How To Get Into Wine

How To! with Mike Pesca33mJune 2, 2026
AI-Generated Summary

The episode tackles the paradox of wine: a drink that promises pleasure but often feels like a minefield of pretension, price, and pretense. Ross Novy, a self-described 'beer guy' with a secret drinking problem, joins Mike Pesca not to become a wine snob, but to escape the embarrassment of not knowing the 'right' wine. His fear isn't just about taste—it's about social status, the fear of being laughed at, and the pressure to perform sophistication. Enter Joel Stein, a self-proclaimed 'corrupt wine writer' whose Substack offers no gatekeeping, just blunt, accessible advice. He dismantles the myth that wine must be expensive, vintage-driven, or intimidating. Instead, he argues that wine is just food—like Italian cuisine—and that knowing a little about regions (like Portugal or the Loire) is more valuable than memorizing vintages. The real breakthrough? Letting experts—sommeliers, store clerks, even friends—do the heavy lifting. The episode reveals that the most powerful tool isn't knowledge, but trust in others who know more. And the ultimate lesson? Enjoyment isn't earned through expertise—it’s found in curiosity, not perfection.

Key Takeaways
1

Wine is not a status symbol—it’s a food, and you don’t need a degree to enjoy it.

2

Focus on regions (like Portugal or the Loire) over vintages to find great value under $20.

3

Tell a sommelier or store clerk your budget—this removes pressure and invites helpful advice.

4

The best wine advice comes from people who know more than you, not from trying to impress.

5

You can enjoy cheap wine without guilt—your palate isn’t ruined by mass-market brands.

…and 3 more takeaways available in PodZeus

Chapters
0:00
2 min

The Wine Paradox: Why It Feels Like a Trap

Mike Pesca opens with the irony of wine—celebrated as 'bottled poetry' yet often a source of anxiety and social pressure. He introduces Ross Novy, a beer lover who wants to 'reposition' his drinking problem as a quest for sophistication, not just to avoid embarrassment.

2:10
3 min

The Snobbery Spiral: Why Wine Feels Inaccessible

Ross admits he’s intimidated by wine culture—vintages, labels, and the fear of being mocked. Mike and Ross explore how wine’s complexity (like baseball cards or art) creates artificial barriers, making it feel like a club you must pass a test to join.

5:00
3 min

The Expert Intervention: Joel Stein’s No-Bullshit Approach

Wine is one of those things. And I also think there are a lot of things going on with wine pricing that don't necessarily have directly to do with quality.

Highlight
8:20
3 min

The Real Problem: Not Knowing vs. Not Being Good Enough

Ross confesses he’s not into wine for its taste—he’s into it to avoid feeling foolish. Joel counters that the best reason to drink wine is pleasure, not performance. The episode reframes wine as a personal, not social, experience.

11:40
3 min

The $20 Rule: How to Get Great Wine Without the Stress

Under $20 is a great space for getting really good, interesting wines.

Highlight
High-Impact Quotes
And I think the lesson I'm learning is the best thing is to know people who know things and then lean on them.
Joel Stein33:28
If you give them a price point, that takes away your whole fear of the discussion.
Joel Stein33:40
And if I'm going to a store, under $20 is a great space for getting really good, interesting wines.
Joel Stein18:48
Speakers

Host

Mike Pesca

Guests

Ross NovyJoel Stein
Topics Discussed
how to get into wine95%affordable wine under 2088%wine pricing and value85%wine regions and terroir80%wine snobbery75%wine and social anxiety72%sommelier advice70%wine tasting and palate training65%
People & Brands

Ross Novy

person

20xNeutral

Joel Stein

person

18xPositive

Mike Pesca

person

15xNeutral

The Corrupt Wine Writer

other

6xNeutral

Dow Cabernet Sauvignon

product

5xNeutral

StoryWorth

organization

4xPositive

Portugal

place

4xNeutral

Two Buck Chuck

product

3xNeutral

The Anxious Achiever

media

3xPositive

Napa

place

3xNeutral

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