Assistant Director of Sales at VH Maliha Vin Inc – Chicago, Illinois

Job Summary

The Associate Director of Sales supports the development and execution of total hotel revenue strategies across group and transient segments, group F&B, meeting and event spaces, local catering, and ancillary revenue streams. This role partners closely with the Director of Sales & Marketing to drive optimal market mix, pricing, sales deployment, and brand-aligned marketing initiatives.

The ideal candidate excels in strategic thinking, proactive leadership, and relationship building, with a focus on maximizing profitability, elevating guest satisfaction, and strengthening The Westin Michigan Avenue’s market presence. This role is accountable for achieving budgeted goals, forecasting accuracy, and continually identifying growth opportunities.

• Lead the revenue management process alongside the DOS to ensure the hotel secures the optimal business mix—maximizing high-demand periods and building an effective base in softer periods.
• Monitor revenue pace and guide the team to consistently achieve and surpass budgeted sales and revenue goals.
• Partner with Marketing and PR to set and execute strategic initiatives that support revenue targets and brand positioning.
• Analyze market trends, competitor intelligence, and customer needs to inform strategies and adjust action plans as needed.

• Oversee all sales activities including prospecting, qualifying leads, conducting site visits, and preparing compelling proposals and presentations.
• Evaluate, negotiate, and close group and catering business within established guidelines to maximize yield and profitability.
• Develop target account lists, strategic action plans, and lead distribution processes that drive productivity across the sales team.
• Maintain strong relationships with meeting planners, key accounts, and brand partners to drive sustained market share growth.
• Represent the hotel at industry events, community functions, and professional organizations to enhance visibility.

• Provide strong, people-first leadership that supports the growth, engagement, and performance of the sales team.
• Lead staff through coaching, mentoring, performance evaluations, and skill development to achieve departmental and individual goals.
• Facilitate weekly sales meetings, daily business reviews, and ongoing communication to ensure alignment and operational readiness.

• Maintain accurate and organized sales files, contracts, reports, and CRM documentation.
• Oversee the business evaluation process with the Revenue Manager to ensure all group bookings meet profitability thresholds.
• Participate in monthly revenue strategy meetings and collaborate cross-functionally with operations, events, and front-of-house teams.
• Support the development of annual budgets and monthly/quarterly forecasts, ensuring thoughtful analysis and timely reporting.

• Exceptional verbal and written communication skills; ability to present confidently to clients and internal stakeholders.
• Strong analytical skills with proven expertise in revenue strategy, data interpretation, and business planning.
• Proficient in Microsoft Office Suite and hotel sales platforms; experience with CRM and property management systems preferred.
• Demonstrated ability to recruit, train, motivate, and lead high-performing teams.
• Strong organizational, time-management, and problem-solving skills.
• Extensive knowledge of hotel sales techniques, market dynamics, and competitive analysis.
• Ability to work independently with minimal supervision while thriving in a collaborative, team-oriented environment.
• Strong understanding of Chicago’s tourism, business ecosystem, local attractions, and event landscape is a plus.

Availability

The hotel operates 24/7, and business needs may require flexibility. While this role primarily follows a Monday–Friday schedule, occasional evenings, weekends, or shifts outside standard hours may be required based on business demand or client activity.