The InSide Gig
Summit
April 15-18, 2027
New Orleans, Louisiana
Most people search outside themselves for the answers.
The secret to a great side gig? It isn’t the gig. It’s you.
Clarify. Connect. Create.
Blend your vision with real action
Clarify. Connect. Create.
Blend your vision with real action
Clarify. Connect. Create.
Blend your vision with real action
Walk in with a vision for change. Walk out with a plan.
You feel stuck in your dental career. You’re not having fun anymore, and you’re tired of carrying the pressure to please everyone around you. Some days you want a completely new career. Other days you don't know what you want. The mix of internal chatter and external noise has you feeling confused and even paralyzed.
Because you’ve invested so much into dentistry and the identity that comes with it, you can’t imagine life any other way. You’ve followed the practical, safe plan for so long that you’ve lost touch with who you are outside of it.
This is where you realize the side gig isn’t the gig. You are.
It’s not about looking outside for something to rescue you, but looking inside and becoming your own hero.
That’s your InSide Gig.
Join us in New Orleans, Louisiana. When you step out of your normal environment, you can finally hear yourself again. You’ll be surrounded by dentists who are creating their own versions of a meaningful life. You can design your career to fit your life instead of forcing your life into your career. Having the right community by your side makes it possible.
Walk in with a vision for change. Walk out with a plan.
You feel stuck in your dental career. You’re not having fun anymore, and you’re tired of carrying the pressure to please everyone around you. Some days you want a completely new career. Other days you don't know what you want. The mix of internal chatter and external noise has you feeling confused and even paralyzed.
Because you’ve invested so much into dentistry and the identity that comes with it, you can’t imagine life any other way. You’ve followed the practical, safe plan for so long that you’ve lost touch with who you are outside of it.
This is where you realize the side gig isn’t the gig. You are.
It’s not about looking outside for something to rescue you, but looking inside and becoming your own hero.
That’s your InSide Gig.
Join us in Portugal. When you step out of your normal environment, you can finally hear yourself again. You’ll be surrounded by dentists who are creating their own versions of a meaningful life. You can design your career to fit your life instead of forcing your life into your career. Having the right community by your side makes it possible.
THE RETREAT
THE RETREAT
The Setting
In the heart of New Orleans, the Irish Channel is a charming Uptown neighborhood known for its historic architecture, local art, and amazing food. It's a short walk to the shops, galleries, and restaurants on Magazine Street and the famous St. Charles streetcar.
We'll spend our days together in a beautifully restored classic New Orleans home with a screened porch and a lush brick courtyard under a sprawling oak, perfect for soaking up some fresh air during sessions.
After winding down together each evening, you'll head back to your own home base to rest, recharge, and let the day's insights really sink in.
The Setting
Just thirty minutes from Lisbon, Cascais is a bright, walkable coastal town known for its relaxed atmosphere and beautiful shoreline. It’s the perfect setting with both easy access and the charm of a relaxed European seaside town.
This beautiful villa sits right by the water and is a short walk from the historic town center. Designed with open indoor and outdoor spaces that support ease and immersion, it offers everything you need close by. That freedom lets you step back, reset, have fun, and fully engage in the Inside Gig Summit.
A limited number of spots include overnight accommodations at the villa. These rooms will be offered on a first-come, first-served basis and allow early registrants to enjoy the full experience of waking up by the sea.
Explore our luxury villa here.
Meet Your Host
Dentistry was supposed to be my dream career and provide a stable, impactful, comfortable, and successful life.
From the outside, it looked great. But on the inside, I was far from happy and fulfilled. Buried deep inside of me was someone who longed for creativity, spontaneity, and adventure in a way that clinical dentistry couldn’t provide. I just didn’t think I was allowed to choose differently.
After ten years of practice, I finally gave myself permission to explore a life and career on my terms.
Getting real about my career gave me the freedom and confidence to change. This unique path wasn’t modeled in dentistry at the time, so I had to figure it out on my own. Once I did, I knew I had to help others do the same. In 2018, I officially launched Lolabees Career Coaching to help dentists take back control of their lives and careers.
There is no one-size-fits-all definition of success in dentistry.
Whether you want to decrease your clinical hours and build a side gig, shift into a nonclinical career, or leave dentistry altogether, you get to choose. You define your success and how you want your life to look.
The InSide Gig Summit reflects that philosophy. It brings together meaningful work, deep conversation, play, travel, and space to think differently. My role is to guide the process and help you connect the dots between who you are and the vision you have for your life.
You don’t need to have everything figured out before you arrive. You just need to be open to listening to yourself.
Dr. Laura Brenner
THE EXPERIENCE
Meet Your Host
Dentistry was supposed to be my dream career and provide a stable, impactful, comfortable, and successful life.
From the outside, it looked great. But on the inside, I was far from happy and fulfilled. Buried deep inside of me was someone who longed for creativity, spontaneity, and adventure in a way that clinical dentistry couldn’t provide. I just didn’t think I was allowed to choose differently.
After ten years of practice, I finally gave myself permission to explore a life and career on my terms.
Getting real about my career gave me the freedom and confidence to change. This unique path wasn’t modeled in dentistry at the time, so I had to figure it out on my own. Once I did, I knew I had to help others do the same. In 2018, I officially launched Lolabees Career Coaching to help dentists take back control of their lives and careers.
There is no one-size-fits-all definition of success in dentistry.
Whether you want to decrease your clinical hours and build a side gig, shift into a nonclinical career, or leave dentistry altogether, you get to choose. You define your success and how you want your life to look.
The InSide Gig Summit reflects that philosophy. It brings together meaningful work, deep conversation, play, travel, and space to think differently. My role is to guide the process and help you connect the dots between who you are and the vision you have for your life.
Dr Laura Brenner
You don’t need to have everything figured out before you arrive. You just need to be open to listening to yourself.
THE ADVENTURE
THE ADVENTURE
A Look at the Weekend
Arrival | Settle In
Arrive in New Orleans Thursday afternoon and get settled at your hotel. That evening, we'll kick things off with a welcome dinner to relax, connect, and get to know your new friends.
Inner Work | Outer Fun
Friday and Saturday will begin with breakfast followed by structured CE sessions focused on learning, reflection, and meaningful conversation. We'll spend late afternoons and evenings experiencing the fun and culture of New Orleans.
Closing
We’ll gather the final morning to reflect, connect, and close the experience together. We’ll create your plan of action, so you can start out strong when you arrive home. The retreat officially ends at 11 a.m.
A Look at the Week
Arrival | Settle In
You’ll arrive at the villa in the afternoon, with time to settle in and land after travel. We’ll come together that evening for a welcome dinner on site to connect, unwind, and set the tone for the week ahead.
Focused Mornings | Spacious Afternoons
Most days begin with breakfast followed by structured morning sessions focused on learning, reflection, and meaningful conversation. Afternoons and some evenings are intentionally open, balancing on-site lunches, rest, pool time, and the flexibility to explore on your terms. Unstructured time often becomes the backdrop for the most meaningful conversations and insights.
Play | Travel
Mid-week we'll step away for a full-day group excursion to Sintra. Nestled in the hills near Cascais, Sintra is a UNESCO World Heritage site known for its historic palaces, dramatic landscapes, and forested paths that offer a refreshing shift in pace and perspective. It’s widely considered one of Portugal’s most iconic destinations.
Closing | Completion
We’ll gather the final evening to reflect, connect, and close the experience together. We’ll also come together one last time over breakfast the following morning for final integration before continuing on your journey.
Come for the connection and the fun.
Leave with the clarity and energy to design your life and career on your terms.
Come for the connection and the fun.
Leave with the clarity and energy to design your life and career on your terms.
The DETAILS
What’s Included
Daily group coaching sessions
All meals from Thursday's welcome dinner through Sunday's farewell breakfast
Afternoon activities around New Orleans
10 CE credit hours
What’s Not Included
Airfare
Hotel accommodations
Transportation to and from the retreat house
Personal purchases or souvenirs
Tips or gratuities, where applicable
Travel insurance
Activities outside the scheduled program
Optional Add-Ons
Come early for a few extra travel days. Join us on August 30 for 2 nights in Lisbon. We'll have the opportunity to settle in and explore the city together before we head to the seaside town of Cascais on September 1. Includes 2 nights in a 4-star boutique downtown hotel + transportation from Lisbon to the Retreat Villa on September 1.
Want to bring a Plus One of your family? This retreat content is designed for all people aged 18 and up, so you can register additional guests. If you have family who would like to attend meals and excursions only, a reduced rate is available for them. We'll also offer hotel accommodations within a 2-minute walk, so you can bring your whole family. Have questions about bringing a guest or family? Book a quick call to talk it through.
Travel Support
Meet your personal concierge to help with any extra travel needs. To extend your stay, arrange other travel plans, or book your airport/city transfers to the villa, we've partnered with Dr. Karen Tindall. Karen lives the Side Gig Way. She is an orthodontist, dental life coach, and travel agent who specializes in planning dental retreats. Connect with Karen here.
Dr Karen Tindall
Join Us
A small, intimate group in New Orleans, LA. Space is limited to 8 people.
I'm Ready!
Program fee: $2,795
Full payment is due at the time of booking.
I'm Ready!
Program fee: $5000
A $1,000 deposit reserves your spot.
Curious to learn more?
Let's chat.
Questions about fit or logistics? Happy to talk it through.
Curious to learn more?
Let's chat.
Questions about fit or logistics? Happy to talk it through.
What Past Participants are Saying
Dr Vera Marques - Dentist
Dr laura collatz - dentist
Tim McNeely - Wealth Advisor
Dr Kiri-Gabriella Anderson - dentist
FAQs
How do I save my spot at the Summit?
Payment in full reserves your spot.
Because this is an intentionally small group, payments are non-refundable.
If you're unable to attend, you may request to transfer your registration to another attendee you invite to take your place, pending approval. While I'm happy to help where possible, finding a replacement is ultimately the responsibility of the original registrant.
What is the cancellation policy?
Because this is an intentionally small group, all payments are non-refundable.
If you're unable to attend, you may request to transfer your registration to someone else, pending approval. While I'm happy to help where possible, finding a replacement is ultimately the responsibility of the original registrant.
Travel insurance with trip cancellation coverage is strongly recommended to protect your investment in the event of unforeseen circumstances.
What will our days look like?
Friday and Saturday start with breakfast at the house, followed by CE sessions into mid-afternoon with a lunch break. The sessions are built around three pillars: mindset, clarity, and action. You'll work through the fears and beliefs that have been holding you back and get clear on what you want. You'll leave with personal and professional goals and a concrete action plan to get started on what's next.
Late afternoons and evenings, we'll enjoy New Orleans and have dinner together. These shared experiences often create the space where the most meaningful insights and conversations emerge.
Details are subject to change:.
Can I bring a plus-one?
Absolutely. Your spouse, partner, or friend is welcome to join as a full participant at the regular registration rate. It can be valuable to have your partner in the room for these conversations, so you both leave on the same page about what's next. The group is limited to 8 attendees.
Will I receive CE credits?
Yes. You'll receive a certificate for 10 CE credits for participating in the retreat. The course is AGD PACE approved through CE Approved.
As a professional development experience, the program fee may be eligible for continuing education funding or tax deductions. Acceptance of CE credits is subject to local jurisdiction requirements, so please check with your licensing board, accountant, or advisor for guidance specific to your situation.
How will I know what to plan for?
Once you register, I'll send you everything you need to know, including my favorite hotels. April is one of the best months to visit New Orleans, and with French Quarter Fest and Jazz Fest framing the retreat, it's a great excuse to extend your stay and catch some world-class music.
Can I plan to attend solo?
Yes. Many participants come on their own, and you won't feel alone unless you want to be. With a small group, connection happens naturally during our time together.
Do I have to be a dentist to attend or to get value from this event?
No. While the Summit is rooted in dental career conversations, the experience itself is about people, not job titles. Dentists, hygienists, and people from other backgrounds are all welcome. If you're wrestling with questions about direction, fulfillment, or what you want next in your work and life, you'll fit right in.
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