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The Work

How do I finance a life I love without sacrificing my health to do it?

That is the Engineering Problem.

This is where I work the questions underneath it — with real data, real comparisons, and a decision at the end of each one. The evidence stays attached, so anyone can check it.

One Problem. Three Parts of The Work.

The questions change.
The system stays the same.

Fund It

Build the financial resources and sustainable earned income to support a life I love.

Career · Income · Investments · Banking · Credit Cards · Points

This is the work of figuring out how that life gets funded—and how I can take greater financial ownership of it.

Optimize It

Make the systems around my life work better when improving them is worth it.

Expenses · Apps · Tools · Comparisons · Automation · Systems

The goal is not to optimize everything. It is to improve what genuinely saves money, time, effort, complexity, or mental load.

Live It

Use the money, time, and capacity I create to live the life I’m building.

Travel · Health · Relationships · Experiences · Joy · Home · Family

Funding and optimizing the life are not the finish line. Living is the point.

Some of The Work fits naturally in one part. Some belongs in more than one.

Completed Work

12 questions already have answers.

See the finished analyses, decisions, and results.

See Completed Work

Currently Engineering

FUND IT · IN PROGRESS

What does it cost to sustain the life I want?

Since July 1, 2026, I've been separating my own spending from shared purchases, reimbursements, and transfers to get one reliable number: what my life costs in a year. I already have broad estimates for several major expenses. Once the baseline is done, I'll turn it into my Financial Requirement: the yearly amount needed to sustainably support the life I'm building.

What I know now: No answer yet. The yearly number needs at least one full year of sorted transactions: July 1, 2026–June 30, 2027.

Next: Finish the baseline, then calculate the Financial Requirement.

Updated: September 6, 2026

Inside this Work

What Success Looks Like:

  • A sufficiently complete and reliable picture of my current personal spending
  • Shared purchases, reimbursements, transfers, and other non-spending activity handled consistently
  • Recurring and irregular costs represented so a typical month does not distort the annual picture
  • A baseline strong enough to use as evidence for the forward-looking Financial Requirement

Working Expectation: I expect the final baseline to look different from raw account totals—and to capture irregular expenses that a typical month can easily miss.

Tools Used: Monarch captures and organizes the transaction context, including ownership. Excel lets me analyze the data in ways the raw transaction view cannot.

Started: July 1, 2026

Time horizon: At least one full year of data.

FUND IT · IN PROGRESS

What should I keep, change, or add in my investment portfolio?

I’m taking a closer look at the investments I already own: what to keep, what to change, and where new money should go. I use AI for the research, so I wrote a set of rules any capable AI tool can follow, not just one brand. The rules make the AI double-check its facts, argue against its own answer, compare other options, and count taxes and the effect on everything else I own before it recommends anything.

What I know now: The first portfolio audit showed that fund fees weren’t the main concern. The bigger questions are: How concentrated is my portfolio, and where should I put the next dollar?

Next: Continue the deeper holding research, starting with Amazon.

Updated: September 6, 2026

Inside this Work

How the System Is Built:

I built the system to be AI-portable rather than tied to one model or platform. A governing master holds the durable rules, a workbook holds the changing portfolio data and facts, and a reusable prompt tells a capable AI how to analyze, verify, red-team, and report.

My husband’s portfolio uses a separate version of the same system. The two versions can share useful methodology improvements in either direction while keeping our holdings, balances, tax facts, goals, preferences, and policies separate.

Questions inside this work:

  • Which holdings still earn their place in the portfolio, and which deserve deeper review?
  • Where am I overly concentrated or unintentionally duplicating exposure?
  • Where should future investment dollars go?
  • Can the process remain rigorous and portable as it evolves without becoming dependent on one AI model or platform?
  • Can one methodology support two separate portfolios, improve in both directions, and still keep each person’s financial information and decisions separate?

What Success Looks Like:

  • A repeatable, written process that produces recommendations I can examine and question instead of an unsupported one-time AI answer.
  • Recommendations based on checked facts and math, competing explanations, taxes, investment risk, access to cash, how much depends on any one company, and realistic alternatives.
  • A process any capable AI can continue, with separate copies for my husband and me so useful improvements can be shared without mixing private financial information.
  • Clear reasons to own each major investment, sound priorities for new investment dollars, and long-term financial security that protects the resources I may need for health care.

Working Expectation: I expect the biggest value to come from disciplined portfolio structure, concentration management, and better next-dollar decisions—not from generating more trades. The AI system should improve the quality and consistency of those decisions, not increase activity for its own sake.

This documents my own portfolio decisions, not financial or investment advice. See Editorial Standards.

FUND IT · IN PROGRESS

What career fits my strengths and the life I need to protect?

I earned my master’s degree in mechanical engineering in May 2014. My career did not follow the path I expected, but the years since have not been an empty gap. Now I’m figuring out where my engineering training and strengths in systems, analysis, spreadsheets, research, and process improvement fit—and which roles offer the challenge, compensation, growth, flexibility, and boundaries I’m looking for.

What I know now: Narrowing the roles that best fit my strengths, income goals, growth, flexibility, and boundaries.

Next: Review 25–30 postings for roles I would realistically want and could pursue, then track which skills and tools appear most often.

Updated: September 6, 2026

Inside this Work

Questions inside this work:

  • How do I show employers what I can do today when my career path does not fit a conventional résumé?

What Success Looks Like:

  • Work that uses my strengths and provides meaningful challenge, responsibility, and room to grow
  • Compensation that materially increases my financial ownership of my life
  • A workload and schedule 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 that use analysis, systems, research, and process improvement with clear boundaries and predictable expectations—likely in analytics, operations, finance-adjacent, engineering-adjacent, or systems/process work rather than sales-heavy, commission-dependent, or on-call client service.

FUND IT · OPTIMIZE IT · IN PROGRESS

What are my credit card points worth in real life?

I’m building a Points Tracker from my actual redemptions so I can see what my credit card points are really worth to me—not just what a theoretical valuation says they’re worth.

What I know now: I have real redemption data from multiple trips, but I do not yet have a system for comparing those decisions over time and across points ecosystems.

Next: Build a Points Tracker to track redemptions and cash-vs.-points decisions over time — including which points I use most, my highest and lowest redemption values, transfer bonuses, and the value I personally get from each ecosystem.

Updated: September 24, 2026

Inside this Work

What Success Looks Like:

  • Build a reliable Points Tracker that records actual redemptions, points used, taxes and fees, comparable cash prices, redemption values, and whether each redemption was worthwhile for my personal goals. Use that information to make better future points decisions.

OPTIMIZE IT · IN PROGRESS

Will locking my natural gas supply rate at 49.9¢/Ccf for 12 months cost less than Columbia Gas’s standard rate?

Starting with my August 2026 bill, compared with Columbia Gas of Ohio’s Standard Choice Offer (SCO).

On July 6, 2026, I locked in a 12-month fixed natural-gas supply rate of 49.9¢/Ccf with Utility Gas and Power. It first appeared on my August bill. Each bill, I compare what I paid with what Columbia Gas of Ohio’s Standard Choice Offer (SCO) rate would have cost for the same usage.

What I know now: Three low-usage bills in, the difference is only cents: my fixed-rate supply cost was about 1¢ higher in August, 10¢ lower in September, and 21¢ lower in October. Natural gas use is heavily seasonal for me, so the winter bills will be the real test.

Next: Add each new bill and compare it the same way. Reassess after the February or March 2027 bill, once winter usage is in.

Updated: October 6, 2026

Inside this Work

What Success Looks Like:

  • Pay less for natural-gas supply than I would have paid using Columbia Gas of Ohio's SCO rate over the same actual usage.
  • Create price certainty without paying materially more for it.
  • Do not pay the $150 early-termination fee unless the expected savings from switching are greater than the fee.

Working Expectation: When I signed up on July 6, 2026, Columbia Gas’s SCO rate was 54.81¢/Ccf. I expected the fixed rate to reduce my exposure to monthly price changes, especially during higher-usage winter months—but the $150 early-termination fee would limit my flexibility if rates later fell enough to make switching worthwhile.

Started: July 6, 2026

Evidence so far: 3 of 12 bills (August 6, 2026 and September 4, 2026 and October 6, 2026).

OPTIMIZE IT · IN PROGRESS

Will locking my electricity generation rate at 9.89¢/kWh for 36 months cost less than Ohio Power Company’s standard rate?

Starting with my December 2025 bill, compared with Ohio Power Company’s published Price to Compare (formerly AEP Ohio).

The contract is signed, but the 36-month value test is still in progress.

What I know now: So far, the fixed rate is ahead. Through the October 6, 2026 bill, my Ohio Gas and Electric generation cost was $39.06 lower than the Ohio Power Company Price to Compare cost for the same 5,700 kWh — 6.5% under the published Price to Compare.

Next: Keep measuring. Through the October 6, 2026 bill, the fixed rate is ahead by $39.06 on generation charges. The contract has no early termination fee, and later bills could change this comparison.

Updated: October 6, 2026

Inside this Work

What Success Looks Like:

  • Pay less for electricity generation than I would have paid using Ohio Power Company’s Price to Compare over the same usage.
  • Avoid an early-termination penalty if a better option becomes available.
  • Create price certainty without paying materially more for it.
Electricity: bill-by-bill comparison

11 billing cycles into a 36-month contract.: So far, the fixed rate is ahead. Through the October 6, 2026 bill, my Ohio Gas and Electric generation cost was $39.06 lower than the Ohio Power Company Price to Compare cost for the same 5,700 kWh — 6.5% under the published Price to Compare.

Formula: Cost difference ÷ cumulative Ohio Power Company Price to Compare cost × 100

$39.06 ÷ $602.78 × 100 = 6.48% ≈ 6.5%

Electricity generation charges, same actual kWh under two rates
Bill monthUsage (kWh)Fixed ratePrice to CompareDifferencePublished rate
2025-12283$27.99$27.73$-0.269.80¢/kWh
2026-01407$40.25$43.35$3.1010.65¢/kWh
2026-02342$33.82$36.42$2.6010.65¢/kWh
2026-03293$28.98$31.20$2.2210.65¢/kWh
2026-04249$24.63$24.75$0.129.94¢/kWh
2026-05288$28.48$28.63$0.159.94¢/kWh
2026-06524$51.82$53.03$1.2110.12¢/kWh
2026-07865$85.55$94.89$9.3410.97¢/kWh
2026-08932$92.17$102.24$10.0710.97¢/kWh
2026-09764$75.56$83.81$8.2510.97¢/kWh
2026-10753$74.47$76.73$2.2610.19¢/kWh

Only electricity generation charges are included. Delivery and non-generation charges are excluded.

Working Expectation: On October 3, 2025, I signed up for a 36-month fixed electricity supply rate of $0.0989/kWh with Ohio Gas and Electric and no early termination fee. I expected the rate lock to protect me if electricity prices rose, while the lack of a termination fee limited the downside if better rates appeared.

Time horizon: 11 of 36 bills analyzed.

Also in Progress

FUND IT · OPTIMIZE IT · IN PROGRESS

Is Monarch worth the ongoing cost?

I paid $49.99 for my first year of Monarch Core on July 1, 2026. I’m using it heavily while I build the spending baseline; the test is whether it remains useful enough to justify the ongoing price afterward.

OPTIMIZE IT · IN PROGRESS

Is one AI tool better overall—or are ChatGPT and Claude better for different kinds of work?

Since August 2026, I’ve been using ChatGPT and Claude side by side on Engineering My Best Life work to see whether one is stronger overall or whether each earns a different role.

OPTIMIZE IT · LIVE IT · IN PROGRESS

Is Flighty Pro worth what I paid?

I bought Lifetime Flighty Pro on January 28, 2026 for $316.94, including tax. I love the travel data and have found the alerts and organization more useful than I expected, but I’m still evaluating whether the lifetime value justifies what I paid.

Recent results

OPTIMIZE IT · FUND IT · COMPLETED

Should I keep JetBack — or switch to a commission-based fare tracker?

Result: Keep. At $1,609.53 in fare credits and refunds, JetBack’s $99.99 flat annual fee beat every commission model I tested — even a 10% commission would have cost $160.95.

See the full analysis

OPTIMIZE IT · FUND IT · COMPLETED

Did JetBack’s $99.99 annual fee pay for itself?

Result: Yes. $1,609.53 in fare credits and refunds as of August 20, 2026, versus a $99.99 annual fee.

See the full analysis

OPTIMIZE IT · FUND IT · COMPLETED

Did CardPointers+ make managing a multi-person credit-card system easier, help maximize points, and pay for itself?

Result: Yes. CardPointers+ reduced manual work and recovered more on my eight cards than its purchase price.

See the full analysis

OPTIMIZE IT · COMPLETED

Should I pay my electric bill by credit card or direct withdrawal?

Result: Automatic direct withdrawal. The July 2026 credit-card test was financially positive, but credit-card autopay wasn't available. Capturing the extra rewards would require a manual payment every month, so I chose automatic direct withdrawal.

See the full analysis

See all Completed Work

Coming Up

OPTIMIZE IT · LIVE IT · COMING UP

Which expenses genuinely earn their place in a life I love?

Once the spending baseline is reliable, I can ask which expenses genuinely earn their place in a life I love—and which are not worth the money, time, effort, or complexity they require.

FUND IT · OPTIMIZE IT · COMING UP

Based on how I redeem my points, is Rakuten more valuable as cash back or Amex Membership Rewards® points?

I can choose cash back or American Express Membership Rewards through Rakuten. I currently choose points, but I want to compare the guaranteed value of cash with the value I actually get when I redeem those points — including transfer bonuses, redemption value, and how often I can use them well.

FUND IT · OPTIMIZE IT · COMING UP

Should some of my Treasury bill money go into short-term CDs (certificates of deposit) instead?

Treasury bills are short-term loans to the U.S. government that pay interest. CDs (certificates of deposit) are bank deposits that generally pay a fixed rate when held for a set period. I want to compare interest rates, access to the money, time commitments, early-withdrawal penalties, and how much flexibility I would give up for a higher guaranteed rate.

FUND IT · OPTIMIZE IT · COMING UP

Which credit cards earn their place in my wallet for another year?

Before renewing a card with an annual fee, I want to compare what it actually gave me—credits I used, points I earned, and useful benefits—with the cost of keeping it. Cards without fees still have to earn their place by being useful, not adding unnecessary complexity.

LIVE IT · COMING UP

Which experiences are worth prioritizing while I have the capacity for them?

Peru is one of the clearest examples. Hiking to Machu Picchu is something I want to do while I have the physical capacity for it.

How Do I Decide What Works?

Cheapest is not automatically best.

I use five Design Criteria to keep the larger life in view.

  • Money — Does the financial side work?
  • Health — Does it protect the capacity that makes the rest possible?
  • Joy — Does it support a life I want to live?
  • Time — What does it require—or give back?
  • Sustainability — Can it realistically keep working over time?

I use only the criteria that matter to each problem. There is no universal score.

Health is the constraint I design around. Joy is the reason I design at all.

Explore the Design Criteria

Results, Not Just Projects

The point is to close the loop.

What was I trying to solve? What evidence mattered? What happened? What did I decide? What happens next?

The Work is not about complexity. It is about making better decisions—and preserving what I learn.

Follow The Work

I’m figuring this out in real time.

The Engineering Report is where I’ll connect the most useful results, decisions, wins, mistakes, changes of mind, tools I’m testing, experiences I’m planning and living, and the questions I’m tackling next.

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