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đź”§ Hiring: Developer to Build an AI-Powered Executive Assistant Using Anthropic's Claude

I buy, optimize, and sometimes sell plumbing and HVAC companies. I recently sold a company in Minnesota and just acquired Nordic Home Services in Denver — a small company that took great care of their customers but didn't know how to scale. Denver is a strong market, we have a proven playbook, and the plan is aggressive growth over the next 3–5 years.

I also run the Gilmore Hero Foundation, a registered 501(c)(3) nonprofit dedicated to helping veterans. Unfortunately, we had to scale the foundation back in 2025. Before that, we had donated over 20 vehicles to veterans in need. I need to get organized and put the right processes in place to make the kind of impact I know we're capable of. My goal is to get this assistant dialed in and then find the right leader to take the Gilmore Hero Foundation from a local county program to a statewide resource.

I’m at a point where I want to build the right systems now — before the growth hits — so I’m not scrambling later. I’m looking for a developer to build me an AI-powered executive assistant that helps me stay organized across my business, the foundation, and my personal brand. I also want to start exploring how AI can solve real inefficiencies in my business operations — things like scheduling, customer communication, and follow-up — over time.

I’m not super technical. I work mostly from my phone but I’m transitioning to desktop. I need this to be powerful under the hood but dead simple to use every day.

🎯 The Big Picture

• Recently exited an HVAC/plumbing company in Minnesota — proven playbook for growth

• Just acquired Nordic Home Services in Denver — early stages with big growth plans over the next 3–5 years

• Managing attorneys in different states with different laws and regulations

• Running the Gilmore Hero Foundation, a 501(c)(3) dedicated to helping veterans

• I want to be early on AI — for personal organization now and business operations down the road

📌 What I Need Built

Phase 1 — Core Executive Assistant

• Email management — read, sort, summarize, prioritize, and draft responses across business and nonprofit

• Calendar management — scheduling, reminders, and conflict detection

• File and document organization — contracts, legal documents, and business files organized by entity and state

• A system smart enough to handle the complexity of multiple businesses, a nonprofit, and personal projects all at once

Phase 2 — Gilmore Hero Foundation

• Website at gilmoreherofoundation.us — I own the domain but need help accessing and managing the GoDaddy account

• A clean, professional site with donation capability and volunteer and contact forms

• Logo and brand colors are ready to go

• Help regaining control of the foundation’s Instagram and Facebook accounts

• Digital organization (files, documents, donor and contact info) set up so future leadership can step right in

Phase 3 — Social Media and Personal Brand

• Personal lifestyle Instagram — content consistency and scheduling

• Build out a YouTube channel from scratch

• Foundation social media — keep Instagram and Facebook active and on-mission

• Drafting, scheduling, and organizing posts across all platforms

Future — AI for Business Operations (Conversation Starter)

• I’m interested in exploring how AI can improve day-to-day operations at Nordic Home Services — scheduling optimization, customer communication, lead follow-up, and review management

• This isn’t part of the initial build, but I want to work with someone who thinks about this and can grow with me long-term

Mobile and Desktop

• Must work well on mobile — my phone is my primary tool right now

• Also needs to work smoothly on desktop as I transition to using my computer more

đź›  Preferred Tech and Tools

• Anthropic Claude API (latest models)

• MCP (Model Context Protocol) for connecting to email, calendar, files, and social platforms

• Claude’s tool use and function calling capabilities

• Open to your recommendations — just explain your choices in plain English

đź’° Budget

$1,500–$5,000 to start, phased by milestone. Open to an ongoing relationship as the project grows. If you deliver great work, there’s a lot more to build together.

⏰ Timeline

Phase 1 working version within 4 weeks.

📋 How We’ll Work Together

• Milestone-based payments — not one lump sum

• Start with a small paid test task ($150–$300) to make sure we’re a good fit

• Weekly check-ins or progress updates

• All code and intellectual property belongs to me, my companies, and the foundation

• Clear documentation so I, future team members, or another developer can maintain everything

âś… To Apply, Please Include

1. How you’d approach this project — in plain English, not tech jargon

2. How you’d phase and prioritize the work

3. Examples of similar projects — AI assistants, business tools, websites, or social media systems

4. Your estimated timeline and cost breakdown by milestone

5. Any experience with home services businesses, multi-business operators, nonprofits, or veteran organizations (a plus, not required)

6. Your thoughts on how AI could eventually help a growing home services company — just a sentence or two so I can see how you think

7. Any questions you have about the project

🚩 What I’m Not Looking For

• Generic copy-and-paste proposals

• Developers who can’t explain their approach in simple terms

• Anyone unwilling to start with a small test task

I’ve got a proven playbook, a fresh acquisition, a nonprofit that has already put 20 vehicles in the hands of veterans who needed them, and I’m building the AI infrastructure now so I’m ready when the growth hits. I want a developer who gets excited about that and wants to build something real. Let’s talk. 🇺🇸

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

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Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

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