Co-Founder & VP of Operations & Services at Arc4

I build companies,
ship products,
and close deals.

From selling pumpkins at 14 to co-founding a company and scaling it to 17 people. I write Claude API code in the morning, present to Fortune 500 executives in the afternoon, and manage my team in between.

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
PR 11:09, 11th in AG
About

Building teams, scaling companies, pushing limits.

I started my first business at 14 selling pumpkins in upstate New York. Almost failed out of college. Ended up in NYC, got promoted 5 times in 8 years at Yext, made President's Club multiple years, closed some of the largest deals in company history, and eventually left to co-found Arc4.

Today I run a 17 person team delivering implementations for 50+ enterprise clients across retail, healthcare, manufacturing, and education. I write production code with Python and the Claude API every day. Outside of work I have finished 5 Ironmans, climb mountains, and spent 90 days traveling solo through 15 countries.

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 grew from zero to a growing team in under two years
·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

Starting a company from nothing and scaling it with no playbook.

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

Building a team from scratch when no process or precedent exists.

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.

I am the Co-Founder and VP of Operations & Services at Arc4, a technical services company we built from zero to a 17 person team. 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 (PR 11:09, 11th in age group). Mountaineer and backcountry skier. 90 days solo through 15 countries. Started first business at 14 selling pumpkins.

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