PILLAR: The Digital Retreat for Deployment Countdowns  ·  October 16–18, 2026  ·  100% Free  ·  Online
🎟️ FREE Online Retreat for Military Spouses · Oct 16–18, 2026

You Don't Have to Do

Deployment Alone.

PILLAR: The Digital Retreat for Deployment Countdowns

The TOTALLY FREE online retreat for military spouses navigating deployment. Find connection and support with take-action workshops, nightly Happy Hours, amazing giveaways, and a community of military spouses who actually get it.

254
5-Star Reviews
30+
Expert Speakers
FREE
Always & Forever
PILLAR attendee
PILLAR attendee
PILLAR attendee
PILLAR attendee
"I felt seen, supported, and reminded I'm not alone."
— Abigail B.
🗓️October 16–18, 2026
💻100% Online — No Travel Needed
🎟️Completely Free to Attend
💍Made for Military Spouses
⏱️Watch Live or On-Demand

We see you

Deployment is hard.
But it doesn't have to feel this hard.

Maybe you're counting down the days and some of them feel endless. Maybe you're trying to hold everything together — for your kids, your household, your relationship, and yourself. Maybe you're new to this, or maybe you've done it before and it still hits differently every time.

PILLAR was made for exactly where you are right now.

Watch from anywhere

Your couch. Your kitchen table. Your car.
Wherever you are, PILLAR meets you there.

Attendee watching PILLAR
Attendee with PILLAR on screen
Attendee watching Happy Hour
Attendee pointing at screen
Attendee at home with laptop
Attendee with wine at Happy Hour

PILLAR 2026 · Built For This

What You'll Walk Away With

Every session is designed to give you something real — not just inspiration, but actual tools for your actual life.

💆
Calm in the Chaos
Practical tools to regulate stress, quiet anxiety, and feel grounded — even on the hardest countdown days.
💪
Unshakeable Resilience
Learn how to bounce back from hard days and build emotional strength that carries you through the whole season.
Your Identity Back
Rediscover who you are outside of 'the strong one' — and learn to shine without burning yourself out.
👨‍👩‍👧
A Stronger Family
Communication tools that work across distance, parenting strategies for emotional stability, and ways to keep your relationship growing.
🎁
Connection Across Miles
Creative ideas for care packages, long-distance date nights, and staying deeply connected with your deployed service member.
👧
Kids Who Thrive
How to support your children — from toddlers to teens — so they feel secure even when a parent is away.
💛
Financial Confidence
Deployment-specific money strategies from USAA experts to reduce financial stress and set your family up for success.
🏡
A Home That Feels Like You
Simple ways to create a warm, cozy, and comforting home environment that lifts your spirit during the countdown.
🤝
Your Village
Move from isolation to belonging. Learn how to build real friendships and find a community of military spouses who truly get it.

What to expect

Not Your Average Online Retreat

Including Nightly Happy Hours every evening — live, fun, and just for your community.

🎙️
30+ Expert Speakers
Seasoned military spouses and lifestyle experts sharing what actually works
🥂
Nightly Happy Hours
Live community events every single evening — connect, laugh, and breathe with your people
🎁
Non-Stop Giveaways
3 full days of prizes from brands that make deployment life better
📱
Watch On Your Schedule
All sessions recorded and on-demand — built for real life with real kids and real chaos
🌐
100% Online & Free
No travel, no babysitter, no dress code. Just you and your community.
💬
Real Community
Connect with thousands of military spouses who truly understand your countdown

It's not a party without SWAG

Three days of giveaways from brands we love 🎁

Charliemadison Originals
Happy Little People
Jo, My Gosh!
Marco Polo
Outside The Box Creation
Powerhouse Planning
R. Riveter
Reintjes Counseling
Sarah L. Peachey
Simply Resilient
Subscription Box Kids
True Made Foods
Woman + Warrior
Massage Envy Spa
ClassPass

Your Hosts

Built by Military Spouses, for Military Spouses

Joanna Guldin-Noll
Joanna Guldin-Noll
Co-Founder

Navy veteran spouse and founder of Jo, My Gosh! — one of the largest military spouse lifestyle blogs online. Her writing has been featured in regional, national, and international publications, and she's passionate about creating spaces where military spouses feel seen and supported.

Becky Hoy
Becky Hoy
Co-Founder

U.S. Army military spouse of 15 years and founder of Brave Crate — the deployment countdown box for military spouses. Since 2018, more than 3,000 months of deployment have been counted down with Brave Crates.

The 2026 Lineup

Meet Your Speakers

30+ expert speakers across 3 days — military spouses, therapists, coaches, financial experts, and lifestyle pros who know your life.

Day 1
Day 2
Day 3

Featured Keynote Speakers

JB
Day 1 Keynote
Jennifer Barnhill
Author, The Military Stories You've Been Told & the Ones You Need to Hear · We Serve Too
"Rewriting Your Deployment Narrative"
Military spouses are often told to be resilient, but many face deployment feeling isolated and wondering if they are the only ones struggling. This session explores how generations of military spouses have survived, adapted, advocated, and quietly changed military life through shared stories — and why telling the full truth about deployment, not just the polished version, helps today's spouses realize they were never alone.
+
SH
Day 2 Keynote
Staci Holt
Director - Military Spouses · USAA
"Life of a Military Spouse"
Staci draws on her own experience and the spouses she serves to explore the full arc of military spouse life — from the struggles no one talks about to the strength this community is built on.
+
AS
Day 3 Keynote
Ashlee Sullivan
Founder · WOMAN + WARRIOR®
"Minimum Viable Mill Spouse: Surviving Deployment Without Losing Yourself"
Army spouse, mom of four, and founder of WOMAN + WARRIOR® — Ashlee uses humor, encouragement, and authenticity to create spaces where military families feel seen, supported, and celebrated.
+

All 2026 Sessions

BS
Series · All 3 Days
Bernadette Soler
Yoga Therapist & Dharma Coach · Bernadette Soler Yoga and Coaching
"Calm Starts Here: Grounding Your Body in Stressful Moments"
Learn simple movement and breathwork to calm your nervous system and create a sense of stability from within — repeated each morning across all 3 days.
+
MV
Series · All 3 Days
Mikel VanCleve
Advice Director for Retirement and Complex Planning · USAA
"Protecting What Matters: Life Insurance for Military Families"
This series helps servicemembers and spouses understand life insurance — from coverage options to key decisions — so you can protect your family's future with confidence.
+
JG
Series · All 3 Days
Joanna Guldin-Noll
Co-Founder · Jo, My Gosh!
"Care Package Series"
Practical ideas and inspiration for creating care packages that keep you connected across the miles.
+
PL
Session · Day 1
Penney Letrud-Samons
Director of Special Programs · United Through Reading
"When You Can't Be There: Staying Close Through Story"
Learn how simple storytelling routines can create connection, comfort, and consistency for your child — even across distance.
+
MR
Session · Day 1
Monica Reintjes
Military Therapist & Licensed Professional Counselor · Reintjes Counseling and Consulting
"Deployment: You're Not Anxious. You're Activated."
A therapist-backed look at what's happening in your brain and body during deployment — plus tools to regulate anxiety and feel more steady.
+
SA
Session · Day 1
Sarahanne Alexander
Military Spouse & Motivational Speaker
"Who Am I in This Season? Rebuilding Confidence During Deployment"
When your role shifts, it's easy to lose your footing. This session helps you reconnect with who you are and how you want to show up.
+
PO
Session · Day 1
Petty Officer Jory Johnson
Petty Officer · United States Navy
"Need to Know: The OPSEC Guide Every Military Spouse Should Have"
Petty Officer Jory Johnson breaks down the essential operations security practices every military spouse needs to protect their service member and family throughout the deployment countdown.
+
KD
Session · Day 2
Kara Dallman
Executive Director · Our Military Kids
"Doing This Without a Village: Thriving in Guard & Reserve Life"
Without base resources or built-in support, learn how to create your own systems, relationships, and stability during deployment.
+
JB
Session · Day 2
Jessica Bertsch
President · Powerhouse Planning
"Use What You've Got: Turning Your Strengths Into a Superpower at Home"
Identify your natural strengths and use them to lead your home with more clarity, confidence, and less burnout.
+
BH
Session · Day 2
Becky Hoy
Co-Host · PILLAR
"Hunt, Gather, Countdown"
Inspired by the bestselling book Hunt, Gather, Parent, this session explores how ancient parenting wisdom can help military moms navigate deployment with more calm, connection, and confidence.
+
KG
Session · Day 2
Karen Gutierrez
Founder & Creative Behind Sailor & Sons · Sailor & Sons
"Permission to Pivot: What Every Deployment Article Won't Tell You"
Military spouse and creative behind Sailor & Sons, Karen uses humor and storytelling to connect with spouses navigating deployments, PCS, and everything in between.
+
AB
Session · Day 3
Ashley Brown
Executive Director & Podcast Host · Deployed Love
"The Strength of Showing Up: How Connection Changes Everything"
Discover how connection strengthens resilience — and why showing up for others (and yourself) matters more than you think.
+
SM
Session · Day 3
Sierra Martinez
Senior Manager · Blue Star Families
"You Belong Here: Finding Your Place in the Military Community"
Learn how to plug into community, access resources, and build connections that truly support you.
+
SL
Session · Day 3
Sarah L. Peachey
Author & Army Spouse · Author of The Whispers of War
"Your Story Matters: Processing Deployment Through Writing"
Use journaling and storytelling to process emotions, reflect on your experience, and find meaning in the countdown.
+
DR
Session · Day 3
Dr. Rachel Guldin
PhD — Expert in media literacy education
"Scrolling Safely: Online PERSEC Basics"
Join us for a conversation about online safety. We'll talk about protecting your personal information in social media spaces.
+
AS
Happy Hour - Night One
Ashlee Sullivan
WOMAN+WARRIOR®
"Happy Hour - Night One"
Kick off the retreat with PILLAR's signature nightly Happy Hour — real talk, real laughs, and real community. Pull up a drink and come as you are.
+
KG
Happy Hour - Night One
Karen Gutierrez
Founder & Creative Behind Sailor & Sons · Sailor & Sons
"Happy Hour - Night One"
Kick off the retreat with PILLAR's signature nightly Happy Hour — real talk, real laughs, and real community. Pull up a drink and come as you are.
+
MS
Happy Hour - Night Two
Maria Schena
"Happy Hour - Night Two"
Join us for the second nightly Happy Hour — pull up a drink and connect with other military spouses for honest conversation and laughs.
+
JE
Happy Hour - Night Two
Jessie Ellertson
Founder · Simply Resilient Life Coaching
"Happy Hour - Night Two"
Round two of the nightly Happy Hour — connect with other military spouses and dig into honest conversation with our incredible panel.
+
BR
Happy Hour - Night Three
Breanna Rihn
Product Marketer · USAA
"Happy Hour - Night Three"
Close out the retreat with our final Happy Hour — bring your drink and join us for real conversation and community.
+
HS
Lunchtime Live - Day 2
Hannah Sanchez-Medley
Community Ambassador · Secure Families Initiative
"Built for Advocacy: Making Your Voice Heard"
Military-connected voters are far less likely to vote than civilians. Get the resources to meaningfully participate in the democracy our servicemembers swore to defend.
+
MC
Lunchtime Live - Day 2
Maria Campbell
Voting Ambassador Organizer · Secure Families Initiative
"Built for Advocacy: Making Your Voice Heard"
Military-connected voters are 27% less likely to vote than civilian counterparts. Learn how to meaningfully participate in democracy and make your voice heard — especially in an election year.
+

254 Facebook Reviews · 100% Recommend

More PILLAR Love from Our Community

Real reviews from real military spouses on Facebook

AB
Abigail Bennettrecommends PILLAR Deployment Retreat
September 2025

I felt so seen and supported throughout this entire retreat. It was exactly what I needed during the hardest part of our deployment countdown. Every single session felt like it was made for ME. I cannot wait for next year!

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TR
Taylor R.recommends PILLAR Deployment Retreat
October 2025

Free, online, and genuinely life-changing. I've been a military spouse for 6 years and this retreat gave me tools I wish I'd had from day one. Thank you Becky and Joanna so much for creating this!

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MC
Madison Chenrecommends PILLAR Deployment Retreat
September 2025

I watched sessions during nap time, after bedtime, while folding laundry... literally whenever I could grab a few minutes. That flexibility is EVERYTHING when you're solo parenting during deployment. The content was so good and so relevant to exactly what I was going through.

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AW
Amanda W.recommends PILLAR Deployment Retreat
October 2025

I ugly cried during at least three sessions — not because I was sad but because I finally felt UNDERSTOOD. The speakers get it. The community gets it. PILLAR is unlike anything else out there for military spouses and I will be recommending it forever.

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JM
Jessica M.recommends PILLAR Deployment Retreat
September 2025

PILLAR genuinely changed how I think about deployment. I went from dreading every single day to feeling equipped and even excited about personal growth. The speakers were world class and the Happy Hours were SO fun. 100% recommend to every military spouse.

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KM
Kayla Morrisonrecommends PILLAR Deployment Retreat
October 2025

I was skeptical at first — I thought 'how good can a FREE online retreat actually be?' But wow. I am completely blown away. The content, the community, the giveaways... this is better than retreats I've PAID hundreds of dollars for.

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SK
Sarah K.recommends PILLAR Deployment Retreat
October 2025

My husband is on his 4th deployment and I thought I had this all figured out. PILLAR still taught me so much and reminded me to take care of MYSELF, not just our kids. The financial session alone was worth it. Absolutely phenomenal.

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NF
Nicole F.recommends PILLAR Deployment Retreat
September 2025

If you're in a deployment countdown right now, just stop what you're doing and register. It's free, it's online, it fits around your life, and it is PACKED with incredible content. I watched the yoga series every single morning and it genuinely helped my mental health.

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SL
Samantha L.recommends PILLAR Deployment Retreat
October 2025

The speakers were incredible and I loved that I could watch on my own schedule. The Happy Hours were the best part — I finally found my people! Already counting down to PILLAR 2026 🙌

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BH
Brittany H.recommends PILLAR Deployment Retreat
October 2025

This is my third year attending PILLAR and it keeps getting better! I look forward to it every deployment season. It's the one thing that makes me feel less alone in all of this. Every military spouse needs this in their life.

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RT
Rachel Torresrecommends PILLAR Deployment Retreat
October 2025

The Happy Hours are worth the 'price' of admission alone (and it's FREE lol). Being able to laugh and connect with other military spouses in real time was so healing. I made friends I still talk to every week. PILLAR is one of a kind.

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DP
Danielle P.recommends PILLAR Deployment Retreat
October 2025

The giveaways alone are insane for a FREE event but the real prize is how you feel after three days of being truly poured into. I came in exhausted and overwhelmed and left feeling capable, motivated, and actually excited about the season ahead. 10/10.

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See All 254 Reviews on Facebook

Our community

Military spouses from every walk of life.

Guard & Reserve. Active duty. First-time deployments and the tenth. All of you belong here.

PILLAR community member
PILLAR community member
PILLAR community member
PILLAR community member
PILLAR community member

Nightly Happy Hours

Grab your drink.
You're home.

Every night of the retreat ends the same way — with a live Happy Hour where you bring whatever's in your glass (coffee counts) and show up exactly as you are.

Real conversation. Real laughs. No agenda except community. It's the part everyone looks forward to most.

Starbucks at PILLAR
Tumbler at PILLAR
Military Wife mug at PILLAR
Wine at PILLAR Happy Hour

Presenting Sponsor

USAA Life Insurance Company

USAA Life Insurance Company & USAA Life Insurance Company of New York

Guide & Corporate Sponsors

Jo, My Gosh!Brave Crate

FAQ

Got Questions? We've Got Answers.

Is this really free?+
Is this only for military spouses?+
Do I have to be online all day?+
Are the presentations live?+
When is the retreat?+
I still have questions...+
PILLAR

Your countdown deserves more than
just getting through it.

Join military spouses who've used PILLAR to find their footing, feel less alone, and show up for themselves through one of the hardest seasons of military life.

October 16–18, 2026 · 100% Online · Always Free