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Flex Chatbot Support Jobs (NOW HIRING)

Flex

Lead, CS AI Content

New York, NY · On-site

$92K - $115K/yr

Bonus: experience with chatbot authoring, AI evaluation, or support QA. Compensation Flex takes a market-based approach to pay, ensuring compensation is commensurate with a candidate's experience and ...

Flex

Lead, CS AI Content

New York, NY

... Flex's AI-driven customer support tools. This role sits at the intersection of content ... Write and maintain AI-native content across chatbot, voicebot, and agent assist tools, including ...

AT&T

Lead Software Engineering

Alpharetta, GA

$145K - $211K/yr

Support the software deployment process. Flex between different technology languages and stacks ... powered chatbot/virtual assistants. Utilize Agenic AI, LangChain, LangGraph, LangSmith, and ...

AT and T

Lead Software Engineering

Alpharetta, GA · On-site

$145K - $211K/yr

Support the software deployment process. Flex between different technology languages and stacks ... powered chatbot/virtual assistants. Utilize Agenic AI, LangChain, LangGraph, LangSmith, and ...

RIVA Solutions Inc.

Lead Web Developer

Reston, VA · On-site +1

$125K/yr

Experience with search technologies, AI/chatbot integration, Google Analytics/DAP, Tableau ... RIVA Flex (Flexible Hours and Hybrid Support, where applicable) * Additional Workplace Benefits ...

RIVA Solutions Inc.

Web Administrator

Reston, VA · On-site +1

$85K/yr

... that support content improvements, chatbot content, search tuning, and knowledge base updates ... RIVA Flex (Flexible Hours and Hybrid Support, where applicable) * Additional Workplace Benefits ...

RIVA Solutions Inc.

Web Administrator

Reston, VA · On-site

$85K/yr

... that support content improvements, chatbot content, search tuning, and knowledge base updates ... RIVA Flex (Flexible Hours and Hybrid Support, where applicable) * Additional Workplace Benefits ...

RIVA Solutions Inc.

Web Administrator

Reston, VA · On-site +1

$85K/yr

... that support content improvements, chatbot content, search tuning, and knowledge base updates ... RIVA Flex (Flexible Hours and Hybrid Support, where applicable) * Additional Workplace Benefits ...

RIVA Solutions Inc.

Lead Web Developer

Reston, VA · On-site +1

Experience with search technologies, AI/chatbot integration, Google Analytics/DAP, Tableau ... RIVA Flex (Flexible Hours and Hybrid Support, where applicable) * Additional Workplace Benefits ...

RIVA Solutions Inc.

Lead Web Developer

Reston, VA · On-site

$125K/yr

Experience with search technologies, AI/chatbot integration, Google Analytics/DAP, Tableau ... RIVA Flex (Flexible Hours and Hybrid Support, where applicable) * Additional Workplace Benefits ...

RIVA Solutions Inc.

Web Administrator

Reston, VA · On-site +1

... that support content improvements, chatbot content, search tuning, and knowledge base updates ... RIVA Flex (Flexible Hours and Hybrid Support, where applicable) * Additional Workplace Benefits ...

RIVA Solutions Inc.

Lead Web Developer

Reston, VA · On-site +1

$125K/yr

Experience with search technologies, AI/chatbot integration, Google Analytics/DAP, Tableau ... RIVA Flex (Flexible Hours and Hybrid Support, where applicable) * Additional Workplace Benefits ...

PCI

Marketing & Sales Enablement Intern

Norman, OK

... to support the sales team. The intern's primary internal customer is sales - the role is built to ... Expect your week to flex based on where the team needs you most. Sales Enablement Be the connective ...

PCI

Marketing & Sales Enablement Intern

Norman, OK · On-site

... to support the sales team. The intern's primary internal customer is sales - the role is built to ... Expect your week to flex based on where the team needs you most. Sales Enablement Be the connective ...

Gitwit

Mechro Founding Applied AI Engineer

Tulsa, OK · On-site

$165K - $190K/yr

... support techs, and field operators. Not a chatbot bolted onto a PDF, but a full-stack system that ... Core architecture, reliability, AI evaluation + monitoring Your time focus will flex with customer ...

Gitwit

Mechro Founding Applied AI Engineer

Tulsa, OK

$165K - $190K/yr

... support techs, and field operators. Not a chatbot bolted onto a PDF, but a full-stack system that ... Core architecture, reliability, AI evaluation + monitoring Your time focus will flex with customer ...

Scribd, Inc

Content Strategist

San Francisco, CA · On-site

Scribd Flex empowers employees to choose the workstyle and location that support their best ... chatbot and email), as well as devising customer macros deployed by our BPO agents to ensure a ...

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Flex Chatbot Support information

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How much do flex chatbot support jobs pay per hour?

As of Jun 7, 2026, the average hourly pay for flex chatbot support in the United States is $42.89, according to ZipRecruiter salary data. Most workers in this role earn between $31.73 and $48.56 per hour, depending on experience, location, and employer.

What is the difference between Flex Chatbot Support vs Customer Service Representative?

AspectFlex Chatbot SupportCustomer Service Representative
CredentialsBasic technical skills, familiarity with chat platformsHigh school diploma or equivalent, communication skills
Work EnvironmentRemote or on-site, primarily digital interactionsCall centers, retail, or office settings
Industry UsageTech, e-commerce, customer supportRetail, telecom, banking
Primary RoleManage and optimize chatbot interactionsAssist customers via phone, email, or chat

Flex Chatbot Support roles focus on maintaining and improving chatbot systems, requiring technical familiarity. Customer Service Representatives handle direct customer interactions, often in person or via calls. While both roles support customer needs, they differ in technical involvement and work environment.

What is a Flex Chatbot Support role?

A Flex Chatbot Support role involves assisting customers or users through a chatbot platform, often using tools like Twilio Flex. The main responsibility is to manage and improve automated chat interactions, respond to customer inquiries, and ensure a smooth user experience. Flex Chatbot Support specialists may also troubleshoot issues, escalate complex cases to human agents, and help optimize chatbot workflows. This role typically requires strong communication skills, technical aptitude, and familiarity with chatbot technology.

What are the key skills and qualifications needed to thrive as a Flex Chatbot Support specialist, and why are they important?

To thrive as a Flex Chatbot Support specialist, you need strong problem-solving abilities, customer service experience, and a solid understanding of chatbot functionality, typically supported by a background in IT or customer support. Familiarity with platforms like Twilio Flex, CRM systems, and ticketing tools is often required, along with knowledge of basic scripting or automation. Excellent communication, patience, and adaptability are standout soft skills for engaging effectively with users and troubleshooting issues. These skills ensure efficient, high-quality support and help maintain positive customer experiences in a fast-paced, technology-driven environment.

What are some common challenges faced by Flex Chatbot Support agents, and how can they be addressed?

Flex Chatbot Support agents often face challenges such as handling multiple chats simultaneously, accurately interpreting user intent, and keeping up with frequent updates to chatbot protocols. To address these, it’s helpful to stay organized, make use of available knowledge bases, and participate in regular team training sessions. Collaboration with technical teams and sharing feedback about recurring issues can also improve both agent efficiency and the overall chatbot experience.
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What are the most commonly searched types of Chatbot Support jobs? The most popular types of Chatbot Support jobs are:
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Flex Chatbot Support jobs near you
Lead, CS AI Content

Lead, CS AI Content

Flex

New York, NY • On-site

$92K - $115K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 10 days ago

Job description

Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It's hard to believe that it's 2026 and paying rent on time is expensive, inflexible, and difficult. We're here to change that! Flex enables our users to pay rent throughout the month on a schedule that better fits their finances and budget. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team?
About the role
We're hiring a Lead, CS AI Content to own the content layer that powers Flex's AI-driven customer support tools.
This role sits at the intersection of content, conversational AI, and support operations. You'll build and maintain structured, machine-readable content that enables AI systems to respond accurately, take action through APIs, and safely support customers across channels.
You'll play a key role in conversational AI by authoring dialogue flows, maintaining decision trees, and ensuring safe, accurate customer experiences. The content you produce directly impacts containment, CSAT, and risk prevention.
What you'll do
  • Write and maintain AI-native content across chatbot, voicebot, and agent assist tools, including structured responses, decision trees, and escalation logic.
  • Author conversational AI dialogue flows, including multi-turn interactions, clarifying questions, and safe handoffs to human support.
  • Improve AI workflows by working with API-connected tools, helping ensure AI can retrieve data, trigger actions, or route conversations appropriately.
  • Keep content and configurations current across all AI tools - ensuring chatbot, voicebot, and agent assist are consistently optimized and aligned as products, policies, and workflows evolve.
  • Identify gaps in SOPs and support documentation that limit AI accuracy and flag them for resolution.
  • Update SOPs and internal documentation to reflect product changes, policy updates, and evolving AI workflows - keeping content accurate and agent-ready.
  • Disambiguate overlapping or ambiguous concepts to improve AI reasoning and response quality.
  • Drive content for cross-functional launches as new AI tools or capabilities roll out.
  • Maintain version-controlled AI training content that is audit-ready and aligned with policy and regulatory requirements.
  • Monitor chatbot and voicebot analytics to identify underperforming flows, containment gaps, and content issues - and surface or address them based on priority.

Key qualifications
  • Experience in Customer Success or Support, Content Operations, Trust & Safety, QA, or similar fields.
  • Hands-on experience with conversational AI or AI-powered support tools.
  • Experience working with systems and workflows that interface with automation or AI tools.
  • Strong attention to detail and ability to execute with structure in ambiguous environments.
  • Ability to collaborate effectively with cross-functional partners including Product, Engineering, and Ops.
  • Experience in high-growth startups, fintech, payments, or customer support operations preferred.
  • Bonus: experience with chatbot authoring, AI evaluation, or support QA.

Compensation
Flex takes a market-based approach to pay, ensuring compensation is commensurate with a candidate's experience and our internal leveling guidelines. For candidates located in our Tier 1 (NYC/Bay Area) and Tier 3 (Salt Lake City) markets, the base salary pay range for this role is below. Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the cities listed below, your starting pay will be adjusted to align with the market conditions of your specific geographic zone. Please speak with your recruiter for additional information regarding the specific range for your location.
Tier 1 (NYC/Bay Area)
$92,000-$115,000 USD
Tier 3 (Salt Lake City)
$78,000-$97,750 USD
Life at Flex
We understand that it takes a diverse team of highly intelligent, curious, determined, empathetic, and self aware people to grow a successful company. Our HQ is located in New York City, but we have employees located throughout the US, Australia, Canada and South America. We are growing quickly, but deliberately, with a focus on building an inclusive culture. Our dynamic team has incredible perspectives to share, just as we know you do, and we take great pride in being an equal opportunity workplace.
Offices
Roles posted in New York, San Francisco, and Salt Lake City are hybrid positions with on-site expectations of 2-3 days per week in our local offices. For candidates outside of these areas, you may be eligible for our relocation assistance program.
Benefits
For full-time U.S. employees we offer:
  • Competitive medical, dental, and vision
  • Company equity
  • 401(k) plan with company match
  • Unlimited paid time off + 13 company paid holidays
  • Parental leave
  • Free Flex subscription

For full-time non-U.S. employees, we offer:
  • Competitive compensation + company equity
  • Unlimited PTO
Flex Personnel logo

About Flex Personnel

Sourced by ZipRecruiter

The Flex Team is made up of Staffing Industry experts committed to serving the needs of businesses and workers by bringing people together. We are guided by our Core values Integrity, Courtesy, and Respect. At Flex we bring Businesses and People together. We carefully assess both the needs of our Business clients and the complete profiles of each candidate, and then make the connections we believe will be most mutually beneficial. With offices in select markets throughout the Country, We are continually expanding our industry reach nationwide.

Industry

Recruiting and staffing services

Company size

11 - 50 Employees

Headquarters location

Dallas, TX, US

Social media

Facebook

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