gritting your teeth through the most draining calls.

You’ve found the role, team and culture that let you be your fullest self: supported, challenged, surrounded by people you admire, contributing to a mission you believe in. Or you’ve finally bet on yourself and launched the venture you’ve been dreaming about for years.

Your career fuels you, instead of drains you. You have the energy, creativity and motivation to enjoy the rest of your life, whether that’s daycare pickup, dinner parties or just reading a book. You end the week content, knowing you’re building the future you want.

This is totally possible.

The program

Ambition Reimagined

An intimate 1×1 and small group coaching program for ambitious millennial women ready to stop swirling on “what’s next?!” and make grounded, strategic career moves — anchored in expert guidance, proven tools, deep self-exploration, accountability and curated community.

In their words

What changes for them.

“Cydnee’s coaching is not platitudes, but real changes that I can make that help me to feel and be more confident, prepared, adaptable and empowered.”

Alex D. | Haas ’20

Design Strategy Lead @ Fin Serv » Sr. Innovation Strategist @ Global Tech + Product

“Cydnee guided me in clarifying what I want and the value I bring. She helped me land a dream role, yes, but more importantly, re-energized me in my career.”

Cassie V. | Booth ’17

Sr. Manager @ Consulting » Head of Merchandising @ Retail Unicorn

“Working with Cydnee gave me clarity and confidence, turning a process that felt overwhelming into one that felt empowering. I am now in a dream job, where I feel energized about where I am headed.”

Jane M. | Darden ’20

Sr. Manager @ Retail » Director, Marketing @ Series-D Retail Tech

“Working with Cydnee opened my eyes to what was possible for me creatively, and fundamentally changed my relationship with myself. I am energized and confident as a result of our work.”

Clare | Georgetown Law 2015

Big Tech Lawyer + Founder, Clare Rubey Style

“Working with Cydnee was transformative. She pushed me to get curious about what I truly want and helped me put language to my operating principles in a way I never had before.

She created the space for honest reflection while also challenging me to think bigger about my impact and potential. I’m approaching my job search with clarity and confidence because she helped me see and articulate the full value I bring.”

Sarah B. | Kellogg MBA 2017

Customer Experience + Insights Leader

What you walk away with

Ambition Reimagined will equip you with:

A deeply rooted sense of who you are today, so you can confidently filter opportunities by your values, strengths and what energizes you most.
A reimagined definition of ambition. A refreshed big vision for your life, and clarity on what matters most to you, professionally and personally, today.
A professional North Star for the next 5–10 years. Clarity on what you’re meant to do, plus a roadmap to guide your choices.
Unshakeable confidence and a reconnection to your intuition, so you can make bold decisions with conviction, even when things are uncertain.
A personal decision-making framework for future career and life decisions. No more spiral. You move forward with ease.
A compelling career narrative, updated personal brand and networking strategy (plus job-search assets, if relevant), so you can confidently share your story and magnetize aligned opportunities.

The methodology

How to get from here to there.

Career DNA

Define your deeply personal and unique mix of operating principles, strengths + passion areas that shape the work that fits you.

Career Blueprint

Shape your North Star and brainstorm expansive, creative career possibilities to identify your aligned next step.

Personal Brand

Craft your most compelling, authentic positioning and update your personal brand assets to magnetize aligned opportunities.

Aligned Action

Plan your execution and activate your network, while staying accountable to your goals.

Woven throughout every step

Inner Strengthening

Develop the inner trust, deep-rooted confidence + resilience needed, woven throughout every step of the process.

What’s included

While being supported by ample guidance, accountability + community.

1x1 Coaching with Cydnee

Private 60-minute sessions with Cydnee to go deeper on your unique career path.

Bi-weekly Coaching Calls

Curated small group coaching sessions to process your learnings, strategize on what’s next and be inspired by others at the same inflection point.

Capped at 5 women. 90-minutes at 5pm PT / 8pm ET two Mondays / month.

Async Advice + Support

Slack message board in which you get guidance, feedback and accountability from Cydnee and Sarah and support from community members in between sessions.

Curated Community

Curated community of 10 wildly accomplished and impressive women to inspire, support and hold you accountable.

Signature Learning Modules

Five learning modules with expert teaching, proven frameworks and practical application. Used by 125+ clients over six years. See outline above!

Custom AI Tools

Access to “Sage,” an AI career coach trained on Cydnee’s expertise and frameworks to support your brainstorming between sessions.

Alumni Access

Opportunity to stay connected to our coaching support and community in a lighter-touch format for effective onboarding, accountability and consistency. Available for Ambition Reimagined grads only.

The results

Roles my clients have landed.

In the past 18 months.

Head of Merchandising, Retail Unicorn
Head of Monetization Strategy, pre-IPO Tech
Venture Partner, Venture Firm
Product Lead, Series-A Fintech
Sr. Innovation Strategist, Global Products Co.
Product Manager, Education Incubator
Customer Success Lead, B2B Fintech
Head of Partnerships, Global NGO
Biz Ops Manager, AI-Powered Logistics
Incubations, Venture Studio (contract)
Head of Partnerships, Founder Network
Director of Operational Efficiency, Sports Tech
Business Development Lead, Hospital
Growth Strategy Sr. Manager, Health Tech
Marketing Sr. Lead, Retail Start-up
Design Strategy Sr. Manager, Financial Svs
Sr. Director, Marketing, Retail Start-up
Vendor Success, Big Tech
Associate Counsel, Global Retailer
Biz Ops Director, PE-Backed Healthcare
Dir of Partnerships, Non-Profit
Growth Strategy + Ops, Series-C Travel Tech

Yes, I want a really great new job too!

Pricing

Your investment…

To stop questioning yourself and start leading your career with clarity, confidence and self-trust — becoming the kind of woman who knows exactly what she wants and creates it with purpose.

Core

Steady, structured support to move with clarity + intention

$1,100/ month

or $4,400 total

All support listed, with 1×1 Cydnee every other month

Immersive

Deep partnership to answer your thorniest identity-level questions

$1,350/ month

or $5,400 total

All support listed, with 1×1 Cydnee every month

Four-month minimum commitment.

Why now?

You’ve already spent months — maybe years — thinking about what’s next.

You’ve talked to mentors, polled friends, created spreadsheets of options, weighed pros and cons, taken the personality tests, analyzed with Claude until late at night.

But you’re still stuck.

You’re not stuck because you can’t figure it out.

You’re stuck because you’ve reached the limits of what you can do alone.

You need the right structure, expert guidance and proven tools to cut through the swirl, reconnect with who you are and create a path that fits both the woman you are today and the future you want to build.

That’s exactly what we do in Ambition Reimagined.

The next wave of women are enrolling now. Don’t wait another six months to feel like yourself again.

I’m not willing to wait on my future.

Ambition Reimagined is for you if…

You’re an ambitious millennial woman who’s outwardly successful but quietly stuck. You want a career and life that feels full, aligned, and energizing, and you know your current path isn’t it.
You want your next move to be intentional and lasting, to finally align your work with the life you want to build.
You take action when you have the right plan. You don’t need hand-holding, but you want smart frameworks, expert coaching, and a community of women who get it.
You want flexibility to move at your own pace, to accelerate or pause as needed, surrounded by others doing the same.
You want access to the most effective frameworks, expert tools, and thoughtfully integrated AI to make this process both strategic and efficient — just as you invest in the best resources for your health, leadership, and personal growth, you’re ready to bring that same level of excellence to this next chapter of your career.

It is not for if…

You’re VP-level or above / 10+ years post-business school and are ready to invest in the deep wrap-around support of 1x1 coaching, to have a partner to dig into your thorniest questions, a safe space to voice your true desires and vision, and a champion fully backing you.
You have a good sense of where you’re headed and what you want to do, and just want accountability and support to execute a successful job search. (Amazing if this is you! I’m happy to recommend some other resources.)
You are craving a quick-fix and looking for that one magical “hack” that will crack the job search code and unlock multiple offers. This process is designed for meaningful, lasting alignment, not shortcuts.

Your coaches

Meet Cydnee + Sarah.

Cydnee DeToy

Master Coach

Consulting, Chief of Staff, C-Suite
NYU Stern MBA

Sarah Consagra

Coach

Product, CX + Design, Consulting
NW Kellogg MBA

Questions

FAQs

Will this program guarantee that I get a new job?

Ambition Reimagined will give you a clear goal, plan and proven best practices to use in your job search, as well as confidence and motivation. Together, we’ll set you up for success. However, given market conditions and hiring decisions are out of our control - no program or coaching can promise you’ll get a job!

Plus, you might find that the right next step for you is taking a sabbatical, launching a business or powerful internal shifts that lead to external change later on. My clients do all of these things - which are great successes!

Why is there a minimum four-month commitment?

After coaching 125+ women and running seven group coaching programs - all of varying lengths - I’ve seen time and time again, that you need time to work through these questions and tools, and put them into practice.

It takes time and space to really figure out what’s important to you. Four months is the minimum I’ve seen for women to get clear on their career vision and launch a job search.

I’ve made the program flexible, so you can stay as long as you want! Your membership will renew every month, so you can wrap yourself in support all the way through the interview and offer process.

What happens after the initial four months?

Ambition Reimagined is designed to support you through real change — not rush you through a fixed timeline. After the initial four-month commitment, many women choose to continue in the program on a rolling basis as they move into deeper exploration, interviews, decision-making, or transition.

When you’re ready for lighter-touch support, you’ll have access to Ambition Reimagined “Lite” for ongoing accountability, reflection, and guidance as you execute on what you’ve clarified.

There’s no pressure to decide upfront. You’ll be supported in choosing the level of support that best fits where you are.

I’d prefer more individualized support. Can I work with you 1x1?

Right now, Ambition Reimagined is the primary way to work with me — because it offers the structure, community, and momentum that I know creates the best results.

I also work with a select number of VP-level clients in a premium, high-touch 1×1 partnership starting at $1,875 / month. If you know 1×1 partnership is the best model for you, indicate that in your application and we can explore which model is the best option for you.

What’s the time commitment? And what if I can’t make every call?

The program is designed to work with full-time jobs, parenting, and real life.

Live coaching calls happen biweekly on Monday evenings (ET), so you’ll have plenty of notice for scheduling. If you miss a call, don’t sweat it — you’ll have ongoing support in between via our private Slack group and your program workbooks. I won’t be recording our live calls to protect confidentiality.

Most women spend 1.5–3 hours per week on the program — including calls, reflection exercises, and mini actions toward their goals. You’ll get out what you put in, but you don’t need to be “perfect” to get powerful results. This program is built to meet you where you are and help you move forward, week by week.

Let’s create a career you love and the life you want.

Together, with expert guidance, accountability and community.

Yes, I’m ready!