Underdog Wine Co.

Curated natural and small-production wine shop at the Crestwood Shops in Kansas City’s Mission Hills corridor, founded in 2014 by Ryan and Jenny Sciara. Expanded from a 560-square-foot original space to a larger Crestwood footprint; private tasting room seats 16.

Description

Underdog Wine Co. is a curated wine shop at the Crestwood Shops in Kansas City, founded in 2014 by Ryan and Jenny Sciara. The shop specializes in small-production, family-owned wines — a deliberate editorial stance toward independent winemakers over large commercial labels — and has grown from its original 560-square-foot space into a larger Crestwood footprint.¹

The current Crestwood location includes a private tasting room seating 16 guests, used for tastings, events, and private gatherings. The shop is part of the tight-knit Crestwood Shops merchant cluster alongside tea-market, delbrenna-jewelry, homesong-market, bacaro-primo, aixois-bistro, and others.

Ownership and history

Ryan and Jenny Sciara opened Underdog Wine Co. at the Crestwood Shops in 2014, starting in a 560-square-foot space and eventually expanding into larger Crestwood quarters.¹ The couple’s focus on small-production, family-owned wines reflects a collector’s approach to wine retail — seeking out winemakers whose scale and philosophy parallel Underdog’s own family-owned independent positioning.

Tier classification

Tier 1 — editorial. Underdog Wine Co. is a 10+ year independently owned, family-run specialty wine retailer embedded in one of Kansas City’s most distinctive merchant communities. The Sciaras’ deliberate curation of small-production and family-owned wines aligns with the craft-forward, community-first ethic that Tier 1 measures. Ryan and Jenny Sciara’s KC-native status is, but the decade-plus tenure, Crestwood Shops rootedness, and independent family-business identity support Tier 1 on editorial judgment. Revisit when native status is confirmed.

Menu / Selection

Last verified: 2026-06-30 · Source: Feast Magazine (2017)¹ · Confidence: Low (Phase-0 stub — concept confirmed; specific wines, producers, and prices not documented; retrieve from Underdog directly)

Curated wine retail shop + 16-seat private tasting room.

Selection Focus

• Small-production, family-owned wines¹
• Curated by Ryan and Jenny Sciara — no specific labels documented in press¹

Tasting Room

• Private tasting room — 16 seats¹
• Available for private events and tastings¹

Current selection and tasting room availability: contact Underdog Wine Co. at Crestwood Shops

---

Links

• Website: https://underdogwinekc.com/
• Crestwood Shops: https://www.crestwoodshops.com/

See also

• crestwood-shops
• tea-market
• vitas-place
• Registry

Sources

**** Map-pin needed: Crestwood Shops, Kansas City, MO 64113 (Mission Hills corridor, E. 55th St. area). Confirm exact address and coordinates for map layer.

Footnotes

1. Feast Magazine — “Underdog Wine Co. opens at Crestwood Shops” — https://www.feastmagazine.com/the-feed/kansas_city_news/article_8bd4f090-5a7b-11e7-92d9-f718445b28ba.html — accessed 2026-06-30. Asserts: Underdog Wine Co.; Ryan and Jenny Sciara (owners); Crestwood Shops; opened 2014; 560-sq-ft original space; expanded; private tasting room seats 16; small-production, family-owned wine focus. ↩ ↩² ↩³ ↩⁴ ↩⁵ ↩⁶ ↩⁷