We are HALO! We connect people and brands to create unforgettable, meaningful, and lasting experiences that build brand engagement and loyalty for our over 60,000 clients globally. Our nearly 2,000 employees and 1,000 Account Executives located in 40+ sales offices across the United States are the reason HALO is the global leader in branded merchandise, uniform programs, and recognition and incentive solutions.  

HALO is looking for a Supervisor, Technology Training & Sales Enablement who will lead the daily operations of the Technology Training team, supporting sales and field employees in their use of company systems and tools. This role oversees training delivery, documentation standards, and coordination of system-related initiatives, while ensuring sales teams understand how to effectively leverage tools to manage and grow their business.  The Supervisor partners closely with Sales, Operations, IT, and Product teams to align training efforts with business needs and system enhancements. This is a hands-on leadership role that combines team supervision with active involvement in training, content development, and system rollout support.

Responsibilities

Team Leadership & Coordination 

• Supervise and support Technology Trainers, providing coaching, direction, and performance feedback 
• Prioritize and manage team workload across ongoing training, and system updates 
• Ensure consistency in training standards, documentation, and communication 
• Serve as escalation point for training-related questions and support 

Training Delivery & Development 

• Plan and facilitate live and virtual training sessions as needed 
• Oversee development and maintenance of training materials, user guides, and knowledge resources 
• Ensure materials remain aligned with current system functionality and business processes 
• Identify opportunities to improve training effectiveness and user experience 

System Rollout & Cross-Functional Support 

• Coordinate training efforts related to system updates and enhancements 
• Partner with cross-functional teams to understand upcoming changes and prepare training plans 
• Assist in developing structured approaches for communicating updates to impacted users 
• Support adoption efforts for new tools and process improvements  

User Experience & Business Impact 

• Develop a strong understanding of sales workflows and user challenges within company systems 
• Identify opportunities to improve how tools are utilized to support efficiency and revenue-generating activities 
• Provide practical guidance to users on how system capabilities can support business growth 
• Share feedback with leadership and cross-functional partners regarding recurring user pain points or improvement opportunities

Process & Continuous Improvement 

• Help standardize content organization and knowledge management practices 
• Identify recurring training needs and recommend improvements 
• Track participation, feedback, and training trends to enhance program quality 
• Contribute to improving onboarding and ongoing enablement processes 

• Bachelor’s degree or equivalent experience
• 4+ years of experience in technology training, sales enablement, or a related field 
• At least 1 year of previous supervisor and/or formal leadership experience  
• Experience supporting ERP, CRM, or order management systems 
• Experience facilitating training for individuals and groups 
• Strong written and verbal communication skills 
• Ability to manage multiple projects and deadlines in a fast-paced environment  
• Must be willing and able to travel domestically 5-10% on an annual basis
• Familiarity with learning management systems or digital training tools 
• Experience supporting sales or revenue-generating teams
• Strong organizational and coordination skills 
• Ability to translate technical processes into user-friendly guidance 
• Collaborative mindset with cross-functional teams 
• Attention to detail and documentation accuracy 
• Proactive problem-solving approach 
• Ability to build credibility with experienced team members and stakeholders 

Compensation: The estimated base salary range for this position is between $65,000 - $80,000 annually. Please note that this pay range serves as a general guideline and reflects a broad spectrum of labor markets across the US. While it is uncommon for candidates to be hired at or near the top of the range, compensation decisions are influenced by various factors. At HALO, these include, but are not limited to, the scope and responsibilities of the role, the candidate's work experience, location, education and training, key skills, internal equity, external market data, and broader market and business considerations.

Benefits: At HALO, we offer benefits that support all aspects of your life, helping you find a work-life balance that’s right for you. Our comprehensive benefits include nationwide coverage for Medical, Dental, Vision, Life, and Disability insurance, along with additional Voluntary Benefits. Prepare for your financial future with our 401(k) Retirement Savings Plan, Health Savings Accounts (HSA), and Flexible Spending Accounts (FSA).

Application Information: To apply to this opportunity, click the APPLY button at the top right or very bottom of the screen to complete our online application. A resume is optional, so you may choose to upload and have the application prefill with your information.  There are 5 sections to complete in total, including General information, Work History, Education, Compliance, and optional demographic questions. Once you have successfully submitted your application, you will receive a submission confirmation email from our system. 

Application Deadline:  Applications are reviewed and processed only when there is a specific need or opportunity, rather than on a fixed schedule or at a set deadline. Because they are reviewed on an as-needed basis, a job posting will be removed once the position has been filled or is no longer available. 

More About HALO:

At HALO, we energize our clients' brands and amplify their stories to capture the attention of those who matter most. That’s why over 60,000 small- and mid-sized businesses partner with us, making us the global leader in the branded merchandise industry.

• Career Advancement: At HALO, we’re passionate about promoting from within. Internal promotions have been key to our exponential growth over the past few years. With so many industry leaders at HALO, you’ll have the opportunity to accelerate your career by learning from their experience, insights, and skills. Plus, you'll gain access to HALO’s influential global network, leadership opportunities, and diverse perspectives.
• Culture: We love working here, and we’re confident you will too. At HALO, you’ll experience a culture of ingenuity, inclusion, and relentless determination. We push the limits of possibility and imagination by staying curious, humble, and bold breaking through yesterday’s limits. Diversity fuels our creativity, and we thrive when each of us contributes to an inclusive environment based on respect, dignity, and equity. We hold ourselves to a high standard of excellence with a commitment to results and supporting one another with accountability, transparency, and dependability.
• Recognition: At HALO, your success is our success. You can count on us to celebrate your wins. Colleagues across the company will join in recognizing your milestones and nominating you for awards. Over time, you’ll accumulate recognition that can be converted into gift cards, trips, concert tickets, and merchandise from your favorite brands.
• Flexibility: Many of our roles offer hybrid work options, and we pride ourselves on flexible schedules that help you balance professional and personal demands. We believe that supporting our customers is a top priority and trust that you and your manager will collaborate to create a schedule that achieves this goal.

HALO is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We insist on an environment of mutual respect where equal employment opportunities are available to all applicants without regard to race, color, religion, sex, pregnancy (including childbirth, lactation and related medical conditions), national origin, age, physical and mental disability, marital status, sexual orientation, gender identity, gender expression, genetic information (including characteristics and testing), military and veteran status, and any other characteristic protected by applicable law. Inclusion is a core value at HALO and we seek to recruit, develop and retain the most talented people.

HALO participates in E-Verify. Please see the following notices in English and Spanish for important information: E-Verify Participation and Right to Work.

HALO is committed to working with and providing reasonable accommodations to individuals with disabilities. If you need reasonable accommodation because of a disability for any part of the employment process – including the online application and/or overall selection process – you may email us at hr@halo.com. Please do not use this as an alternative method for general inquiries or status on applications as you will not receive a response. Reasonable requests will be reviewed and responded to on a case-by-case basis.