Crosby’s Cru

Harvest is nearly in the books, football is back, and that means it’s time for our annual Harvest Playbook: Juice & Jerseys.

Keith is calling 2026 a record harvest—and says the vintage reminds him more of 2015 than any other year. So we open the same 2015 Vineyard 29 we poured on last year’s Harvest Playbook and find out why.

From the challenges, surprises and audibles of harvest to the early storylines of the NFL season, Keith and Mason compare notes on what happens when the season you planned for isn’t quite the season you get. Mason gives his early NFL report and predictions, Keith gives us his way-too-early take on the 2026 vintage, and we ask them both: Does experience make you better at adjusting—or just more comfortable when things don’t go according to plan?

The grapes are coming in. The games are on. Juice & Jerseys is back.

Join our Cru. Let’s kick it and sip it.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

What actually passes the smell test?

This week, our friend Dr. Ed O’Bryan of Contour Health joins the Cru to put both wine and wellness to the smell test. We hear how his father’s extraordinary 2,000-bottle collection shaped his love of wine, tackle the complicated question of whether wine can have a place in a healthy lifestyle, and get Ed’s rapid-fire take on some of today’s biggest wellness trends—from GLP-1s and peptides to wearables, red light and longevity medicine.

We also explore what happens when health care comes home, pairing personalized medicine and labs with the newest technology from KOHLER Health.

Three wines and a few big questions: How do we learn to trust our instincts, ask better questions, and build a team that helps us live well?

Join our Cru. It’s time to kick it and sip it.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Summer always begins with excitement. But by August, the sunburns have faded, the kids are getting restless, and everyone starts wondering if it’s time to get back to a routine.

What if these last weeks of summer are actually the ones worth savoring most?

This week on Crosby’s Cru, we’re slowing down with three wines that tell three stories of summer. We celebrate Keith’s birthday in Napa over a vibrant Spanish Txakoli, discover how a trip through Italy and France inspired new everyday rituals with Julien Fayard’s Just Pink Rosé, and return to Green Bay for one of those perfect Wisconsin summer evenings—good friends, Spottswoode Sauvignon Blanc, homemade rhubarb pie, and nowhere else to be.

Join our Cru. It’s time to kick it and sip it.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

What happens when the final whistle blows?

For many athletes, championships, trophies, and records define success. But what if the greatest victories aren’t measured on a scoreboard at all?

This week on Crosby’s Cru, we head to ONEHOPE Winery with founder Jake Kloberdanz to explore how purpose can outlast performance. Through partnerships with legendary athletes and entertainers, ONEHOPE has reimagined wine as a way to create lasting impact, proving that success becomes even more meaningful when it’s shared.

Over a lineup of ONEHOPE wines, we discuss leadership, legacy, philanthropy, and the responsibility that comes with influence.

Because the best competitors don’t just win—they leave the game better than they found it.

This Wine Wednesday, join us as we discover what it really means to win…beyond the scoreboard.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

What separates a great season from a lasting legacy?

Championships are won in moments. Dynasties are built over generations.

This week on Crosby's Cru, we head underground into the Hourglass wine cave with acclaimed Napa Valley winemaker Tony Biagi to explore what it takes to build something that stands the test of time.

Over an extraordinary lineup of Hourglass wines—including Sauvignon Blanc, Blueline Estate Merlot, Blueline Cabernet Franc, Blueline Cabernet Sauvignon, Blueline 36, and the flagship Hourglass Estate Cabernet Sauvignon—we discover that the principles behind legendary sports franchises and world-class wineries are remarkably similar.

From discipline and daily routines to teamwork, stewardship, and carrying a legacy forward, this conversation is about more than wine or football. It's about building something that lasts.

#JoinOurCru #KickItandSipIt #Sidelines2Cellars #Hourglass #Napa

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

What separates champions from everyone else?

Is it talent, confidence, discipline—or the ability to think differently when the pressure is highest?

This week on Crosby's Cru, we sit down with LPGA legend, two-time major champion, former World No. 1, entrepreneur, philanthropist, and wine producer Cristie Kerr, along with her husband and business partner Erik Stevens.

Over four exceptional wines from Kerr Cellars, we explore the mindset that built a championship golf career, a successful wine brand, and a life beyond the scoreboard.

From handling pressure and overcoming setbacks to building a business and discovering purpose after competition, this conversation is about much more than golf or wine. It's about the thought processes, routines, relationships, and decisions that make long-term success possible.

Along the way, we'll discuss why golf matters, what happens inside the mind during pressure-packed moments, how champions recover from failure, and why some of life's greatest victories happen long after the trophies are won.

Featured Wines:

• Kerr Cellars Sauvignon Blanc

• Kerr Cellars Chardonnay

• Kerr Cellars Pinot Noir

• Kerr Cellars Cabernet Sauvignon

Join us as we learn how to win...the mental game.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

What wines should we have on hand this summer, and what is the real key to winning this season?

Is it the perfect menu? The perfect wine? The perfect backyard?

Or is it simply getting the right people together and making the most of it while it’s here?

This week on Crosby’s Cru, we’re talking summer traditions old and new—from Green Bay training camps, lake days, and long Wisconsin evenings to backyard barbecues, patio nights, World Cup watch parties, and planning the perfect Napa getaway.

Along the way, we’ll taste four incredible wines and explore two very different styles of summer entertaining, all inspired by the global stage of the World Cup.

Join us as we learn how to win at summer entertaining.

This Wine Wednesday…

🍷 Walter Scott Cuvée Anne Chardonnay

🍷 Meursault Clos du Cromin, Domaine Bitouzet-Prieur

🍷 Catena Cabernet Sauvignon

🍷 Blueprint Cabernet Sauvignon, Lail Vineyards

#JoinOurCru #HowToWin #SummerEntertaining #KickItAndSipIt #WineAthlete

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

On this episode of Crosby's Cru, we sit down with Rick George for a conversation about leadership, culture, and what it really takes to build something that lasts.

From the changing landscape of college athletics to the pressure of leading major programs, Rick shares lessons on standards, decision-making, legacy, and staying grounded through success and adversity.

Along the way, we open bottles with meaning including wines tied to celebration, memory, and the moments worth slowing down for.

This is a conversation about more than football. It's about people, purpose, and the standards we choose to live by.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

In this episode, we’re bringing the tradition, the competition, and a little bit of chaos to the table. We kick things off by diving into a blind tasting chosen from of our NCAA Bracket style Elite Eight wines—from crisp Vinho Verde to Bordeaux powerhouse Château Pontet-Canet.

We pair wines with classic Derby food, then head into the two-minute warning: a mint julep build-your-own challenge, complete with crushed ice hacks, spritz variations, and a strong case against overdoing the simple syrup.

 A quick sports survey of the past month and a reveal of our favorites round out the episode. So whether you are betting on the track or what’s in your glass—kick back and sip along with us.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Opening Day in baseball starts with hot dogs and beer... but behind the scenes, it might end with Napa Cabernet and big conversations. In this relaxed livestream-style episode of Crosby's Cru, we talk MLB Opening Day, the hidden wine culture around baseball, and what the executive side of the sport may actually look like through Holly & Keith's connection to Noah Garden.

• We also get into:
• Ballpark food + wine pairings
• Whether MLB secretly has a wine culture
• What insiders might actually be drinking on Opening Day

Which baseball personalities we should pursue for future episodes?

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.