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An historic Alaska downtown gift, jewelry, and art retailer — founded in 1908 and family‑run for about 40 years — is listed for $2.225M with reported 2025 revenue of ~$1.6M and adjusted EBITDA of ~$512K. The store occupies roughly 12,000 sq ft in a cruise‑port downtown location, sells souvenirs, apparel, Alaskan art and jewelry, and the listing (by JC Strauss / Archstone) includes inventory (~$500K) and FF&E ($92K) in the price. The hosts praised the merchandising and the lifestyle potential — owners can run a high‑margin, highly seasonal business primarily during May–September — but repeatedly returned to the three central transaction issues: seasonality, underwriting, and a looming port/terminal change.
Heather and other hosts explained why seasonality complicates SBA underwriting: lenders want to see monthly cash coverage through the off‑season, so practical mitigations are required (close at the start of the busy season, and produce a granular monthly working‑capital forecast). Gurdley’s diligence via Claude identified plans for a new cruise terminal (pointing to Juneau), and Michael argued that terminal relocation is the “singularity” that could change where passengers flow off the ship — potentially moving the business from a monopoly foot‑traffic position to a loser overnight. The group agreed location is paramount; they also debated owner‑dependency. Michael and Heather emphasized much of the store’s value rests on hands‑on owner merchandising and vendor relationships, so buyers should expect to be active operators or to invest in systematization before sale. Practical deal routes discussed: try an SBA package with an experienced loan broker (hosts noted brokers can target banks with relevant appetite), accept seller financing, or use transitional seller support. Ultimately the panel liked the economics if the buyer can accept operational intensity and resolve the terminal/lease questions; if the terminal move is confirmed and material, they warned the business could be effectively unsellable until after the new‑terminal operations normalize.
Host Bill (citing the Archstone/JC Strauss listing) reports 2025 revenue of ~$1.6M and adjusted EBITDA of ~$512K for a downtown Alaska gift/jewelry/art retailer; asking price is $2.225M (≈4.3x EBITDA).
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