Inside the Visionary Mind of Chloe Skelly: A Journey of Design, Heart, and Seamless Wedding Planning

AUTHOR: Natali Grace Levine

READING TIME: 3 min 56 sec

PUBLICATION DATE: 11/10/2025

UPDATED: 11/10/2025

Content

Some journeys begin with intention; others begin with a plot twist. For Chloe Skelly, founder of Chloe Alise Events, the road toward luxury wedding planning didn’t emerge from a lifelong dream — it arrived in the quiet chaos of a life reset.

“I kind of just fell into it,” she admits with a laugh, remembering the moment she lost her job in the music industry during the pandemic. Living in San Francisco, watching large events disappear overnight, she had two choices: wait indefinitely or pivot boldly. “I had always wanted to start a business of my own… My background in concert and festival project management helped me realize I could do the same work on a smaller, more intimate level.”

That pivot became the spark for a now five-year-strong brand known for refined design, deep intention, and a sense of emotional clarity couples instantly trust.

From Music Stages to Wedding Days

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Photo by @mayiosotaluno
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Photo by @mayiosotaluno

Chloe’s entry into weddings began with micro-celebrations — tiny but heartfelt gatherings where every detail mattered. As the world reopened, so did her creative range.

Today, she describes her job as a daily dance between structure and imagination.

“I’m very type-A but also consider myself probably 50% creative brained,” she says. “Being able to flex both of those muscles is really fun, fulfilling, and ever-evolving.”

Every celebration is its own puzzle, its own rhythm. Even at the same venue. Even with the same vendor team. “Every couple has a different vision, history, budget, and priorities,” she adds. “It’s like a new puzzle each time.”

The Signature Approach of Chloe Alise Events

Chloe’s planning process unfolds like a pyramid — intentional, steady, and built from the essentials upward.

“We want to make sure we have the big ticket items secured first and foremost. Date, venue, priority vendors…”
Only after the foundation is locked does her design brain take the lead.

We tend to start with an overall ‘vision’ board and work our way into an ‘actuals’ board that has renderings of how our selections will work in the space.

Where many planners stop at inspiration, Chloe pushes further, creating design renderings that help couples see the celebration before it exists.

Her typical event arc spans Thursday to Sunday. “Full planning lets us be fully hands-on from day 1 to the wrap-up of your event,” she notes — and couples often say it feels like having an anchor through the entire wedding weekend.

Where Her Weddings Come to Life

If Chloe has signature playgrounds, two stand out:

Hotel San Cristóbal in Todos Santos, Mexico
“It’s one of my favorites… I’d say 25% of our business is consistently there.”

Commodore Perry in Austin, Texas
“A dream to work at… Two very different styles for a variety of clients.”

Each venue carries its own energy — one sun-washed and soulful, the other polished with a Texas heartbeat. Chloe molds her design language to both worlds with the same quiet sophistication.

What Couples Don’t Know They Need: Honest Budget Guidance

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Photo by @stephanieklotzphoto
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Photo by @shannonyenphotography

“I consider our clients’ budgets deeply personal,” she says.
Instead of treating numbers as spreadsheets, she treats them like stories.

“We have a comprehensive breakdown every step of the way… Some have very rigid budgets, others say ‘I could spend 20% more for what I want.’ Transparency is very important to us.”

Her gentle honesty often becomes the grounding force couples rely on.

Weather, Flight Delays, and the Uncontrollable

In five years, the biggest challenges Chloe has faced have come from two stubborn forces:
the sky and the airlines.

“We’ve had everything from tornadoes to torrential flooding… sometimes even a tent can’t help you.”
She remembers weddings where 30% of guests couldn’t arrive due to flight cancellations during government shutdowns.

As a planner, these are the moments where 90% of my stress comes from… but it has to be taken in stride. We can’t control this, but how do we control the solution?

That mindset — calm but ready — is precisely what couples feel from her on the wedding day.

Her Most Valuable Advice for Couples

Chloe’s guidance is beautifully simple:

1. Read your contracts.

“Read it! Ask us questions if you’re not sure… It’s a large sum of money to be signing away without thoroughly understanding what you're agreeing to.”

2. Book the tent. Always.

“You’ll never regret booking the tent… You’ll always regret never booking the tent.”

3. Start your timeline with the venue rules.

“What’s in the contract for vendor access, event end time, and load-out curfew” always goes first.

4. Don’t sweat the small stuff.

“We tend to find the couples who are so fixated on how a bar sign is placed… tend to be the ones who don’t give the impression they’re actually enjoying their wedding.”

5. Trust your vendor team.

“Trusting your planning and vendor teams… will give you the space to really soak in the day.”

A New Chapter: Entertainment Services

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Photo by @marcusjollyweddings
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Photo by @marcusjollyweddings

With her music-industry roots, Chloe is building something special — an entertainment booking service for clients who dream beyond the usual wedding band.

“We had DRAMA play an after party for us last year,” she shares. “It’s in the works still, but fun to explore.”

Celebrity-level acts, curated personally — a signature offering no one sees coming.

The Kind of Planner You Want on Your Wedding Day

Chloe ends the conversation with a truth most couples don’t hear often:

Your wedding planner should be the calm guiding force… but not your therapist.

Weddings bring families, personalities, emotions, and logistics into one swirling orbit. The planner becomes the still point.

“Finding a planner that can manage all of that and never once show their cards as being stressed… is the type of leader you want on your wedding day.”

With Chloe Skelly, that quiet leadership is exactly what couples get — a planner who sees your vision clearly, protects it fiercely, and brings it to life with both structure and soul.

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