Opening a business in Portland, Oregon, may feel like stepping into the ring with Mike Tyson – it's a costly and challenging process that can leave you feeling bruised and battered. The city's complicated regulations, including system development charges, sidewalk improvements, and an array of hidden costs can rack up to an eye-watering $200,000. This episode asks the tough questions: Is the city's hefty price tag discouraging entrepreneurs? And are Portland’s regulatory hurdles an unintentional roadblock to business expansion?

To get an insider's perspective, we chat with Matt Basinger, owner of the Kansas-based company Swell Spark, who shares his firsthand experience of setting up shop in Portland. He paints a vivid picture of navigating the city's complex system – a journey fraught with miscommunication between businesses and the Portland Bureau of Transportation, costly fees, and a steep learning curve. But it's not all doom and gloom, we also explore potential solutions and alternatives to make the city more business-friendly. Prepare to see Portland's business landscape in a new light and maybe, just maybe, find a way to soften those proverbial punches.

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