The Wedding Chief of Staff

Service levels: Full-service planning

About The Wedding Chief of Staff

The Wedding Chief of Staff

I’m a former Chief of Staff and longtime operations leader who loved planning my own wedding, and now I help empower brides to become the CEOs of their weddings. If you want to stay fully in the driver’s seat but could use a trusted thought partner, I can help with vendor research, timelines, organization, creative ideas, budget-friendly options, decision-making, and keeping everything moving forward. You keep the joy and ownership of planning your wedding while I help bring clarity, structure, and momentum to your vision. If that sounds helpful, I’d love to learn more about your wedding!

What sets me apart is the combination of empathy, operational excellence, and thoughtful collaboration I bring to wedding planning. With professional experience as a Chief of Staff and operations leader, I know how to turn a big vision into an actionable plan, anticipate what needs attention, and keep countless moving pieces on track. I work hard, learn how you think, and become an extension of you, empowering you to be the CEO of your wedding while bringing clarity, structure, and momentum to your vision.

In three words: Collaborative, Creative, Empathetic

Services by planning level

Service included in starting price
Service available for an extra cost
Full-service planningPartial planning
Description

I work through a flexible monthly retainer, so you receive consistent, personalized support without committing to a traditional planning package. Plug me in at any stage - from getting started to selecting vendors or getting back on track. You’ll receive weekly check-ins, hands-on planning and research, clear next steps, and support between meetings. I’ll learn how you think and help you bring clarity, structure, and momentum to your vision.

I work through a flexible monthly retainer, so you receive consistent, personalized support without committing to a traditional planning package. Plug me in at any stage - from getting started to selecting vendors or getting back on track. You’ll receive weekly check-ins, hands-on planning and research, clear next steps, and support between meetings. I’ll learn how you think and help you bring clarity, structure, and momentum to your vision.

Planning begins12 Months out12 Months out
Event Styling & Design
Budget Planning
Venue Recommendations
Vendor Selection
Vendor Management
Contract Review
Rentals & Linens
Invites & Stationery
Wedding Website
Wedding Favors & Accessories
Transportation Coordination
Timeline Creation & Management
Venue Visits
Accommodation Coordination
PricingStarts at $5,000Starts at $1,000

Reviews

Write a review
Rating: 5.0

5.0 out of 5

2 reviews

  • L

    Leslie

    Rating: 5
    •Zola
    •Sep 14

    Roselynn is a trusted thought partner

    Roselynn brought so much guidance, clarity, and calm to my wedding planning journey. She has an incredible ability to take big, sometimes abstract ideas and help turn them into thoughtful, actionable plans—without ever losing sight of what makes the idea feel personal to you. For example, for my rehearsal dinner, I knew I wanted every person there to feel individually acknowledged and appreciated, but I wasn’t sure how to execute that within a restaurant setting and with the limited resources of planning a destination wedding. Roselynn took the time to ask specific questions about my vision, personal style and what I was comfortable with, then helped me come up with meaningful ideas that felt completely true to what I wanted. For my wedding, she also helped me identify small, low-cost touches that could have an outsized impact on the guest experience. I cannot recommend Roselynn’s services enough. Going into wedding planning, I knew I was capable of executing my own vision—I just needed a trusted thought partner who could help me brainstorm, work through logistics, and turn all of the ideas in my head into something tangible. Roselynn was exactly that. She helped me bring my OWN vision to life in a way that felt thoughtful, manageable and uniquely us.

  • K

    Kevin

    Rating: 5
    •Zola
    •Sep 14

    From vision to thoughtful execution

    Planning our wedding with Roselynn showed me how passionate, proactive, and organized she is. Her planning was meticulous, and she was always three steps ahead. She came up with incredibly creative, low-cost, high-value touches that made the weekend feel so personal. Every detail was intentional, especially when it came to the guest experience - our friends and family felt genuinely welcomed, valued, and cared for. She understood our vision and brought it to life beautifully.

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