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To:peggy@sterlingcooper.com
From:hello@keirwhitaker.com
Subject:✈️ Flying Solo #02 — March 13, 2025

#02Subscribe

Hello!

Welcome to issue #02 of Flying Solo! A big thanks to everyone who reached out after the first issue—it was great to hear from you. I'm still on the lookout for more soloists and founders to feature in my 9 Questions interview series. If you're up for it, just hit reply and let me know!


In Issue #02

  • I share some thoughts on how I "try" and invest in myself
  • Techtonic by Mantle
  • Three fresh links from the Vault

Investing in Yourself (Without Overthinking It)

When you work for yourself (either as a soloist or founder with a team), it's easy to push self-improvement to "when things calm down." My reality is that they never do. There's always another email to answer, another client request, another bit of admin that suddenly feels more pressing.

Lately, I've been rethinking how I approach "personal development". Instead of seeing it as a luxury or something to do "when I have time", I'm treating it like regular maintenance — small, manageable changes that, over time, will hopefully have a significant impact.

Here are five things I've been trying:

  • Time blocking – I'm setting aside time on my calendar for intentional learning, for example, playing with ChatGPT or Claude, getting to grips with Riverside, and improving my Figma skills.
  • Improved my setup – After far too long, I've upgraded my desk chair, invested in better lighting, and even bought some bookends to keep my ever-growing "to read" pile in check.
  • Daylight – I realised I could go days without stepping outside, especially in winter when it's dark at both ends of the workday. Now, I make a point of taking a daily walk—not just for exercise, but for a much-needed dose of daylight. (Though, living in the UK, this is often weather-permitting!)
  • New perspectives – Over the 18 months, I've been trying to step outside my usual bubble of authors, podcasts, and events. Last year, my highlight event was on behavioural science, and my favourite book was on hospitality! Both have helped me with my day-to-day work.
  • Investing £££ in training – Beyond events, I recently invested in coaching training and joined Ellen's Authority Club as part of the first cohort. Both experiences were invaluable in their own ways.

None of this is groundbreaking, but I've noticed that when I prioritise these things, I feel like I am making progress. How do you invest in yourself? Hit reply and let me know — I'm always up for new ideas.


Techtonic — 27th-28th May 2025

You've probably already heard of Techtonic (formerly PRE/DITIONS), and I know some of you have already snagged a ticket—but I wanted to give it another quick shoutout.

If you're heading to Toronto a couple of days before Editions, why not join Mantle and friends for two days of insightful conversations and content from ecosystem trailblazers?

Early bird tickets are available now for just $100 CAD—an absolute steal!


From the Vault

Each week, I share links to resources, articles, and tools in my bookmarks Vault. Here are three recent additions:

  • Really Good Emails — A searchable directory of inspiring emails from ecommerce, small business and more.
  • Sidekick Notepad — A companion for all your notes and thoughts. Perfectly sized to sit between you and your keyboard.
  • Gomi Power Bank — A power pack made almost entirely from post-consumer waste.

Got recommendations? I'm a sucker for toolbar apps, free resources, and cool tech!


Thanks for reading,
Keir


This is Flying Solo #02 by Keir Whitaker. Why not connect on LinkedIn and follow me on Bluesky? Subscribe for future updates.