What happens when a U.S. Marine with 20 years of service trades global deployments for go-bags and disaster radios? You get Drew Jennings, founder of Outpost Preparedness, who’s redefining what it means to be ready when life throws you a curvebal or, here in the Hamptons, a hurricane.

From the Battlefield to the Backyard

Drew Jennings, spent the first ten years of his military career in infantry and the next ten in aviation logistics, sourcing global teams and leading through chaos, pandemics included. So, when he says “know your circumstances,” he means it.

Every family is different, he explains: “Some folks have ADA needs, medication, kids, dogs… preparedness looks different for everyone.” His company’s mission is to help people identify their specific vulnerabilities before crisis hits. Because once disaster strikes, whether it’s a coastal storm or a power outage, it’s too late to start Googling “what’s in a go-bag.”

Why the Hamptons Needs to Hear This

Out here on the East End, we like to think we’re insulated from the world’s mess. But anyone who’s lived through a nor’easter knows how quickly isolation, flooded roads, and powerless nights can humble you. Drew’s message hits home:

“Insert early, prepare early,” he says. “If the power goes down, have power there readily available. If the water source is contaminated, have an alternate. That gives first responders time to reach you — and keeps panic from spreading.”

Panic, by the way, is the enemy. Drew Jennings, uses a perfect example: remember the toilet-paper frenzy of 2020? One viral post, and boom, chaos. That’s “herd mentality” in action. “Preparedness prevents that,” he adds.

Beyond Gear: Building Community Resilience

For Drew Jennings,, being prepared isn’t just about survival; it’s about solidarity. If every household has a plan and basic supplies, the entire community stays calmer, stronger, and safer.

“It’s more beneficial for each person to prepare based on their exact circumstances,” he says. “When everyone does that, we prevent chaos. We give our first responders space to do their jobs. We build resilience — together.”

In true Marine fashion, he’s leading by example. Drew and his team represent more than 90 years of combined military experience, personally field-test every kit. They’ve spent 72 hours living solely on what’s inside those bags, proving they actually work. (And yes, he has video proof coming soon.)

The Gear: Confidence in the Bag

Outpost Preparedness currently offers two main kits:

• The Essential Go Bag ($399 pre-sale) – a 72-hour survival pack with 20-year shelf-life food, 5-year water, solar power bank, flashlight, multi-tool, and a hand-crank radio.
• The Protector Go Bag ($699 pre-sale) – built for two people, with double the food, water, and extra supplies, the “glamping” version of survival, as Drew puts it.

Every purchase includes a one-on-one consulting session with Drew. “You tell me about your family — medications, pets, kids and I help you design a plan,” he says. Buyers also get digital guides and monthly community Q&As.

And here’s the kicker: if you ever need to use your bag during a real emergency, he’ll replace it for free.

Preparedness Is the New Luxury

In a place like the Hamptons, we plan for everything; from dinner reservations to weekend traffic. But how many of us have actually planned for a blackout or a blocked road after a storm?

Drew Jennings wants to change that. His message isn’t about fear; it’s about empowerment. “It’s not about being paranoid,” he says. “It’s about being confident, knowing that your family can endure.”

So maybe the next time you’re stocking up at Citarella, skip the extra Rosé and think about your real essentials; food, water, light, and a plan. Because resilience? That’s the real Hamptons luxury.

Learn more or order a Founders 50 Go Bag: www.outpostprep.com

Real Talk. Real People. Real Prepared.