The Wedding Chief of Staff

Service levels: Full-service planning

About The Wedding Chief of Staff

The Wedding Chief of Staff

You’re the CEO of your wedding. I’m your Chief of Staff. Keep the joy, ownership, and creative control of planning your own wedding, with an experienced operator in your corner to help with research, organization, decision-making, and execution.

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 multiply your efforts while you stay in the driver's seat. 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

5 reviews

  • EB

    Eric B.

    Rating: 5
    •Zola
    •Sep 17, 2026

    ON LOCK

    Working with The Wedding Chief of Staff was an absolute pleasure from start to finish. Their communication style is genuinely kind and intentional—they took time to understand the vision and made it feel heard throughout the entire process. What really sets them apart is their commitment to the details; they created handmade touches that captured personality and brought so much joy to the celebration. They handled all the moving pieces of the day with joy, making everything feel effortless despite the complexity behind the scenes. I'd recommend TWCS to anyone who needs someone with experience in handing wedding planning but also wants to create a day that feels personal and meaningful!

  • M

    Melody

    Rating: 5
    •Zola
    •Sep 15, 2026

    Roselynn Is Excellent To Work With

    I had the pleasure of working with Roselynn for the florals for her wedding in March of 2026, and I highly recommend working with her! She has an excellent attention to detail and she is very good at visualizing and communicating her ideas and vision. Her notes were very clear on how she wanted everything to look when it was set up, and she created a clear timeline that was easy for us to follow on the day of the wedding. Roselynn is very kind, easy to talk to, and exceedingly pleasant to work with. We were in constant communication up to the date of the wedding, discussing any potential changes, sharing thoughts and ideas, and working together to ensure a smooth set up and tear down. I thoroughly enjoyed working with Roselynn, and she will absolutely do a fantastic job helping to plan and coordinate any wedding!

  • MM

    McKay M.

    Rating: 5
    •Zola
    •Sep 15, 2026

    The Most Detailed, Thoughtful Bride Ever!

    Roselynn and Kevin's wedding on March 28th was one of the most memorable events we've ever DJ'd, and Roselynn is a huge reason why. From our very first planning call she was completely on top of every detail: song cues, processional timing, a full run-of-show for their wedding with cold sparks, a custom dance remix, and even meaningful childhood songs she wanted played during the reception. She sent us a full Notion doc and spreadsheet laying everything out, and every vendor on-site independently commented on how organized and detailed she and Kevin were. What stood out most was how she led without ever being overbearing. She knew exactly what she wanted and cared deeply about every moment, but she trusted her vendor team completely and made the whole day feel like a true collaboration. The result was one of the most flawless, well-executed weddings we've ever seen, from the ceremony straight through the last dance. If you're looking for someone who can bring that same level of care, organization, and collaborative energy to your own wedding planning, I can't recommend Roselynn enough. She'd be an incredible partner for any couple.

  • L

    Leslie

    Rating: 5
    •Zola
    •Sep 14, 2026

    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, 2026

    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.

A Wedding Chief of Staff is your virtual right hand throughout wedding planning. You’re the CEO of your wedding. You set the vision and make the decisions, while I help turn your ideas into action. I learn how you think, what matters most to you, and where you need support, then help with research, vendor comparisons, timelines, contracts, organization, brainstorming, and follow through. The goal isn’t to take over your wedding. It’s to multiply you, catch blind spots, and help you keep the joy and ownership of planning.
A traditional wedding planner is a wedding expert who can take on much of the planning process. I work differently. A Wedding Chief of Staff is for couples who want to lead the planning themselves but don’t want to do everything alone. Think of me as an extension of you. I help research options, compare vendors, review contracts, organize information, catch blind spots, and turn decisions into next steps. You stay in the driver’s seat and keep the creativity, decision making, and ownership of planning your wedding.
This service is for the couple who actually wants to plan their wedding. Maybe you’re Type A, love a spreadsheet, have a strong vision, or simply want to stay close to the process. But even if you love planning, hundreds of decisions, emails, contracts, timelines, and loose ends can become a lot. I give you someone to delegate work to, brainstorm with, and lean on behind the scenes, without taking away the parts of wedding planning you’re excited to own.
No. My Wedding Chief of Staff service is fully virtual and focused on supporting you throughout the planning process rather than running your wedding on site. But I can absolutely help you research, compare, and find the right day of coordinator for your wedding. As your wedding approaches, I can also help organize timelines, vendor information, outstanding tasks, and everything your coordinator will need so you’re set up for a smooth handoff and wedding day.

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