POSITION SUMMARY

As an AI Builder & Enablement Specialist, you will play a central role in accelerating AI adoption across the enterprise. You will act as both a hands-on builder and a strategic enabler — designing, developing, and deploying AI-powered tools while helping teams across the organization effectively integrate AI into their daily workflows.

You will serve as a key partner to business leaders across Sales, Marketing, Operations, Customer Success, Finance & Accounting, and HR. In addition to building high-impact AI solutions, you will lead enablement efforts that elevate the organization’s overall AI maturity. If you are excited about building with cutting-edge AI tools and seeing your work drive immediate business impact, we want to hear from you.

THE COMPANY

Vistage is the world’s largest CEO coaching and peer advisory organization for small and midsize business (SMB) leaders. We offer the most effective approach for SMB enterprises to achieve better results and grow faster and for SMB leaders to maximize their impact. 

The 45,000+ members we serve are CEOs, owners and executives of SMB organizations located across the US and in 40 counties around the world. These SMB executives spend a day or more with Vistage every month immersing themselves in our comprehensive platform to become better leaders, make better decisions, and achieve better results. Our platform features valuable perspectives from a trusted group of peers, professional guidance and meeting facilitation from an accomplished business leader (the Chair), deep insights from subject matter experts, community networks, research, and software modules such as strategic planning, company valuation, and M&A planning.

Vistage was founded more than 65 years ago, and we’ve grown every year since then by innovating to stay on the cutting-edge of business and relentlessly delivering value to our members. Our success is demonstrated by Vistage member companies growing 2.2 times faster than non-Vistage peer companies. Learn more about us at www.vistage.com.

VISTAGE EMPLOYEE LIFE

Vistage’s success is anchored by a unique culture that reinforces employee commitment to the Vistage mission. It is a spirit of collective success and achievement which is also reflected in our workplace. Here’s a sample of the employee experience that helps drive our success:

• Welcome to our home. Our US headquarters sits in the heart of San Diego’s UTC area. It features an open, modern aesthetic with lots of collaboration spaces and opportunities to interact with co-workers. We stay fueled up with free snacks and a weekly free lunch day, along with free lattes and nitro cold brew coffee on tap! From our San Diego base, we collaborate with colleagues based across the country and around the world.
• We sweat the details. Our on-site gym is decked out with Peloton bikes and other top-tier fitness equipment to keep your workout challenging and fresh. Our campus also offers access to an additional gym, volleyball courts, and a scenic office park, perfect for getting in those midday steps!
• We invest in your career. Each employee has an actionable career progression plan developed through individual collaboration with their manager. We focus on promoting from within, and employee progression plans are complemented by all-staff development days held in our state-of-the-art learning center. Employees also have access to tons of individualized development resources and a generous tuition reimbursement program.
• We invest in you. Our employee benefits program is one of the most generous you’ll find. Fully-paid healthcare is provided for employees through Aetna, along with access to dental, vision, and life insurance coverage available to employees at very low rates. Take care of your financial future with eligibility for 401(k) matching funds after your first month as an employee. Use the free individual investment counseling we provide to help you grow the money you’ve saved. You’ll also start with 16 days of paid time off + 12 paid holidays per year to allow you to relax and recharge. Employees receive additional annual paid days off based on tenure.
• We keep it fun! Whether you’re with us in the Padres luxury suite enjoying our summer baseball outing, unwinding during an employee happy hour, or toasting your co-workers at our epic annual holiday party, you’ll see that we take having fun as seriously as helping our members succeed! The office vibe is business casual with flexible schedules, along with the freedom to work from home two days per week if you so choose! We value mutual respect and laughter . . . we hate stiff formality. You’ll have regular access to Vistage executives—our CEO even buys everyone doughnuts to fuel his informal employee chats!

Vistage’s culture and sense of mission drive employee loyalty: more than half of our staff has been with the company for five years or longer. Are you ready to start your Vistage journey?

RESPONSIBILITIES (50% BUILD / 35% ENABLEMENT / 15% STRATEGY)

AI Builder Mandate (~50%)

• Design, build, and deploy AI agents, automations, and internal tools using modern LLM platforms and orchestration frameworks (e.g., Claude, ChatGPT, Copilot, Zapier, Make, n8n, Power Automate) 
• Identify high-impact automation opportunities across departments and maintain a prioritized pipeline based on business value 
• Rapidly prototype, pilot, and scale solutions — focusing on speed, iteration, and measurable impact 
• Partner with IT and BI to securely connect internal data to AI systems and establish scalable data access patterns 
• Build and maintain a centralized internal library of prompts, agents, workflows, and reusable components 

Enablement Mandate (~35%)

• Help design and deliver AI training programs for all levels — from executives to individual contributors 
• Build and support a network of AI Champions across departments to drive adoption 
• Translate emerging AI tools and capabilities into clear, actionable guidance for the organization 
• Create and maintain learning resources including playbooks, walkthroughs, and prompt libraries 

Strategy & Measurement (~15%)

• Contribute to an enterprise AI impact scorecard tracking productivity gains, efficiency improvements, and business outcomes 
• Partner with IT, BI, and Legal to ensure responsible AI usage while maintaining speed and innovation 
• Provide ongoing insights to leadership on AI trends, risks, and opportunities relevant to the business

QUALIFICATIONS

Required

• 1–2 years of hands-on experience actively building with AI tools (beyond basic usage) 
• Demonstrated passion for AI, with ongoing experimentation and self-driven learning 
• Portfolio of AI tools, automations, or agents you have personally built (professional or personal) 
• Experience with at least one LLM platform (e.g., Claude, ChatGPT, Gemini) and one automation tool (e.g., Zapier, Make, n8n, Power Automate) 
• Familiarity with AI-assisted coding tools (e.g., Cursor, Replit, v0, or similar) 
• Strong communication skills — ability to explain technical concepts to non-technical audiences 
• Bias toward execution and shipping real solutions 

Strongly Preferred

• Experience in fast-paced, high-growth, or startup environments 
• Experience enabling others (training, workshops, documentation, or internal support) 
• Comfort collaborating with IT and BI teams on data access and governance 
• Background in software engineering, data, or analytics 
• Experience in B2B SaaS, professional services, or advisory organizations 
• Formal degree (any field) — emphasis is placed on demonstrated capability and output

TOTAL COMPENSATION RANGE

$120,000 - $130,000 Salary + Corporate Bonus (salary based in San Diego, CA)

JOB LOCATION

Hybrid in San Diego; 3 days onsite, 2 days offsite