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Most personal budgets fail for the same reasons. Spreadsheets get stale the moment you build them. Manual categorization is tedious. The model of your finances lives in your head — not in a system you can query — and rebuilding context every time you want to decide something is exhausting. Claude flips every one of those constraints. We'll build a working personal budget dashboard in one live session, plus a Claude Project that becomes the durable home for ongoing decisions. Excel is the record. The Project is the brain. Together they replace what most people try to do with willpower and a half-abandoned spreadsheet. What you walk away with: • A working Excel budget dashboard — built live, populated with your own (or sample) data. Six tabs: Dashboard with KPIs and charts · Transactions log · Category schema with budget targets · Monthly summary pivot · Budget-vs-actual variance · What-if scenarios. All formulas robust to new rows. • A configured Claude Project you keep using — system instructions + project knowledge files (financial-context, category schema, transaction history). Every month you paste fresh transactions and run the same debrief prompt, getting a tailored read on where you stand. • A monthly workflow that takes 8 minutes — export, paste into Claude, categorize, drop into Excel, run the debrief. Documented inside the Project so you don't have to remember it. Tiers (priced as my Leland hourly × hours of work): • STARTER — $449 · 1 hour. The 60-minute live build. Excel dashboard + Claude Project + monthly workflow. Same artifact, same patterns as the AI Builder session — just built around you instead of a roomful of people. • TAILORED — $898 · 2 hours. Starter + a second hour of tailoring. Variable / freelance income calibration, household or partner-shared setup, multi-account merge across banks and cards, budget targets derived from your real 3-month spend, and one custom what-if scenario tied to a goal you actually have. • FULL SYSTEM — $1,347 · 3 hours. Tailored + a 90-day savings sprint plan, zombie-subscription audit, investment and net-worth tracking added to the Excel, and a 30-day check-in session to refine after one real month of use. The version that turns a working dashboard into a durable system. Best for: people who want a real budget system, not another half-built spreadsheet; builders who want to learn the patterns (structured-output prompting, persistent context, iterative refinement) taught against a use case everyone has; anyone with three months of transactions (or willing to use sample data) who can spare an hour. Not a fit if: you need tax prep, audit work, or complex investment portfolio management — that's an accountant or financial advisor, not me. Or if you want me to build the budget for you and hand it over — this is a live build with you, not a delivered artifact.
A working Excel budget dashboard — six tabs of KPIs, charts, category-by-category variance, and what-if scenario inputs, with formulas that hold up as you add rows
A configured Claude Project that becomes the durable brain for your finances — system instructions, financial-context, category schema, and your categorized transaction history
An 8-minute monthly workflow you keep using — export, paste, categorize, drop into Excel, run the debrief. Documented in the Project so you don't have to remember it.
Coaching delivered via live sessions.
I'll send pre-work the day you book: a Claude.ai setup checklist and a sample CSV in case you don't want to use your real data. The live session is camera-on, screens shared. I drive the build at Starter; at Tailored and Full System we use your real numbers and adapt the system to your situation (variable income, household setup, debt, investment tracking — whatever you bring). You walk out with the working dashboard, the configured Project, and the documented monthly workflow inside it. At Full System we book a 30-day check-in to refine everything after one real month of use. Async follow-up between sessions is fine via message. Live follow-up calls outside the booked package are billed hourly at my standard rate.
Scheduling: live session booked within 7 days of purchase, your calendar permitting. Pre-work sent the day you book. Async response: I respond to messages within 24 hours on business days throughout the engagement window. Cancellation / reschedule: 24 hours' notice required to reschedule a live session without penalty. Refunds: full refund if you cancel before pre-work is sent. Once we've held the live session, the package is non-refundable.
Schedule a call with a Leland team member who can help you explore your options.
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Ben also coaches for Chess & Board Games, Coach Development, Master’s Programs, MBA, and Management Consulting. View all.

Joined February 2022
4.95
Claude Cowork & Claude Code Specialist | Custom-Build Your Future of Work
i'm now coaching people on how to better maximize whatever AI-based tool they use -- helping you ask the right questions and get answers that matter: a few use cases on agentic design: • building an AI agent or designing Claude projects with the right context, using best practices to elevate your process and final output. • deep research: designing intelligent prompts, asking the right questions to get to the bottom of anything, whether it's a passion project or corporate forensics / due diligence -- then following up to make sure no stone goes unturned -- there are infinite permutations of what this might entail. i've helped 3 different businesses with this now, and about 15 real humans. it's been fun, in large part because it feels like building a dynamic skillset that's immediately testable and learn-from-able. it's also something, if you're actively investing yourself, that you ought to get good at yesterday. • life planning: whether you're charting out the next 3-5 years of your career, planning a wedding, or figuring out which direction to take your business, these thoughts cause head-fog. i help people figure out how to maximize these tools, so they're living better and working more productively. • single use cases: need to figure out how to navigate your state's health marketplace? building a personal budget? getting a vacation itinerary together? bring an idea, and we'll go. i'll also help you dig into sources, understand the limitations of what these tools can and can't do, and help you spot pitfalls in an AI tool's output so you know when and how to challenge your GPT of choice -- and integrate your own critical thinking to make sure it's as thorough and accurate as something you might research independently.
1h+ of coaching