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Solo Building (& Running) Successful Web Apps By Your Lonesome

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! Why Solo?

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1. Broad Competence Over Narrow Excellence

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2. Optimizing for Autonomy

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3. The Pleasure of Accumulated Sophistication

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" Finding Projects

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Early-Stage Projects Small, Indie Products Internal or Ancillary Apps Throttled Projects

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# Three Keys

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1. Be Good 2. Be Fast 3. Don’t Die

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$ On Being Good

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No one telling you you’re doing it wrong No one to question your architectural decisions or technology choices No one holding back your growth

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No one to point out your weak areas, push back on your decisions, and help you improve No one to talk through problems with, or review your code No one to show off to or celebrate with

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Making Yourself Better

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Find a Community of Practice

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Scan for Gaps

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Shift Between Creator and Editor Modes

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Wear All the Hats

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DAMMIT JIM, I’M A DOCTOR, NOT A…

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Making Your System Better

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Clarify What You’re Optimizing For

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We can live with the occasional maintenance window, but we must keep infrastructure costs below $X.

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We can tolerate missing a delivery deadline, but we can’t afford to ship a poor user experience.

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Intent, Content, Form, Function

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Learn from Failure

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A customer didn’t receive an important daily summary email. 1. Why? The nightly job that sends the summary emails failed halfway through. 2. Why? That job iterates over the customers to send each email, and there was a timeout on one email delivery, causing the job to crash. 3. Why? I hadn’t anticipated or tested failure states.

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A customer didn’t receive an important daily summary email. 1. Why? Add alerting on job failure or the absence of successful delivery. 2. Why? Switch to a fan-out approach with a separate background job for each customer email delivery, which will retry on failure. 3. Why? Set aside some personal research and learning time.

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Ratchet Up

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% On Being Fast

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No time spent on building consensus No time wasted fighting over tools or approaches No time needed to coordinate the work

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No parallelizing work No momentum from others No one to get you unstuck

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Making Yourself Faster

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Tackle Biggest Unknowns First

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Steal as Much as Possible

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Reduce Work in Progress

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Shift Gears Based on Terrain

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Minimize risk through: Extra research Incremental changes Plans and checklists Predetermined rollback strategies

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Making Your System Faster

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Choose Simple, Boring Technology

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Use Technical Debt Carefully

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Yes: Speculative projects, high tolerance for failure, or “default dead” Maybe: One-offs for near-term speed (with acknowledgement) No: Constant pressure for speed

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Build Feedback Loops

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Level One: Automated tests Level Two: Production observability Level Three: Customer support

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Prefer Less Code

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☠ On Not Dying

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Satisfaction of knowing you built this yourself Complete ownership and responsibility

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Can’t easily leave Project is in danger of failing without you

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Making Yourself More Sustainable

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Be Your Own Best Manager

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Communicate Your Value

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Move to Successively Higher Levels of Consideration

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Work on Multiple Projects

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Making Your System More Sustainable

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Stay in the Big Boat

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Foster Trust

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Surprise or anger because expectations weren’t met Decisions or actions being hidden from others Hesitancy to change code, infrastructure, or process because of previous bad experiences Excessive verification or micromanagement Long-running debates without resolution Lack of collaboration

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Spend more time together Apologize or make repair attempts, when appropriate Increase transparency or the level of detail Change the communication medium Propose solutions that better align interests Clarify expectations and commit to follow-through

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Build “As If…”

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Keep all credentials in a password manager Keep your README up-to-date Write automated tests Use a project management tool Document architectural decisions Create runbooks and process docs

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Have a Succession Plan

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Time to Get Real

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Thanks! @jeremysmithco