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February 27.2025
3 Minutes Read

Discover What to Do in Chicago This Weekend Like a Local

Iconic Chicago theater at night with bright lights in cityscape.

Discover What to Do in Chicago This Weekend Like a Local

Chicago, known for its vibrant culture, stunning architecture, and hearty cuisine, transforms into a playground for weekend adventurers regardless of the unpredictable weather. Whether you're a local or visiting for the first time, this weekend invites you to explore its eclectic neighborhoods, make culinary memories, and engage in activities that epitomize the distinctive Chicago charm.

Explore Neighborhood Gems Beyond the Tourist Trail

While iconic landmarks like the Willis Tower and Millennium Park are must-sees, don’t miss out on the lesser-known neighborhoods, each offering a unique slice of Chicago life. Hyde Park, for instance, is enriched with history and a sense of community, making it a perfect weekend retreat. Check out Promontory Point for spectacular views of the skyline – it’s an ideal spot for a scenic run or a leisurely picnic. In the winter months, soak in the festive spirit with ice skating at Midway Plaisance.

As you wander through Hyde Park, fuel your day at the Dawn A.M. Eatery with a delightful southern-style brunch, which serves as a great introduction to the city’s culinary scene. For those who love to explore, the Museum of Science and Industry and the DuSable Museum are perfect places to immerse yourself in engaging exhibits and historical narratives.

Cultural Hotspots Awaiting Your Discovery

Greg Robbins, a fitness coach at Feast Fitness, recommends a weekend itinerary on the North Side that starts with a memorable dinner at Bayan Ko, a Filipino-Cuban eatery that artfully blends cultural flavors. After a satisfying meal, sip hand-crafted spirits at Koval Distillery in the Ravenswood Corridor, known for its unique distilling processes.

For a lazy Sunday, indulge in a specialty coffee at Side Practice Coffee and journey through local boutiques that celebrate female entrepreneurship. Shops like Bon Femmes and Ponnopozz not only offer beautiful goods but also support the community's vibrant commercial fabric.

Don’t Miss the Hottest Events This Weekend

This weekend is packed with exciting events that showcase Chicago's talent and social scene. From live music at The Promontory to art exhibitions across local galleries, there’s no shortage of entertainment. The bustling theater scene also beckons, with numerous shows scheduled to capture your imagination. Make it a night out with friends, sipping cocktails and enjoying a performance that touches the heart.

Arts and culture in Chicago come alive in the winter through various ongoing exhibits. Catch the latest at the Museum of Contemporary Art, or take a trip back in time at the Chicago History Museum to appreciate the city’s rich heritage.

Make Lasting Memories While Nourishing Your Soul

Each weekend is an opportunity for making unforgettable memories and exploring your own passions and interests. Imagine discovering a new passion for ice skating or unraveling the magic of live theater. The warmth of Chicago’s communities shines brightest in the colder months as locals come together to enjoy festive activities and support one another.

As the weekend approaches, take the initiative to gather your friends and family and dive into all that Chicago has to offer. From sipping a warm drink in a neighborhood café to exploring the bustling markets, your weekend is primed for adventure!

Take the Leap: Experience Chicago Like Never Before

Don’t stay cooped up this weekend! Embrace Chicago's array of activities that promise exploration, fun, and connection. Whether you're skating, dining, or savoring art, take each moment to heart as these experiences build cherished memories. Ready to dive in? Make your plan and seize this chance to discover Chicago’s rich offerings.

Check out local listings for events and updates, and don’t hesitate to explore the city’s vibrant neighborhoods where delicious food and dynamic culture await. Let the weekend adventure begin!

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Update Retention: The Unsung Hero of Real Estate Success In the fiercely competitive world of real estate, retaining top agents has become as crucial as recruiting new talent. Emily Brooks, a passionate advocate for community-driven real estate, emphasizes that retention isn’t merely about preventing agents from leaving; it’s about crafting an environment so enriching that agents choose to stay. The Cost of Turnover According to insights from Inman Connect, many brokerages have learned the hard way that a revolving door of agents can be a financial drain. As coach Verl Workman articulates, a recruitment strategy devoid of an effective retention plan often results in wasted resources. The numbers speak volumes: a staggering 56% of agents have considered leaving their current brokerage, either due to unmet promises or a lack of support and leadership after they sign on. The reality is that agents often leave not for higher splits or appealing marketing material, but because their needs for coaching, mentorship, and recognition fade away once the contract is signed. A Culture of Support Over Splits The real secret to retaining agents lies in fostering a supportive culture. As highlighted in Jessica Souza’s piece, “5 Top Tips For Retaining Real Estate Agents In 2025,” brokers must focus on building relationships over merely dangling lucrative commissions. Establishing a culture that feels like family rather than a transactional relationship is vital. This can be achieved through weekly attentive check-ins, team-building activities like potlucks and brainstorming sessions, and creating an inclusive atmosphere where every agent feels seen and appreciated. Growth Drives Engagement and Loyalty Agents typically desire growth—both personally and professionally. They want to see progress in their income and career trajectory. Workman’s strategies emphasize creating systems that focus on agents’ successes and development. Regular public recognition of achievements fosters a sense of belonging and motivates agents to strive for more. An independent brokerage shared an inspiring success story: they linked their retention strategies to development sessions and collaborative masterminds, which not only led to increased productivity but also cultivated a united team mentality. Suddenly, agents weren’t just colleagues; they were comrades on a shared journey. Tools to Simplify Success Offering agents the right tools to succeed is also paramount in enhancing retention. Advanced CRM tools, mentorship from seasoned agents, and access to real-time market data pave the way for agents to thrive. As Souza points out, it’s not the number of features that retain agents, but the reduction of friction in their processes. Ensuring agents feel supported through training and technology empowers them to focus on what they do best: selling homes. Compensation Should Encourage Loyalty, Not Entitlement Fair and compelling compensation plans are a cornerstone of agent retention. However, Workman warns against high commission splits that leave little for essential resources. “Agents don’t stay for a split; they stay for the culture,” he states. When compensation is thoughtfully structured to encourage loyalty and investment in personal growth, agents are less likely to consider external offers. Acknowledge and Adapt to Individual Needs Finally, recognizing that each agent’s journey is unique is crucial. Embracing a flexible approach that accommodates different preferences can significantly affect retention rates. Whether it’s varying support systems or opportunities to recruit new agents, empowering agents to shape their environment creates a sense of ownership and investment in the brokerage. The Bottom Line: Create a Brokerage Where Agents Thrive In conclusion, the art of retention in real estate is all about building a vibrant culture that not only attracts but also keeps agents engaged and satisfied. The simple truth is, when agents feel supported and see a clear path for growth, they are much more inclined to remain loyal. As the competitive landscape continues to evolve, focusing on retention will not only secure a stable team but will also drive the success of a brokerage well into the future.

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