Day Shift Ai Chatbot Training Jobs (NOW HIRING)

Seeking a Lead, Digital Sales Chat Experience to own the day-to-day performance and evolution of our conversational sales channel. This individual will drive ongoing optimization of the chat experience, coordinate changes required by product and promotional updates, and manage the vendor and IT relationships that keep the channel running smoothly.

Must be able to go onsite 4 days a week in Stamford, CT

KEY RESPONSIBILITIES

· Own day-to-day operations of the conversational sales chat experience, monitoring performance and resolving issues as they arise.

· Drive continuous optimization of chat flows, conversion, and customer experience through testing, analysis, and iteration.

· Partner with Product and Marketing/Promotions teams to identify and implement chat updates required by product launches, offer changes, and promotional campaigns.

· Serve as the primary point of contact with platform vendors, managing requests, escalations, and delivery timelines.

· Partner with internal IT teams to scope, prioritize, and implement platform changes, integrations, and fixes.

· Bring a strategic point of view on the evolving conversational AI vendor landscape and support platform migration planning as needed, including requirements gathering and vendor coordination.

· Help shape how our sales experience shows up on emerging AI platforms — including ChatGPT and similar tools — positioned to enable commerce wherever customers choose to shop, now and in the future.

· Track and report on chat channel performance metrics (engagement, conversion, containment, customer satisfaction) to stakeholders.

· Manage requirements documentation, UAT/testing, and deployment coordination for chat changes.

Top Skills’ Details:

7+ years of experience in conversational AI, chatbot platforms, digital customer experience, or digital sales channel management

Experience owning and optimizing customer-facing chat experiences

Strong understanding of conversational design principles and chat flow optimization

Demonstrated experience managing third-party vendor relationships

Experience partnering with IT teams to implement platform enhancements and integrations

Strong analytical skills with experience measuring engagement, conversion, containment, and customer satisfaction metrics

Experience with A/B testing and continuous improvement methodologies

Experience gathering requirements and translating business needs into technical solutions

Proven ability to manage UAT, deployment coordination, and production support activities

Excellent verbal and written communication skills

Ability to work independently in a contract environment

Business Drivers:

Increase sales conversion through conversational channels

Improve customer experience and engagement during digital sales journeys

Support rapid implementation of new products, offers, and promotions

Reduce friction in the online purchasing process

Drive revenue growth through digital commerce optimization

Improve channel containment and operational efficiency

Position for future conversational AI and AI-powered commerce opportunities

Ensure scalable and reliable chat experiences through vendor and platform management

This is a Contract position based out of Stamford, CT.

The pay range for this position is $65.00 - $80.00/hr.

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following: • Medical, dental & vision • Critical Illness, Accident, and Hospital • 401(k) Retirement Plan – Pre-tax and Roth post-tax contributions available • Life Insurance (Voluntary Life & AD&D for the employee and dependents) • Short and long-term disability • Health Spending Account (HSA) • Transportation benefits • Employee Assistance Program • Time Off/Leave (PTO, Vacation or Sick Leave)

This is a hybrid position in Stamford,CT.

This position is anticipated to close on Aug 27, 2026.

We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

We’re a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We’re a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We’re strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We’re building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.

Massachusetts Lie Detector: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.