To secure the best deals on Craigslist Portland, employ strategic tactics. Begin by browsing the site regularly, as new listings emerge frequently. Utilize search filters to narrow down options based on location, price, and item category. Act swiftly when you find a promising deal, as desirable listings tend to attract multiple buyers. Negotiate respectfully and be prepared to haggle to get the best price. Consider reaching out to sellers promptly via email or phone to express interest and arrange meetings promptly. Additionally, exercise caution by meeting in safe, public locations and inspecting items thoroughly before making any purchases.