#NewBeginnings

#NewBeginnings

With the new year came new changes. Okta and I parted ways in December, and I’ve been taking the last couple of months to recharge and tackle a long backlog of tasks. For those that have the opportunity to take in the rarified air of #funemployment and #selfreflection, I highly recommend it.

Things I’ve done so far…

  • Deleted my Twitter profile
  • Caught up with colleagues
  • Played some World of Warcraft
  • Bought a new 3D Printer!
  • Learned how to use that printer
  • Finished my PMA certification
  • Joined a weekly D&D group
  • Examine what I want to do next

Things I still plan to do…

  • Get involved in DevRel Foundation
  • Start blogging again (own my content!)
  • Blog about DevRel/DevMar KPIs
  • Learn more Product Management
  • Learn more about GenAI

I really started thinking about doing a #funemployment break last year as I talked with friends and colleagues who were affected by the tech layoffs of 2023/2024. A few of them took advantage of the opportunity that a work break afforded – an opportunity to pause, to recharge, and to think about what they wanted to do. I never took an extended break from work…and I found myself wanting one. Well, now I have it – and it has been fantastic.

In my 20+ years working, I have always been defined by my work – my role and my employer. I have never had a mentor or a coach, and I haven’t really participated in a community outside of my work. But I also haven’t had to – I’ve always worked for larger companies where your extended work colleagues could serve as proxy for community. By falling into the easy, I kept my professional network constrained and I cut corners around my personal life.

And work was really work – I was paid well, but I also earned every dollar that pay. I worked long hours at my home office, I traveled a lot over the last couple of years, I got up early for meetings with European colleagues and stayed on with SF-based colleagues…I stressed out about comms, about KPIs, about upcoming events, about budgets, about cross-org conflicts and how to bridge them, and about my extended team. In doing this, I poured a lot of myself into my work and my team. I learned a lot, I also gave up a lot. That ended with the end of 2024 – and, when I shared it with my family, they literally cheered.

My initial months #reconnection

For the first couple of months of 2025, I tackled what comes hardest to me – people connections. I am horrible at staying connected – I suck at it with friends, I suck at it with family, and I suck at it with prior colleagues.

Colleagues

I put up a posting on LinkedIn sharing the news and put out the offer to reconnect. Frankly, I was humbled by the interest to connect – I was amazed by how many people accepted my bid and raised it. And I took everyone up on their offer – I worked new muscles and worked through my social anxiety to connect.

It was all likely less awkward than it felt inside my skull, but I don’t know how people do this. In one case, I reconnected someone that I hadn’t worked with in 18 years. And I received some loving ribbings along the lines of ‘I saw this and took the rare offer’ or ‘wow – congrats on a new social muscle’ or the like.

And while I really enjoyed these reconnections, my next step is to figure out how to keep this up in a consistent fashion. At the moment, I’m playing with an Excel spreadsheet to help track when I last caught up with folks and to set/track a connection cadence…not to dehumanize it all, but to hold myself accountable to do this. I’ve already found myself retracting back into myself without the public accountability, and I need to actively counteract it.

By the numbers, my social reemergence looks like this:

  • 2 monthly social group connections – I’m saying yes to these! 🙂
  • 22 connections – real coffees, virtual beverages, and lunches

Personal life

I’ve also taken the time to reconnect outside of the work environment – truly recharging my depleted battery:

  • It was fantastic to spend the holidays with my family and teaching my son to drive. ’nuff said.
  • Scouts BSA Troops – I’ve taken being a merit badge counsellor and I’m volunteering as an adult leader. And I’ve volunteered to build out a DEI talk for my Troop’s PLC that I will also likely present at the Council level.
  • D&D – I’ve also found a local group that meets weekly! It’s been great experience that forces me out of the house and gives me something to look forward to.
  • Personal fitness – This is an area that I’ve only recently just started to focus on…particularly given I don’t have an excuse.

One thing that I’ve learned about myself is that I need accountability to get things done. And when that accountability is weighted towards work, my life follows. I’m using this opportunity to set a counter-balancing accountability before heading back in.

Taking back my content

On that note of accountability, I’m taking back my content and getting my blog moving again.

As I deleted my Twitter account, I mourned the photos, the posts, and all of the history that was being wiped away. I’ve decided to no longer send my content out to social media websites. And so, I set this site up and I’ve migrated a lot of old content into it. I’m done sharing content with social media that builds walls and holds me hostage to them. I commit to rebuilding my blogging muscle and posting here – without AI. 🙂

Starting this week, I start a #NewBeginning – sharing content and thoughts here on this site. Stay tuned.

2 Comments

  1. Great post. I started my sabbatical from microsoft last Friday so this was incredibly opportune for me to read. I’m taking some time to focus on health and from a tech perspective more AI.

    I’m curious how you found people to meet up with for conversation. Although I’ve established some recurring meetings with former colleagues, it would be great to speak with others as well.

    It sounds like you’re not quite sure what’s next and if that’s the case, I’m in the same boat. I’m confident things will work out because when a window closes the door opens. Yes, it’s a little disconcerting that the job market is the way it is, but I’ve done Consulting and Technical teaching independently long enough to think I can get through on my own if needed.

    Wondering what your plans are to get reengage with getting paid 🙂

    • cliff.simpkins

      DAVID – It’s been a long time! Congrats and welcome to the sabbatical club!

      For me – finding folks to meet up with started with inviting folks to connect (via that LinkedIn post pictured above) and saying ‘yes’ to everyone. And from those discussions, making a list of ‘oh yeah – I should reach out to [that person] too!’ and sending an email or text message. I’m not going to lie – doing that has been really tough on me, as I am not a socially adept/aware person. And because I’m not very adept at it, I’m tracking who and when in an Excel spreadsheet and trying to remember to schedule follow-ups…I have tried finding a ‘personal CRM’ to help with this, but I haven’t found anything. I am actually starting to learn React because I want to build an Outlook plug in to try and do this with Microsoft’s Copilot AI built into O365/M365…and use it as a learning opportunity. 😀 😀 😀

      As to the future, I’ve started pivoting that way this month. While I’m not in a rush to get into a new gig, I’ve just started working with a Career Coach and starting to identify opportunities in one of three areas: (a) DevRel leadership, (b) Product Marketing, or (c) adhoc consulting. Given the frothiness of the market, I’m trying to figure out a balance of not waiting too long and also trying to be overly careful to not rush into something out of fear. But I do have to admit, the last couple months have been a fantastic beta test of what retirement could look like…I’ve REALLY been enjoying the ability to dig into topics and spending time with the family, a lot more than I would have thought.

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