Co-Founder & VP of Operations & Services at Arc4

I build companies,
ship products,
and close deals.

I sold my first pumpkin at 12, nearly flunked out of college, and somehow ended up co-founding a company that delivers for the Fortune 500. I write Claude API code before my first coffee and present to executives after lunch.

Holden Stirling Ottolini, Co-Founder and VP of Operations and Services at Arc4
17
Team Built
from zero in <2 years
50+
Implementations
Fortune 500 clients
96%
Client Retention
across all accounts
5x
Ironman Finisher
and counting
About

Building teams, scaling companies, pushing limits.

My first business was a pumpkin stand in upstate Pennsylvania. I was 12. By college I had more ambition than grades and nearly didn't make it out. But something clicked, and I landed in NYC at Yext where I got promoted 5 times in 8 years, made President's Club, and closed some of the largest deals in company history. Then I left it all to start something from nothing.

Today I run multiple teams delivering 50+ enterprise implementations across retail, healthcare, manufacturing, and education. I still write production code with Python and the Claude API every day because I never want to be the founder who stops building. When I'm not working I'm usually training for my next Ironman, somewhere in the mountains, or planning which country to visit next.

Skills & Stack

What I work with.

Daily Use

PythonClaude APIReactNext.jsTypeScriptVercel

CMS

WordPressContentfulSanityDrupal

AI / LLM

Claude APIChatGPTGeminiPrompt Eng.LLM Eval

Infra

VercelNetlifyAWSREST APIsGit

Enterprise

Solution Arch.Pre SalesAPI DesignMulti National

Tools

ConductorJiraHubSpotSlack
Career

The full story.

Arc4Denver, CO

Co-Founder & VP of Operations & Services

·Co-founded and built the company from scratch
·Led a full platform rollout for a global manufacturing brand: React, Next.js, multi national deployment
·Delivered 50+ enterprise implementations for Fortune 500 clients across retail, healthcare, education, and manufacturing
·Built internal tools for operations, reporting, and team management
·Python and Claude API code daily for production internal and client tools
·Manage multiple teams across delivery, development, and strategy
YextWashington, D.C.

Senior Solutions Architect

·Led one of the largest healthcare AI search and provider search deployments in the company’s history
·Technical pre sales: API architecture, POCs, C suite presentations
·Multiple President’s Club awards, top SA, off cycle promotions
·Created integration frameworks adopted org wide, mentored junior architects
YextNYC & D.C.

4 Roles, 4 Promotions

·SA Partnerships — enabled agency and tech partners (NYC)
·Solutions Engineer — live demos and POCs for enterprise (D.C.)
·Technical Project Manager — 10+ concurrent implementations (NYC)
·Enterprise Sales Coordinator — first job, promoted within a year (NYC)
Work

Things I've built.

FEATURED PROJECT

AI Visibility & Local SEO Audit Tool

Free tool scoring businesses across ChatGPT, Claude, Perplexity, Google AI, 8 directories, 3 review platforms, and 6 SEO dimensions.

Competitive benchmarking, revenue projections, email gated action plans. React, Next.js, Vercel.

Try the Live Tool

What it audits:

AI search visibility (ChatGPT, Claude, Perplexity, Google AI)
8 publisher directory listings with NAP checks
Review sentiment across Google, Yelp, Facebook
6 point SEO audit with letter grades A+ through F
Competitive benchmarking vs up to 5 competitors
Revenue impact projections by category
Email gated action plans for lead gen
Multi city support (up to 6 locations)
FREE TOOL

AI Resume Coach

Upload your resume, paste a job description, and get a scored review with specific recommendations from a hiring manager perspective.

Hiring manager comparison, ATS compatibility check, industry-specific tips, and a 6-second test. Powered by Claude AI.

Try the Resume Coach

What you get:

Overall letter grade with 5 category scores
6-second test: would a hiring manager keep reading?
Stack rank vs other candidates at your level
ATS compatibility score with explanation
Industry-specific tips for your target role
Top 3 prioritized actions to take right now
Strengths analysis so you know what to keep
Direct consultation option for deeper help
Testimonials

What clients say.

Verified reviews from G2.com for Arc4.

Arc4 has been an exceptional development partner. Their combination of technical skill, professionalism, and efficiency makes them one of the most dependable vendors we work with.

Fortune 500 Retail ClientG2

They made this project so easy, especially when I had multiple large projects moving at the same time. I knew I did not have to worry about deadlines.

Enterprise ClientG2

A vital partner rather than just a vendor. They come with recommendations to make our work easier, more accurate, and better for the end customer.

Enterprise ClientG2

They actively monitor, flag issues, and provide recommendations before problems arise. Communication is always prompt and clear.

Enterprise ClientG2

Read all reviews on G2

Speaking

Available for speaking.

Localogy L25 speaker. Achieve Podcast guest.

AI

The Rise of AI for Small Businesses

How local businesses can prepare for AI search and LLMs. Presented at Localogy L25.

Founder

Building from Zero

What it actually looks like to build something from zero. No playbook, no safety net, no plan B.

Enterprise

Enterprise Implementation at Scale

Lessons from 50+ Fortune 500 implementations.

Personal

Mountains, Ironmans, and Business

What 5 Ironman finishes taught me about performing under pressure.

AI

AI Search and Local SEO Strategy

Visibility across ChatGPT, Claude, Perplexity, and Google AI.

Leadership

Scaling Teams in Ambiguity

When nothing exists yet and you have to build the plane while flying it.

Blog

Insights & stories.

Strategy, technical deep dives, personal growth, and lessons from the road.

FAQ

Frequently asked.

Common questions about my work, consulting, and background.

Co-Founder and VP of Operations & Services at a technical services company I co-founded. We deliver enterprise implementations for Fortune 500 clients across CMS, search, and digital experience platforms.

I consult on AI search strategy, multi location SEO, enterprise CMS implementation (WordPress, Contentful, Sanity, Drupal), solution architecture, and technical team building.

A free tool I built that scores businesses across AI search engines (ChatGPT, Claude, Perplexity, Google AI), 8 local directories, 3 review platforms, and 6 SEO dimensions with letter grades, competitive benchmarking, and revenue impact projections.

Yes. I spoke at Localogy L25 on the rise of AI for small businesses and appeared on the Achieve Podcast. I speak on AI search, building from zero, enterprise implementation, and endurance sports.

8 years at Yext. Promoted 5 times from Enterprise Sales Coordinator to Senior Solutions Architect. Made President's Club multiple years. Led one of the largest enterprise implementations in the company's history.

Python and Claude API daily. React, Next.js, TypeScript, Vercel. CMS platforms: WordPress, Contentful, Sanity, Drupal. Also ChatGPT, Gemini, REST APIs, AWS, Jira, HubSpot, and Slack.

Every one of our 50+ engagements was net new business. We maintain industry leading client retention with the majority of revenue coming from expansions.

5x Ironman finisher. Mountaineer and backcountry skier based in Colorado. Traveled solo through 15 countries. Started my first business at 12 growing and selling pumpkins in upstate Pennsylvania. Nearly failed out of college. Figured it out.

Denver, Colorado. I work with clients nationwide and previously lived in New York City and Washington D.C.

Contact

Let's talk.

Whether you need consulting, a speaker, or just want to connect about AI, enterprise tech, or endurance sports.

Download Resume
Emailholdenstirling@gmail.comLinkedInholden-stirling-ottoliniGitHubholdenstirlingInstagram@holdenottolini