Any
$15/hr
TBD
Aug 21, 2026
Senior Technical Implementation VA / AIAutomation Specialist
About the Role
We are looking for a Senior Technical Implementation VA / AI Automation Specialist to serve as a
primary hands-on technical resource for ReThink/AIA.
This is a senior-level implementation role for someone who can take a real business problem, understand
the underlying requirements, design the appropriate technical solution, and independently build, test,
deploy, troubleshoot, and document it.
You should be comfortable speaking with business owners and executives, asking the right questions,
challenging unclear requirements, and translating business objectives into reliable automation and AI
systems.
This is not a task-based VA role. We are looking for someone who can operate as a technical solutions
partner with minimal supervision and eventually help ReThink build repeatable technical fulfillment systems
as the client base grows.
Compensation
Starting at $15/hour, with the intention to transition to a monthly retainer based on experience, technical
capability, and performance.
Key Responsibilities
Serve as the primary hands-on technical implementation resource for Kyler/ReThink.
Participate in client discovery calls when technical expertise is required.
Analyze business processes, workflows, data requirements, integrations, and desired outcomes to
properly scope projects.
Ask intelligent and detailed questions before recommending or building a solution.
Translate business problems into appropriate technical architecture, workflows, integrations, and
implementation plans.
Build and deploy AI agents, workflow automations, CRM systems, lead-management processes,
appointment-setting workflows, sales automation, dashboards, and related solutions.
Configure and integrate APIs, webhooks, third-party SaaS platforms, databases, CRM systems, and
automation tools.
Build and maintain solutions using platforms such as n8n, Make, Zapier, GoHighLevel, or
comparable technologies.
Determine where AI and automation should—and should not—be used within a business process.
Thoroughly test implementations before client deployment.
Diagnose and resolve broken automations, API failures, integration issues, data-flow problems, CRM
configuration issues, and edge cases.
Maintain and optimize deployed systems after launch.
Document technical architecture, workflows, access requirements, configurations, SOPs, and client
handoffs.
Communicate project status, blockers, dependencies, risks, and next steps clearly.
Work alongside with the team, and other fulfillment resources as required.
Identify when a requested solution is technically impractical, unnecessarily complex, or better solved
through an alternative approach.
Help establish reusable technical SOPs, templates, workflows, and fulfillment standards that can
improve implementation efficiency as ReThink grows.
Own implementations from discovery through scoping, build, testing, deployment,
documentation, and ongoing optimization.
Required Qualifications & Skills
Senior Technical Implementation Experience
Senior-level, hands-on experience building and implementing AI automation systems for real
businesses and end clients.
Proven ability to independently take ownership of technical projects from requirements gathering
through deployment.
Experience working directly with clients or stakeholders to understand business requirements and
translate them into technical solutions.
Automation & CRM
Strong working knowledge of:
CRM systems
Workflow automation
AI agents
API and webhook integrations
Lead capture and management
Appointment booking
Sales pipelines
Email
Reporting and dashboards
Advanced proficiency with tools such as n8n, Make, Zapier, GoHighLevel, or comparable platforms.
Ability to quickly learn and adapt to new technologies and AIA's existing technology stack.
AI & Technical Architecture
Strong understanding of LLM and AI-agent implementation.
Ability to determine when AI adds meaningful value and when a traditional automation or non-AI
solution is more appropriate.
Ability to design technical architecture based on the actual business requirement rather than simply
following predefined workflows.
Strong troubleshooting and debugging capabilities across automation platforms, APIs, CRMs,
integrations, and data flows.
Client Communication
Comfortable joining discovery and implementation calls with business owners, executives, and other
nontechnical stakeholders.
Excellent written and spoken English.
Strong business acumen and the ability to explain technical concepts clearly to nontechnical clients.
Able to ask thoughtful questions, identify missing information, clarify requirements, and manage
expectations professionally.
Autonomy & Ownership
Highly autonomous and capable of working with minimal technical oversight.
Should not require detailed SOPs or step-by-step instructions for every assignment.
Able to identify dependencies, technical risks, access requirements, and potential blockers before
development begins.
Comfortable taking ownership when requirements are ambiguous and proactively determining the
next steps.
Strong documentation habits and attention to detail.
Preferred Qualifications
The following are highly valued but not required:
Experience working directly with AI automation agencies or consulting businesses.
Experience delivering automation solutions across multiple end-client environments.
Experience designing and deploying custom AI agents.
Experience with:
AI voice systems
Conversational AI
Inbound/outbound lead qualification
AI appointment setters
Sales automation
Familiarity with SaaS and white-label environments.
Experience working with agency CRM infrastructure.
Experience supporting both internal agency infrastructure and external client fulfillment.
Familiarity with OpenAI/LLM APIs, vector databases, RAG, structured prompting, and advanced
agentic workflows.
Previous experience as a Technical Solutions Consultant, Implementation Manager, Technical
Lead, or similar role, rather than exclusively working as a task-based VA.
Experience creating technical SOPs, reusable templates, and standardized fulfillment systems.
Key Performance Indicators (KPIs)
Success in this role will be measured by:
Technical projects delivered accurately and within agreed timelines.
Ability to independently move projects through discovery ? scope ? build ? test ? launch.
Minimal technical oversight required from Kyler or the AIA team.
Quality, reliability, and scalability of automations and AI solutions deployed.
Speed and accuracy when diagnosing and resolving technical issues.
Strong performance during client-facing discovery and implementation calls.
Ability to identify requirements and dependencies upfront, reducing rework.
Clear and proactive communication regarding project status, blockers, risks, dependencies, and next
steps.
Quality of technical documentation and client handoffs.
Development of reusable systems, templates, SOPs, and processes that improve fulfillment
efficiency.
Ability to identify better or simpler technical approaches when appropriate.
What Success Looks Like
You should be someone who can move beyond simply executing instructions and instead operate as a
technical problem-solver and implementation partner.
As ReThink grows, there will also be an opportunity to help shape the company's technical fulfillment
infrastructure, standardize successful implementations, and create reusable systems that can be deployed
across multiple clients.
Ideal Candidate
The ideal candidate is:
Technically strong — can actually build, integrate, debug, and deploy.
Business-minded — understands the problem before jumping into the technology.
Client-ready — confident communicating with business owners and executives.
Autonomous — capable of figuring things out without constant direction.
Solution-oriented — knows that the best solution is not always the most complicated one.
Detail-oriented — tests thoroughly and documents what they build.
Proactive — identifies risks, dependencies, and potential improvements before they become
problems.
Adaptable — comfortable learning new tools and working across different client environments.
Role Type
Remote | Technical Implementation / AI Automation
Compensation: Starting at $15/hour, with potential transition to a monthly retainer based on experience
and demonstrated capability