Thrive Wealth Strategies

05/28/2026

Before heading to Nashville for a recent advisor conference, my wife overheard me talking to a colleague about buying cowboy boots and maybe even a hat.

Her response:

“You’re going to a conference, not a costume party.”

Fair point.

To be clear, I listened.

No cowboy hat.
No costume.

She never said anything about oversized belt buckles though!

Or riding a mechanical bull during a bull market.

(See video for evidence.)

In all seriousness, one of the things I value most about this profession is the opportunity to keep learning.

The best advisors never stop sharpening their skills, challenging assumptions, or learning from people who see the world differently.

This trip was a reminder of something else too:

Some of the best ideas and strongest partnerships are built outside the conference room.

Over great conversations.
Shared experiences.
A lot of laughter.
Some incredible Nashville hot chicken.
And occasionally… questionable decisions involving a mechanical bull.

Nashville definitely delivered on all of it... including a live band that announced while we were there that they had just signed to open for Kid Rock, which made the trip even more memorable. It must be the financial planner in me that loves watching someone's dream come true!

Huge thank-you to the team at for hosting such a great event and bringing together an incredible group of advisors from across the country. Grateful for the partnership, the conversations, and the memories.

More posts to come with a few key takeaways from the conference.

For now… enjoy the bull market

04/11/2026

https://conta.cc/3OtCRIy

Email from Thrive Wealth Strategies Why the order of returns matters more than most people realize When a tough loss becomes a financial lesson   Greetings! This past Monday night, I found myself doin

04/08/2026

Monday’s UConn Huskies loss in the national championship game had me thinking.

Years ago, losses like this would have ruined my week.

The Boston Red Sox in 2003.
The New England Patriots heartbreaks.
Even the old stories of the 79' and ’86 Sox and the pain my grandfather carried.

But somewhere along the way, it changed.
Maybe it’s age.
Maybe perspective.
Or maybe it’s because the last 25 years have been filled with championships, comebacks, and unforgettable moments 🏆

Those wins built something.

It struck me this morning that investing works the same way.
In retirement planning, we call it sequence of returns risk.

It’s not just what returns you earn.
It’s WHEN you earn them.

Strong early returns can create a cushion 📈
Bad early years can change everything 📉

I’m writing more about how sports fandom and retirement planning collide in this week’s Thrive newsletter.

If you’d like the full piece when it goes out Saturday, subscribe here:
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03/07/2026

🌍 Geopolitical events can shake things up, but we're here to help you navigate!

While I have taken a bit of a break from LinkedIn and Facebook, I have continued to write my blog and newsletter.

Read what 1,476 Subscribers saw this morning, and help me get to 1,500!

https://conta.cc/4btBhz1

Email from Thrive Wealth Strategies Perspective on the recent volatility and what it means for investors. Putting the RecentPutting the Recent Market Volatility in Perspective   Greetings! If you’ve b

09/30/2025

⚾ Red Sox. Wild Card. Playoffs.

Yes, it’s finally here. The Red Sox barely held on, and today they take on the Yankees in the first playoff game of the season.

As a sports fan and numbers nerd, I can’t help but see the parallels between playoff strategy and financial planning:
➡️ Preparation wins games. Teams study opponents; we plan for market conditions.
➡️Adjust on the fly – Lineups change, markets fluctuate, life evolves.
➡️Numbers matter – Stats, probabilities, calculated risks—on the field and in your portfolio.

Your financial plan is like a playoff team. The better prepared, adaptable, and data-driven it is, the more confident you can be in the outcome.

Curious how to bring playoff-level strategy to your finances? My latest blog breaks it down.

The right financial strategy depends on your starting capital, time, and risk tolerance, so how does that relate to September baseball?

07/17/2025

✈️ Scene: 5:15 a.m. alarms, one freshly potty-trained three-year-old, and an 8:15 flight to Chicago.

Pit Stop #1: standard issue and accounted for.
Pit Stop #2: the “risk-of-car-seat-catastrophe” calculation said pull over again.

Tactical call: Jen + four kids bolt for the terminal while I play long-term parking hero.

Turns out American Airlines thinks when five out of six people check in, the last one has entered the witness-protection program. My seat? Gift-wrapped for a lucky standby traveler already high-fiving the gate agent.

Cue me sprinting through Logan like a rejected extra from Home Alone, debating policies I’d never heard of (“Sir, it’s automatic.”), and telling me what we did wrong and how to avoid this in the future!!!!!

Options presented:
❌ All 6 go on standby so we can stick together
🤮 Standby roulette—all day. Best case scenario, I get in 2 hours later than them, but could spend all day at Logan and never get to Chicago
🤔 Guaranteed ticket—two layovers, a cameo in Traverse City, Michigan, and arrival six hours after my crew.

I normally am a risk taker, but I think this is a scenario I need to take the sure thing.

So… guess who’s writing this from Gate B-something, sipping the world’s most expensive airport coffee, and remembering that even the best risk plans get blindsided by a kiosk?

Kids are wheels-up. Mom’s a legend. Dad’s on a different kind of adventure, and honestly, I’m laughing about it already because now, when we are yelling that we might miss the flight, it will carry extra weight and not be seen as a bluff!

Because at the end of the day, it’s all part of the story and I will get to watch the Cubs vs. Sox on my son's 12th birthday tomorrow..

07/14/2025

"Chicks Love the Long Ball”

Tonight is one of my favorite events of the year: the MLB Home Run Derby.

Let’s be honest, we love the long ball. The towering arc. The roar of the crowd. It’s fun. It’s flashy.

But you know what actually wins over a full season?

Getting on base.

The same goes for investing. Most portfolios don’t fall apart because they missed the next Apple. They fall apart because they chased heat and struck out.

Moneyball taught us that a lineup of players with high on-base percentage can beat teams with bigger payrolls and bigger names. It’s not about home runs. It’s about avoiding outs.

Your portfolio works the same way.

⚾ New blog: Moneyball for Your Money
📈 Why we focus on consistency, not just hero trades

👉 https://www.thrivewealthstrategies.com/diversified-investment-strategy

https://www.youtube.com/watch?v=UjkuJPvMrI8

07/01/2025

Ever wonder if Social Security will still be around when you retire? I grabbed three charts that break it down in plain English... no math degree required.

1️⃣ Workers per Beneficiary
– Back in 1945, almost 42 workers supported each retiree.
– Today it’s under 3—and headed toward 2.2 by the time is ready to collect.
Fewer workers paying in means less cash to pay benefits.

2️⃣ Trust-Fund Reserves
– Reserves peaked at $2.9 trillion in 2020.
– At the current pace, they could hit zero by 2034.
When that happens, incoming payroll taxes only cover about 80% of benefits.

3️⃣ Revenues vs. Benefits
– Benefits (blue line) are set to outpace dedicated revenues (orange).
– Without changes, we’re looking at either a ~20% benefit cut or nearly a 30% tax hike.

Bottom line: Social Security faces a real funding gap. If you’re decades away from claiming benefits, now’s the time to think through how this might affect your long-term plan.

What’s your take? Drop a comment or DM me if you want to dig deeper.

Source: First Trust Economics, Social Security Trustees report (June 2025)

06/27/2025

The origin story of DJ I BaRF

It started ten minutes into I-95 gridlock: four kids, one aux cord, zero peace. Cue a desperate dad move...hold a draft.

This week, we tackled the money side of vacations, but the bigger obstacle might be the back seat.

Even the best-funded Griswold can’t if the soundtrack sparks mutiny. Enter our playlist hack: DJ I BaRF, named for Isla, Boden, Rhys, and Finn (youngest to oldest, and yes, they howled at the acronym).

🎵 Round-by-round draft, four picks each. Isla claimed “Ridin’ in the Car” at 1.01 while we crept past the Bronx Zoo.
🚗 Draft finished by mile marker 12 in NJ. 16 songs total, instant ownership pride.
⏭️ Play on shuffle. Only the drafter may skip their own song. Everyone else? Hands off.
📻 Result: two hours of NYC traffic, zero sibling skirmishes, cost = $0.

The kids still ask for the playlist on grocery runs, travel baseball games or the rides to school.

Tip: same principle works for money. Define the rules, give everyone a voice, then let the system run. Clarity beats chaos, whether it’s a 529 plan or the car stereo.

Your turn: what road-trip track would make your first-round draft board? Drop a song below and earn honorary DJ status.

If you like drafts, I once ran an NFL animal draft.

https://www.thrivewealthstrategies.com/nfl-animal-draft/

06/26/2025

Staycation Swagger: Outsmarting the ‘Worst Road-Trip States’ on a $2k Budget

Kiplinger just slapped Connecticut and Massachusetts onto its summer naughty list... too pricey, too congested, not worth the drive. Perfect.

Why burn gas, plane fares by chasing “cheaper” ZIP codes when tourists pay us to stroll the Freedom Trail or sun on Plum Island - probably burning their "big vacation" budget?

Here’s a backyard lineup for a family of six that keeps the till under $2,000... proof you can without crossing a state line:

🎫 Boston CityPASS — Aquarium, Museum of Science, plus two more picks: ≈ $404 for six
⛴️ Harbor Islands ferry + beach picnic — round-trip from Long Wharf: ≈ $160
🚴‍♀️ Cape Cod Rail Trail bikes — full-day rentals & ice-cream stop: ≈ $300
🕰️ Old Sturbridge Village — 1830s New England time-warp: ≈ $120
🐠 Mystic Aquarium — plan-ahead tickets for six: ≈ $220
🌲 DCR Annual Park Pass + local lakes — $60 pass + $100 pizza/parking: ≈ $160
🏖️ Parker River Refuge, Plum Island — $5 car day-pass + beach play & cones: ≈ $60
🍝 North End Feast + Emerald Necklace stroll (Swan Boats ride, cannoli, lagoon loop): ≈ $50

Grand tally: about $1,474—leaving roughly $500 in the tank.

💦 Splash-out option: Couch-cushion change plus that $500 covers a two-month family membership at the Ipswich YMCA (≈ $100/month). Endless pool time and splash-pad access—no packing, no parking meter drama.

Planning lens
• Where you are – high-cost New England.
• Where you want to be – recharged, not resentful, by Labor Day.
• Map it – label the “Backyard Adventure” account, cap the spend, lock the dates.

Your turn: What’s the best < 90-minute escape that doesn’t torch the travel fund? Drop an idea below—let’s prove Kiplinger wrong together.

(P.S. Missed yesterday’s $10k-vacation math post? It’s in my feed. DJ I BaRF playlist drops Friday; tap the bell if you’re enjoying the series.)