FUND IT · IN PROGRESS
What does it cost to sustain the life I want?
I already have a rough annual estimate. Now I’m building an ownership-corrected baseline to see whether that estimate is right and what is actually driving the total.
What I know now: Raw account totals are not the same thing as my personal spending. Shared purchases, reimbursements, transfers, and irregular expenses have to be handled consistently before the baseline is trustworthy.
Next: Finish the baseline, compare it with my current estimate, then analyze how much spending supports core needs versus discretionary choices before calculating the forward-looking Financial Requirement—the annual amount I need to fund the life I want sustainably.
Updated: 2026-09-06
Inside this Work
How I’m approaching it: I’m using Monarch to clean and organize the transaction data, assign ownership, track reimbursements, separate spending from transfers and other non-spending activity, and capture costs that do not show up every month.
Tools I’m using: Monarch — for transaction context, ownership, reimbursements, categories, and tags.
What Success Looks Like:
- A reliable annual picture of what I spend—not simply what moves through my accounts.
- Shared purchases, reimbursements, transfers, and irregular expenses handled consistently.
- A clear view of how much spending supports core needs versus discretionary choices, based on the role the spending serves rather than the transaction category alone.
- A baseline I can use to test my current annual estimate and calculate the Financial Requirement.
Working Expectation: I expect my rough annual estimate to be directionally useful, but I want the full-year, ownership-corrected data to show whether I’m close or meaningfully off—and which costs are driving the difference. I also want to see how much of the total supports core needs versus discretionary choices.
Started: 2026-07-01
Time horizon: Started July 2026. A reliable full-year view will take at least one year to determine fully.
FUND IT · IN PROGRESS
What should I keep, change, or add in my investment portfolio?
I built a governed research and decision system to evaluate what I own, where I’m concentrated, and where future investment dollars have the strongest case.
What I know now: I expected fund fees to be the problem. The first audit found no fee-only trade worth making — concentration and next-dollar decisions matter more.
Next: Deepen research on major holdings, starting with Amazon, and use the same process to decide where future investment dollars should go.
Scope: This documents my own portfolio decisions and the system I built to make them. It is not investment advice and is not built for anyone else’s situation, taxes, or risk tolerance. See Editorial Standards.
Updated: 2026-09-06
Inside this Work
How I’m approaching it: I evaluate holdings in the context of the whole portfolio, verify important evidence and calculations, challenge assumptions, compare credible alternatives, and account for taxes, liquidity, concentration, and risk before acting.
What I built: A governing financial master, reusable AI workflow, and Excel workbook separate durable decision rules from changing portfolio facts. The method can improve across AI tools without moving private portfolio data into the reusable process.
What Success Looks Like:
- A clear role and rationale for each major holding, including where concentration and risk are building.
- Recommendations supported by current evidence and checked against taxes, liquidity, concentration, and credible alternatives.
- A repeatable research process that still works as holdings, markets, and assumptions change.
- A clear priority for where future investment dollars should go—and why.
Working Expectation: I expect the biggest opportunities to come from better portfolio structure, concentration management, and next-dollar decisions—not from trading more often. The system should make those decisions more consistent and defensible over time.
FUND IT · IN PROGRESS
What work can use my strengths, pay well, and still fit my life?
I’m looking for work that uses my engineering training and strengths in analysis, systems, research, spreadsheets, and process improvement—without recreating a work structure that does not fit my life.
What I know now: The strongest fits appear to be roles with deep-focus analysis, clear ownership, predictable boundaries, and room to grow—not constant responsiveness or client-service pressure.
Next: Narrow the roles I’m targeting, strengthen the proof behind my skills, and test fit through applications, skill-building, and current Engineering My Best Life work.
Updated: 2026-09-06
Inside this Work
How I’m approaching it: I’m translating my experience into the language of the roles I want, strengthening the skills those roles require, and using current Engineering My Best Life systems and analysis as proof of what I can do.
What I’m building: An updated résumé and LinkedIn, stronger Excel and Power Query skills, Power BI capability, and a portfolio of current systems and analytical work.
What Success Looks Like:
- Work that uses my strengths in analysis, systems, research, and problem-solving.
- Strong compensation, meaningful responsibility, and room to grow.
- Predictable boundaries, flexibility, and a real off switch.
- A workload I can sustain without sacrificing the health, time, and life the career is meant to support.
Working Expectation: I expect the strongest fits to be roles where analysis, systems thinking, research, and process improvement matter more than constant responsiveness—likely in analytics, operations, finance-adjacent, engineering-adjacent, or systems/process work. The exact role is still open.