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You get a couple of weeks to make a decision you're stuck with for 12 months. So how do you know you're actually picking the right plan?

Rewind: This episode originally aired in fall 2025. Plan details and limits change every year, but the process still works.

After watching their own premiums jump 17%, Jessica and Brandon open up their family's open enrollment process. Brandon shares the first thing he checks before comparing any plan, why the most expensive option often isn't the smartest one, and what a surgeon's disability policy taught him about being underinsured. Plus, a real time discovery about their own coverage that caught Brandon completely off guard.

In this episode:
• Why last year's plan isn't a safe default
• The one number to know before you choose
• When a pricier plan is worth it
• Disability insurance and the 60% gap
• HSA, FSA, and dependent care FSA basics
• Perks most people never use

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Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

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The trad wife life looks lovely online. But what happens when the fantasy fizzles and you have no income, no credit, and no way out?

Jessica and Brandon dig into the trad wife trend and the protections every stay at home spouse needs before giving up a paycheck. They cover why the influencers selling this life are quietly millionaires, what divorce really costs the non-earning partner, and the money rules that keep you from being left with nothing.

In this episode:
• Prenups, postnups, and the response that is a red flag
• Building credit and holding assets in your own name
• The spousal IRA a non-working partner can still fund
• Life and disability insurance that go both ways
• Full financial visibility at home
• The 10 year Social Security rule most people miss

Choose the life you want, just build a floor underneath it first.

New episodes every Wednesday.

Talk with our postnup attorney, Aaron Thomas.

Get a $5 month for Point.Me our favorite way to find the best flights

Get 50% off of Monarch Money for one year with this link

Subscribe to The Sugar Daddy Podcast newsletter

Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together!

Head over to our YouTube channel to catch this episode in full video form.

You can also email us at: hello@thesugardaddypodcast.com

Connect with us on Instagram
We’re most active over at @thesugardaddypodcast

Chat with Brandon
Want to work together? Learn more about Brandon

Book a free 30-min call to see if it's a fit.

Show us some love, hit subscribe, leave a five star rating, and drop a quick review!

Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

Send us Fan Mail

Everyone online talks about investing. Almost no one talks about the account that makes investing possible: the emergency fund.

In this "back to basics" episode, Jessica and Brandon explain why a funded emergency fund comes before investing, and the one exception. They cover how much you actually need, where to keep it so inflation does not erode it, and why both a checking account and a brokerage account are the wrong home for it. They also share their own numbers, including the figure Jessica wanted after years in a volatile tech industry.

In this episode:

• Why the emergency fund comes before investing
• How much to save for your situation
• The 5 year rule for saving versus investing
• Where to keep it, and where not to
• The one exception for employer retirement matches

New episodes every Wednesday. Follow the show and share it with a friend.

Get a $5 month for Point.Me our favorite way to find the best flights

Get 50% off of Monarch Money for one year with this link

Subscribe to The Sugar Daddy Podcast newsletter

Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together!

Head over to our YouTube channel to catch this episode in full video form.

You can also email us at: hello@thesugardaddypodcast.com

Connect with us on Instagram
We’re most active over at @thesugardaddypodcast

Chat with Brandon
Want to work together? Learn more about Brandon

Book a free 30-min call to see if it's a fit.

Show us some love, hit subscribe, leave a five star rating, and drop a quick review!

Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...