
Fractional Chief of Staff + Leadership Advisor for founders in the early chaos
Pre-seed to Series A is where vision and execution are most likely to get out of sync. I close that gap – part operator, part thought partner, part organizational architect. You stay focused on what only you can do.
FRACTIONAL COS
Execution Partner
I embed with your team and run the cross-functional work that stalls without a dedicated operator. Strategic priorities become coordinated action. You stop being the bottleneck.
Good fit: your to-do list is everyone else’s blocker – fundraise, launch, or rapid scaling underway.
LEADERSHIP ADVISORY
Thought Partner
For the decisions that don’t fit a spreadsheet. Org design, team coherence, founder performance, strategic pivots. Clear-eyed counsel with operational depth.
Good fit: navigating a pivot, building your leadership team, or hitting a ceiling you can’t quite name.
Most operators optimize systems. Most coaches optimize people. I do both – because at your stage, they’re the same challenge.

Core Offerings
Operating infrastructure
Rhythm, systems, and decision frameworks built for your stage
Fundraise readiness
Story architecture, deck refinement, investor narrative, capital strategy
Org + team design
Right people, right structure, right moment – from key hires to full org charts
Strategic decision-making
High-stakes calls, complex tradeoffs, board and investor alignment
Brand + messaging
Positioning that actually reflects what you’re building and who it’s for
Founder performance
Sustainable output, clear leadership presence, resilience under pressure
WHAT CLIENTS SAY
“Sydney was essential to our journey at MatterMore — helping us raise over $1M in our pre-seed round, launch large-scale events, and scale product growth with speed and precision. She is in the top 0.01% of talent I’ve worked with.”— Matt Shenker, COO of MatterMore, Behavioral Scientist, Author
“Her ability to blend deep, intuitive guidance with practical strategy is remarkable. I had high expectations, and Sydney exceeded them in every way.”— Eoghan O’Keeffe, former Head of Tech M&A, Morgan Stanley · Celtic Light Ventures GP
“Once we began working together, our organization moved into a new level of alignment and momentum. Collaboration improved, longstanding issues began to resolve, and a renewed sense of possibility emerged across the team. Sydney brings a rare combination of intuitive insight and practical expertise that creates real transformation.”— Marilyn Levin, Director of Development · Leadership and Facilitation Expert
If you’re in the early chaos and need someone who’s been in the room – as a founder, an operator, and an advisor – let’s talk.
What Becomes Possible
• Faster, clearer decision-making
• Stronger alignment with investors and partners
• Streamlined organization, collaboration and leadership
• Greater resilience under pressure
• Success that supports well-being, not burnout

Signature Engagements
Private Advisory Partnership
Ongoing counsel for leaders navigating growth, transition, and expansion.
Executive Strategy Intensives
Focused virtual or in-person immersions to resolve complex challenges and unlock next-level clarity.
Legacy & Intergenerational Advisory
Supporting families and wealth stewards in aligning legacy, leadership, and shared purpose.

Where leaders, capital, and ideas align to build the worlds we wish existed.
We advise, convene, and design high-trust ecosystems, partnerships and ventures for founders, investors, and institutions shaping what comes next.

Testimonials
“Sydney’s program helped me reconnect with my commitment to my business and life. I lost over 15 pounds, reconnected to playing music, and managed my business better – offering more engagement to employees, gaining clarity on expansion plans, and communicating more clearly. You can’t argue with the results.”
— Ryan Adamiak, CEO & Founder, Up and Coming Media
“I clarified my new entrepreneurial direction and now understand how my core wounds point to how I can best help others. I feel more open-hearted, peaceful, and in flow. The coaching brought me clarity and direction on my next steps as a leader.”
— David S., Business Executive
“I received a psychic, energetic download that just comes through Sydney. Through interacting with her, I’ve gotten immensely clear on my blocks—what they are and how to move through them with grace.”
— Kelly M., CEO & Organizational Consultant, NYC
“I was seeking a big up-level in my business and personal goals. My VIP Day with Sydney was exciting, easy, and transformative. We covered so much in such a short time and my whole perspective of what’s possible has expanded. Her ideas, strategic plans, and resources were crazy helpful and I still reference them months later.”
— Alex S., CEO + Founder, Growth Design NYC; Startup Advisor
“Our session grounded me and gave me the confidence to take action. Since working with Sydney, I launched my Instagram page, a blog, and my healing offerings. I finally feel clear and confident in my next steps.”
— Karina M., Musician & Visionary Stylist
“Within three weeks of working with Sydney I 10x’d my monthly revenue from $3K to $30K—without building new infrastructure. She guided me into energetic alignment, clear strategy, and truth. I trust myself and own my value now.”
— Margie P., CEO + Agency Founder
“Sydney transforms ideas into magic. Serving as our marketing and brand strategy director, she took a crazy idea and made it into a brand people relate to. In another company of mine she led a key promotional campaign to life.”
— Michael Dos Santos, Serial Entrepreneur & CEO
“Working with Sydney is a joy. She has a rare mix of empathy and action orientation, with a velocity of output that can be dizzying. From research to strategy to daily tactics, she delivers consistently. She’s a star.”
— Andy Pray, Founder, Praytell (Award-Winning Global Agency)
“I connected with Sydney because I needed business strategy, and also knew that everything in life impacts business. That was the exciting part—mindset, health, relationships, and intuition all shape creative and executive output. Sydney has a tool or resource for everything a creative founder could need.”
— Drea Faye, Founder & Visionary Officer, Gallery Owner