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Vp Training & Development Jobs in Chicago, IL (NOW HIRING)

Vice President

Chicago, IL

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

The Vice President position is an exempt position. OVERALL EXPECTATIONS FOR ALL PROFESSIONAL STAFF ... This includes leading messaging and media training sessions, overseeing the development of ...

Vice President

Chicago, IL · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

The Vice President position is an exempt position. OVERALL EXPECTATIONS FOR ALL PROFESSIONAL STAFF ... This includes leading messaging and media training sessions, overseeing the development of ...

Vice President

Chicago, IL

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

The Vice President position is an exempt position. OVERALL EXPECTATIONS FOR ALL PROFESSIONAL STAFF ... This includes leading messaging and media training sessions, overseeing the development of ...

Seeking a Vice President/Sr. Vice President for our growing Accounting & Reporting Advisory ... To foster employee development we offer ongoing training and learning opportunities, employee ...

Vice President

Chicago, IL · Hybrid

$110K - $120K/yr

The Opportunity The Vice President of Fundraising will own the full fundraising lifecycle, overseeing strategy, pipeline development, and revenue generation across government, foundation, corporate ...

VP, Market Development

Chicago, IL

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... training to coach their teams to the next level. We strive to provide employees a safe space to ... Role Overview The Vice President, Market Development will report to the SVP, Chief Marketing ...

Participate, as needed, in interviewing, hiring, training, and development of staff. Work with ... the SVP as appropriate. Participate and present own risks written at Peer Review meetings to ...

VP, Market Development

Chicago, IL · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... training to coach their teams to the next level. We strive to provide employees a safe space to ... Role Overview The Vice President, Market Development will report to the SVP, Chief Marketing ...

VP, Market Development

Chicago, IL · On-site

$180 - $260/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

... training to coach their teams to the next level. We strive to provide employees a safe space to ... Role Overview The Vice President, Market Development will report to the SVP, Chief Marketing ...

VP of Operations

Chicago, IL · On-site

$186K - $225K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Work collaboratively with Senior VP of Sales in establishing the annual budget and goal development processes to ensure sales and profitability growth * Attend Executive Leadership meetings ...

Showing results 21-40

Vp Training Development information

See Chicago, IL salary details

$102.5K

$134.2K

$235.9K

How much do vp training & development jobs pay per year?

As of Aug 16, 2026, the average yearly pay for vp training & development in Chicago, IL is $134,204.00, according to ZipRecruiter salary data. Most workers in this role earn between $112,300.00 and $126,200.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a VP of Training & Development?

To thrive as a VP of Training & Development, you need extensive experience in organizational learning, instructional design, leadership development, and a relevant degree, often at the master's level. Familiarity with Learning Management Systems (LMS), e-learning authoring tools, and certifications such as CPTD (Certified Professional in Talent Development) are highly valuable. Exceptional communication, strategic thinking, and change management skills help drive engagement and align training initiatives with business goals. These capabilities are vital for ensuring workforce readiness, promoting continuous improvement, and supporting organizational growth.

What is the difference between Vp Training & Development vs Training Manager?

AspectVp Training & DevelopmentTraining Manager
CredentialsTypically requires advanced degrees (e.g., MBA, Master’s in HR or Education) and extensive experienceUsually requires a bachelor’s degree and relevant certifications (e.g., CPLP, ATD certifications)
Work EnvironmentStrategic leadership role overseeing multiple departments or regionsOperational role focused on executing training programs within a team or department
Employer & Industry UsageCommon in large corporations, multinational companies, and organizations with complex training needsFound across various industries, often in mid-sized companies and organizations with dedicated training teams

The main difference is that Vp Training & Development holds a strategic, leadership position responsible for overall training vision, while a Training Manager focuses on implementing and managing specific training programs. The VP typically has broader responsibilities and higher-level decision-making authority.

What are some common challenges faced by a VP of Training & Development when implementing organization-wide learning initiatives?

A VP of Training & Development often faces challenges such as securing executive buy-in, aligning training programs with business goals, and addressing diverse learning needs across departments. They must also manage change resistance and ensure engagement from employees at all levels. Additionally, measuring the effectiveness and ROI of training initiatives requires strategic planning and continuous communication with stakeholders.

What does a VP of Training & Development do?

A VP of Training & Development is a senior executive responsible for designing, implementing, and overseeing training programs that enhance employee skills and organizational performance. They work closely with other leadership to align training strategies with business goals, manage budgets, and lead teams that deliver learning and development initiatives. Their role often includes evaluating current programs, ensuring compliance with industry standards, and adopting new technologies and methodologies to improve results.

What are the most commonly searched types of Training & Development jobs in Chicago, IL?

The most popular types of Training & Development jobs in Chicago, IL are:

VP Brokerage Services, @properties Christie's International Real Estate

Compass

Chicago, IL • On-site

$150K - $180K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 17 days ago


Compass Real Estate rating

9.3

Company rating: 9.3 out of 10

Based on 7 frontline employees who took The Breakroom Quiz

5th of 204 rated real estate companies


Job description

At Compass, our mission is to help everyone find their place in the world. Founded in 2012, we're revolutionizing the real estate industry with our end-to-end platform that empowers residential real estate agents to deliver exceptional service to seller and buyer clients.
@properties Christie's International Real Estate, part of Compass International Holdings, is seeking a Vice President of Brokerage Services to lead the recruiting, retention, and professional development of real estate agents across assigned office locations. This role implements company-wide brokerage initiatives at the local level and ensures consistent execution of systems, training, culture, technology adoption, and operational standards as defined by the EVP of Brokerage Services and senior leadership.
The VP acts as the primary leader of the local office(s), builds a strong culture of performance, and collaborates across departments to improve the agent experience, increase productivity, and strengthen retention.
Key Responsibilities
Recruiting and Retention
  • Own full recruiting lifecycle for assigned office(s): identifying candidates, presenting the value proposition, and closing.
  • Execute recruiting strategies, campaigns, and systems developed in partnership with the EVP, including support tools, lead tracking, and prospecting touchpoints.
  • Track agent movement and market data; monitor competitive activity and identify opportunities for strategic recruiting wins.
  • Ensure smooth transitions for incoming agents, coordinating with onboarding and operational teams.
  • Build a strong culture within the office through purposeful interactions, weekly office meetings, and local events.
  • Partner with the EVP in executing retention strategies, identifying at-risk agents early, and taking action to maintain long-term loyalty.
  • Promote and participate in company culture initiatives, events, and engagement programs.

Agent Development and Support
  • Implement the company's agent development programs, ensuring that training and coaching are delivered consistently and aligned with the EVP's expectations.
  • Foster an environment of continuous learning; identify development needs and recommend solutions.
  • Ensure agents adopt and utilize company technology, marketing platforms, and training resources.
  • Stay current on state license law, compliance, contract forms, and best practices; educate agents and ensure proper adherence.
  • Serve as primary escalation point for contract, compliance, or transactional issues; coordinate with Legal, Compliance, Accounting, IT, and Contract Admin as needed.

Leadership & Alignment with EVP
  • Execute brokerage priorities, recruiting plans, retention programs, and operational initiatives developed by the EVP of Brokerage Services.
  • Carry out consistent performance standards, expectations, and accountability within the office(s).
  • Provide feedback to the EVP on market trends, agent sentiment, competitive pressures, and opportunities for innovation.
  • Support execution of companywide change initiatives; help agents and office teams adapt quickly and confidently.
  • Collaborate with other Vice Presidents and Managing Brokers to share best practices and build consistency across offices.

Success Measures
  • Recruiting results and successful onboarding.
  • Agent retention and growth in production.
  • Adoption of systems, tools, and brokerage initiatives.
  • Culture strength and agent satisfaction within assigned office(s).
  • Execution quality and alignment with EVP-led company priorities.

Qualifications
  • Active real estate broker license.
  • Proven experience in real estate brokerage management, recruiting, and agent development.
  • Strong leadership presence; able to influence and guide others through change.
  • Excellent communication and relationship-building skills.
  • High level of comfort with technology and data-driven decision making.
  • Ability to handle escalations with clarity, confidence, and discretion.
  • Demonstrated track record of implementing training, development, or growth programs.

Special Assignments and Company Initiatives
In addition to the core responsibilities of the role, the Vice President of Brokerage Services may be assigned special projects or companywide initiatives. These may include leading or supporting training classes, contributing to pilot programs, testing new tools or technology prior to broader rollout, or participating in ad-hoc initiatives driven by business needs.
The VP is expected to:
  • Take ownership of special assignments and execute them with a high level of professionalism.
  • Collaborate cross-functionally and ensure alignment with EVP direction and company goals.
  • Maintain strong communication with the EVP regarding progress, outcomes, and resource needs.
  • Balance special assignments alongside daily leadership responsibilities within assigned office(s).

Compensation: The salary pay range for this position is a base pay of $150,000 - $180,000 annually; however, base pay offered may vary depending on job-related knowledge, skills, and experience. Bonuses may be provided as part of the compensation package, in addition to a full range of benefits. Base pay is based on market location. Minimum wage for the position will always be met.
Perks that You Need to Know About:
Participation in our incentive programs (which may include eligible cash, equity, or commissions). Plus paid vacation, holidays, sick time, parental leave, and recharge leave; medical, tele-health, dental and vision benefits; 401(k) plan; flexible spending accounts (FSAs); commuter program; life and disability insurance; Maven (a support system for new parents); Carrot (fertility benefits); UrbanSitter (caregiver referral network); Employee Assistance Program; and pet insurance.
Do your best work, be your authentic self.
At Compass, we believe that everyone deserves to find their place in the world - a place where they feel like they belong, where they can be their authentic selves, where they can thrive. Our collaborative, energetic culture is grounded in our Compass Entrepreneurship Principles and our commitment to diversity, equity, inclusion, growth and mobility. As an equal opportunity employer, we offer competitive compensation packages, robust benefits and professional growth opportunities aimed at helping to improve our employees' lives and careers.
Notice for California Applicants
Los Angeles County Fair Chance Notice

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