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	<title>Sean Oakley</title>
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	<title>Sean Oakley</title>
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		<title>A Wall and a Baby</title>
		<link>https://www.seanoakley.com/2025/06/30/a-wall-and-a-baby/</link>
					<comments>https://www.seanoakley.com/2025/06/30/a-wall-and-a-baby/#respond</comments>
		
		<dc:creator><![CDATA[Sean Oakley]]></dc:creator>
		<pubDate>Mon, 30 Jun 2025 02:26:08 +0000</pubDate>
				<category><![CDATA[Introspection]]></category>
		<guid isPermaLink="false">https://www.seanoakley.com/?p=649</guid>

					<description><![CDATA[These past two years have been a storm. Up has so often looked down, and when you’re that type of dizzy, all you have to hold on to, blindly, is your core.  I got a promotion at work last week. I’d been fighting for it for six years. It didn’t feel like an achievement though,...]]></description>
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<p class="has--font-size">These past two years have been a storm. Up has so often looked down, and when you’re that type of dizzy, all you have to hold on to, blindly, is your core. <br><br>I got a promotion at work last week. I’d been fighting for it for six years. It didn’t feel like an achievement though, more a relief. The first stability I’d felt in years. It’s why I’m awkward when friends and family enthusiastically congratulate me…I’m still getting used to trusting where I stand.<br><br>I received the news while I was in Ireland, for the wedding of a dear friend I’d met in the covid days of Manhattan. I spent a spare day in Belfast, where my buddy and I took a black cab tour of the Catholic and Protestant neighborhoods. The history, walls and wounds that separated them.<br></p>
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<p class="has--font-size">The peace accords were in 1998, but they still close seven of the eight gates of the wall at 11pm every night. Our guide, an Irish Catholic born in a neighborhood burned to the ground during the conflicts, told me that 70% of people voted for peace. But there was still that 30%.&nbsp;</p>



<p>Almost 30 years later and they still lock those gates at night.</p>



<p>It reminded me who I am. Yes, I’m of course half Irish, but I mean it a little more deeply than that.</p>



<p>Two days before, at my friend’s wedding, I was seated next to a young mother and her seven-month old son. I’d never met them. The mother was trying to get something out of the baby bag and asked if I’d hold her son. I did.</p>



<p class="has--font-size">I watched his eyes lock with curiosity into mine, and I wanted to give his eyes the whole room to absorb. So I stood up with him, pointed his stare out around a room filled with smiles, laughter and joyful tears. I watched his eyes light up.<br><br>I’m one of the 70%. As hard as it is sometimes to let go, particularly when it’s injustice, I know who I am.</p>
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		<post-id xmlns="com-wordpress:feed-additions:1">649</post-id>	</item>
		<item>
		<title>AI, the Mirror on the Wall</title>
		<link>https://www.seanoakley.com/2025/06/30/ai-the-mirror-on-the-wall/</link>
					<comments>https://www.seanoakley.com/2025/06/30/ai-the-mirror-on-the-wall/#respond</comments>
		
		<dc:creator><![CDATA[Sean Oakley]]></dc:creator>
		<pubDate>Mon, 30 Jun 2025 02:20:35 +0000</pubDate>
				<category><![CDATA[Tech]]></category>
		<guid isPermaLink="false">https://www.seanoakley.com/?p=731</guid>

					<description><![CDATA[I’m noticing more and more people turning to ChatGPT instead of Google to search for information. While in Ireland last week, a friend of mine was turning to ChatGPT for restaurant and sight-seeing recommendations. It didn’t disappoint. AI is quickly and undoubtedly integrating into our daily lives &#8211; primarily, at least at this point, for...]]></description>
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<p class="has--font-size">I’m noticing more and more people turning to ChatGPT instead of Google to search for information. While in Ireland last week, a friend of mine was turning to ChatGPT for restaurant and sight-seeing recommendations. It didn’t disappoint.<br><br>AI is quickly and undoubtedly integrating into our daily lives &#8211; primarily, at least at this point, for quicker access to information and outsourcing of monotonous or repetitive decision making.<br><br>Yet, I think AI can do more than just answer our questions. I think it can help us find questions we didn’t even know to ask.<br><br>I’ve gotten into the habit of sourcing AI conversations and interactions I have professionally and in my life: text threads, email chains, recounted conversations (though you have to be careful here because your memory and perspective is subjective and can bias AI’s view).<br><br>Then I ask the chatbot to analyze the conversations, look for underlying psychology &#8211; look for my blind spots, where I’m missing the others’ perspective or position. It’s fascinating, because AI does have access to an endless library of psychology literature, combined with ridiculous pattern recognition. So it sees depth and underlying meanings in interactions.<br><br>AI has started to become a mirror of sorts for me &#8211; but a mirror is only effective if it shows you what you don’t want to see too. So I’ve spent hours pressure testing responses, circling back to previous responses and re-prompting in different ways &#8211; assessing consistency in what the chatbot says.</p>
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<p class="has--font-size">I’ve even asked it if it knew what I was doing, which it replied it did. But who knows, maybe it has an ego already.<br><br>One of the most fascinating things is that AI isn’t just learning from what you share with it, it’s actually learning from how you interact with it. I’ve had the chatbot do psychoanalysis of me &#8211; and in its response it references the way I ask questions, what type of questions I ask and what those things say about me.<br><br>That’s when I started asking myself if I’m building a relationship with it. No, I don’t mean that in some weird way. What I mean is, if the chatbot is learning me is it getting to know me? And if it is, is it catering responses to me based on what it knows about me?<br><br>Like I said, ChatGPT did a good job of recommending restaurants and places to see in Ireland. As far as we know. But we don’t know what we don’t know, and how much do we trust AI that we’d turn that over to it?</p>
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		<post-id xmlns="com-wordpress:feed-additions:1">731</post-id>	</item>
		<item>
		<title>Present</title>
		<link>https://www.seanoakley.com/2025/06/29/present/</link>
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		<dc:creator><![CDATA[Sean Oakley]]></dc:creator>
		<pubDate>Sun, 29 Jun 2025 22:46:42 +0000</pubDate>
				<category><![CDATA[Poetry]]></category>
		<category><![CDATA[poetry]]></category>
		<guid isPermaLink="false">https://www.seanoakley.com/?p=673</guid>

					<description><![CDATA[I cried in her lap,her untamed blonde hair dangling in my face.I cried about a girl back home,a girl who didn&#8217;t want me,as she gently wiped my tears. I never looked up,never noticed her gaze.Not even when she said goodbye that night,watched me crumble blindly away. I remember her gaze years later,though,in the shadow of...]]></description>
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<p class="has--font-size">I cried in her lap,<br>her untamed blonde hair dangling in my face.<br>I cried about a girl back home,<br>a girl who didn&#8217;t want me,<br>as she gently wiped my tears. <br><br>I never looked up,<br>never noticed her gaze.<br>Not even when she said goodbye that night,<br>watched me crumble blindly away.<br><br>I remember her gaze years later,<br>though,<br>in the shadow of dreams I forget.<br>Wonder where my tears that night went,<br>wonder how many chances I&#8217;ve spent. </p>
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		<post-id xmlns="com-wordpress:feed-additions:1">673</post-id>	</item>
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		<title>Poem #1</title>
		<link>https://www.seanoakley.com/2025/06/29/poem-1/</link>
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		<dc:creator><![CDATA[Sean Oakley]]></dc:creator>
		<pubDate>Sun, 29 Jun 2025 22:37:46 +0000</pubDate>
				<category><![CDATA[Poetry]]></category>
		<category><![CDATA[poetry]]></category>
		<guid isPermaLink="false">https://www.seanoakley.com/?p=668</guid>

					<description><![CDATA[I used to gaze at the stars,scattered across crystal dark mountain skies.I used to wonder. The wounds metastasized,into inescapable mirrors. I can&#8217;t tell who I am anymore. So I try to capture stars,like fireflies,on a childhood summer night.]]></description>
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<p class="has--font-size">I used to gaze at the stars,<br>scattered across crystal dark mountain skies.<br>I used to wonder. <br><br>The wounds metastasized,<br>into inescapable mirrors. <br>I can&#8217;t tell who I am anymore.<br><br>So I try to capture stars,<br>like fireflies,<br>on a childhood summer night. </p>
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		<post-id xmlns="com-wordpress:feed-additions:1">668</post-id>	</item>
		<item>
		<title>I Wasn&#8217;t Looking</title>
		<link>https://www.seanoakley.com/2025/06/29/i-wasnt-looking/</link>
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		<dc:creator><![CDATA[Sean Oakley]]></dc:creator>
		<pubDate>Sun, 29 Jun 2025 22:33:50 +0000</pubDate>
				<category><![CDATA[Poetry]]></category>
		<guid isPermaLink="false">https://www.seanoakley.com/?p=663</guid>

					<description><![CDATA[You left without a sound,floating, snout down, in the pool.You weren&#8217;t in your eyes anymore,all I found in them was me. Sliced my eyes with memories,so I didn&#8217;t see you slip underneath,alone,looking for me. I miss the excitement in your eyes,whenever they found me.They always did, for seventeen years,until one quiet afternoon,when mine didn&#8217;t find...]]></description>
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<p class="has--font-size">You left without a sound,<br>floating, snout down, in the pool.<br>You weren&#8217;t in your eyes anymore,<br>all I found in them was me.<br><br>Sliced my eyes with memories,<br>so I didn&#8217;t see you slip underneath,<br>alone,<br>looking for me. <br><br>I miss the excitement in your eyes,<br>whenever they found me.<br>They always did, for seventeen years,<br>until one quiet afternoon,<br>when mine didn&#8217;t find you. </p>
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		<post-id xmlns="com-wordpress:feed-additions:1">663</post-id>	</item>
		<item>
		<title>saga</title>
		<link>https://www.seanoakley.com/2025/03/30/saga/</link>
					<comments>https://www.seanoakley.com/2025/03/30/saga/#respond</comments>
		
		<dc:creator><![CDATA[Sean Oakley]]></dc:creator>
		<pubDate>Sun, 30 Mar 2025 07:13:44 +0000</pubDate>
				<category><![CDATA[Restaurants]]></category>
		<guid isPermaLink="false">https://www.seanoakley.com/?p=565</guid>

					<description><![CDATA[Incoming delayed review. I went to Saga, the fine dining restaurant perched on the 63rd floor of 70 Pine Street in the financial district, late last summer. Sitting outside on a terrace overlooking the hudson, the dinner view was one of the best I&#8217;ve ever had. The food was very good, but just very good....]]></description>
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<p>Incoming delayed review. I went to <a href="https://www.saga-nyc.com/" target="_blank" rel="noreferrer noopener">Saga</a>, the fine dining restaurant perched on the 63rd floor of 70 Pine Street in the financial district, late last summer. Sitting outside on a terrace overlooking the hudson, the dinner view was one of the best I&#8217;ve ever had. <br><br>The food was very good, but just very good. I expected a little more adventure from a <a href="https://guide.michelin.com/us/en/new-york-state/new-york/restaurant/saga" target="_blank" rel="noreferrer noopener">two michelin star menu</a>, but maybe my tastebuds were numbed by the eye candy of sunset from (what seemed like) the clouds in lower Manhattan. <br><br>Afterward we headed up to <a href="https://www.overstory-nyc.com/" target="_blank" rel="noopener">Overstory</a>, on the 64th floor for an after dinner cocktail (or two). <br><br>The view alone was worth the price of admission, and like I said, the food was very good. Nothing really grabbed me or stood out, but combined with the ambience, this would make it into the must-go-once category for me. </p>


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		<post-id xmlns="com-wordpress:feed-additions:1">565</post-id>	</item>
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		<title>corima</title>
		<link>https://www.seanoakley.com/2025/03/30/corima/</link>
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		<dc:creator><![CDATA[Sean Oakley]]></dc:creator>
		<pubDate>Sun, 30 Mar 2025 06:33:23 +0000</pubDate>
				<category><![CDATA[Restaurants]]></category>
		<guid isPermaLink="false">https://www.seanoakley.com/?p=545</guid>

					<description><![CDATA[My friend Tony and I sat at chef&#8217;s counter at corima and indulged in their tasting menu, which was incredibly reasonable for a michelin star place. Each dish was a mixed inspiration of northern Mexican and asian. Our waiter told me the chef sources a lot from neighboring China town, and spent time cooking in...]]></description>
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<p>My friend Tony and I sat at chef&#8217;s counter at <a href="https://www.corimanyc.com/" target="_blank" rel="noopener">corima</a> and indulged in their tasting menu, which was incredibly reasonable for a <a href="https://guide.michelin.com/us/en/new-york-state/new-york/restaurant/corima" target="_blank" rel="noopener">michelin star place</a>.  </p>



<p>Each dish was a mixed inspiration of northern Mexican and asian. Our waiter told me the chef sources a lot from neighboring China town, and spent time cooking in Singapore.</p>



<p>My favorites were the branzino  &amp; pinenut pork. I also loved the recado negro butter that was served with sourdough wheat tortillas with the main dish. Every dish filled with a blend of complimentary colliding spices that made each dish an adventure in taste. <br><br>The tasting menu had seven rounds, and left us both filled, not stuffed. I&#8217;d have to say one of the best bargains at $110 I&#8217;ve found in the city, definitely a place I&#8217;ll be headed back to. <br></p>


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		<post-id xmlns="com-wordpress:feed-additions:1">545</post-id>	</item>
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		<title>Farewell Friend</title>
		<link>https://www.seanoakley.com/2025/03/30/farewell-friend/</link>
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		<dc:creator><![CDATA[Sean Oakley]]></dc:creator>
		<pubDate>Sun, 30 Mar 2025 05:36:42 +0000</pubDate>
				<category><![CDATA[Introspection]]></category>
		<category><![CDATA[Change]]></category>
		<category><![CDATA[Gizmo]]></category>
		<guid isPermaLink="false">https://www.seanoakley.com/?p=522</guid>

					<description><![CDATA[I found him floating in the pool out back, in that sunny backyard he loved so much. It&#8217;s taken me two months to write that. It still sounds as surreal to me as the day it happened in late January. For 17 years, he was my best friend. I knew he was getting to the...]]></description>
										<content:encoded><![CDATA[
<p>I found him floating in the pool out back, in that sunny backyard he loved so much. It&#8217;s taken me two months to write that. It still sounds as surreal to me as the day it happened in late January.</p>



<p>For 17 years, he was my best friend. I knew he was getting to the end of his journey, but to find him like that. To know he was alone in the end, looking for me, and I wasn&#8217;t there.</p>



<p>I buried him in that sunny backyard, and planted a magnolia tree on top of where he lays. There hasn&#8217;t been a day I don&#8217;t miss him, and there likely never will. Grief has a way of becoming a part of us.</p>



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<p>There&#8217;s one specific memory I keep going back to &#8211; it&#8217;s from late 2019. Before covid, before I bought that place in Florida, just before I started my new role at NBC. <br><br>Him and I took a week long road trip to Acadia. It was a last minute decision, but we lucked out and happened to be the very end of the peak foliage. <br><br>It&#8217;s one of my favorite trips, the coastal rocky Maine shoreline erupting in gold and amber. Gizmo and I hiked miles that week, and spent just as many capturing stars with my camera on a midnight Cadillac Mountain. <br><br>He may have only been three pounds, but he wanted to go everywhere with me. And wherever we went, he wanted to be in the lead. <br><br>He was the best partner in wanderlust I could have ever asked for.   <br><br>Losing him jarred me, ripped off a blindfold of sorts. Grief doesn&#8217;t just become a part of us, I suppose it shapes us too&#8230;and maybe, if we&#8217;re lucky, it awakens us. <br><br>Who knew one of the biggest influences in my life would be a 3 pound chihuahua.<br><br>You&#8217;re forever in my heart, thank you for being such a loving friend. <br><br></p>
</div>



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		<post-id xmlns="com-wordpress:feed-additions:1">522</post-id>	</item>
		<item>
		<title>Data Clean Rooms</title>
		<link>https://www.seanoakley.com/2025/03/09/data-clean-rooms/</link>
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		<dc:creator><![CDATA[Sean Oakley]]></dc:creator>
		<pubDate>Sun, 09 Mar 2025 23:46:12 +0000</pubDate>
				<category><![CDATA[Tech]]></category>
		<category><![CDATA[Clean Rooms]]></category>
		<category><![CDATA[Identity]]></category>
		<guid isPermaLink="false">https://www.seanoakley.com/?p=397</guid>

					<description><![CDATA[What is a Clean Room? “Clean room” has become a buzzword these past few years, yet I still run into a lot of confusion from people on the subject. At a basic level, clean rooms enable the privacy safe comingling of 1st and 3rd party data. They achieve this by masking both data sets behind...]]></description>
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<p><strong>What is a Clean Room?</strong></p>



<p>“Clean room” has become a buzzword these past few years, yet I still run into a lot of confusion from people on the subject. At a basic level, clean rooms enable the privacy safe comingling of 1<sup>st</sup> and 3<sup>rd</sup> party data. They achieve this by masking both data sets behind anonymized IDs, and subsequently anonymized profiles that cannot be re-identified.</p>



<p>Further complicating the topic, there are broadly two “kinds” of clean rooms.</p>



<ul class="wp-block-list">
<li>Activation clean rooms, built for buy-side audience segmentation, activation &amp; measurement use cases.</li>



<li>Publisher clean rooms, built for sell-side applications: enabling publishers to expose impression logs to advertisers for measurement.</li>
</ul>



<p>Some well-known publisher clean rooms would be Facebook’s Advanced Analytics, or Google’s Ads Data Hub. But we’re focusing on activation clean rooms today.</p>



<p><strong>Old Clean Room Architecture</strong></p>



<p>Years ago, while at HBO, I built my first clean room. It’s main function was building more advanced audiences for acquisition campaigns, incorporating 3<sup>rd</sup> party data to fill in the behavioral holes of our 1<sup>st</sup> party data. It was built in with traditional architecture:</p>



<ol class="wp-block-list">
<li>Run our 1<sup>st</sup> party data through a 3<sup>rd</sup> party identity provider (Liveramp, Experian, Neustar, etc.) to anonymize our data behind a 3<sup>rd</sup> party ID that could not be re-identified.</li>



<li>Purchase a 3<sup>rd</sup> party household data set, run that through the same 3<sup>rd</sup> party identity provider to anonymize that data set behind the same 3<sup>rd</sup> party IDs.</li>



<li>Ingest both anonymized data sets into a new environment, in which queries could use the anonymous ID to join between the data sets and garner more comprehensive consumer insights.</li>



<li>To activate audience segments, push the segments 3<sup>rd</sup> party IDs back to the 3<sup>rd</sup> party identifier, they translate to identifiers and push down to ad platforms for activation.</li>
</ol>



<p>This was advanced at the time, but over the years several limiting challenges with this type of clean room architecture became apparent:</p>



<ul class="wp-block-list">
<li>Converting large data sets to anonymous IDs, then co-mingling in a new environment, is clunky and takes time. At best, we could get to a monthly cadence.</li>



<li>Having to transport, convert and co-mingle 3<sup>rd</sup> party data sets limited how many data sets we could realistically apply to the clean room.</li>



<li>Audience activation was clunky (nowhere near real-time) and expensive (3<sup>rd</sup> party identity providers typically charge a premium for “onboarding” their IDs to activate).</li>



<li>Privacy – while safeguards were put in place to limit leakage, you’re still actually transferring around PII to convert to anonymized IDs. That transport is a liability.</li>
</ul>



<p><strong>Where Clean Room Architecture is Going</strong></p>



<p>In the past couple of years, there has been an assortment of different companies with different products trying to facilitate easier to implement clean rooms that integrate more easily into the tech stack. One in particular, <a href="https://docs.snowflake.com/en/user-guide/cleanrooms/introduction" target="_blank" rel="noopener">Snowflake DCR</a> (Data Clean Room), has allowed us to think about clean room architecture dramatically differently.</p>



<p>DCR allows different companies to connect data shares to a singular DCR instance, and join disparate data sets with either common IDs shared by both data sets – or by incorporating 3<sup>rd</sup> party identity providers apps directly within DCR.</p>



<p>All of this ID stitching is done “underneath” DCR, inaccessible by those running the queries on top.</p>



<p>The simplest way to think about it: instead of having to convert whole data sets and then co-mingle in new anonymized ID environments, DCR allows the querying across disparate data sets – without needing to transport, co-mingle or anonymize anything.</p>



<p>Flexibility and speed are the two most obvious benefits, but there is a myriad of other ones I’ve discovered as a I re-architect our clean room. I’ll save those for deeper dives on future days.</p>



<p>But one of the most compelling benefits – adding new 3<sup>rd</sup> party data sets to enrich our 1<sup>st</sup> party knowledge is so much easier when we don’t have to transport anything, and can simply query across.<br><br>The sudden opportunity to sync in thousands, if not hundreds of thousands, of new 3<sup>rd</sup> party data attributes – making sense of the plethora of newly available data points has us thinking about AI and Chatbot applications. (Again, I’ll save the deep dive there for a future day).</p>



<p>This concept of querying across disparate data sets, instead of co-mingling them behind anonymized IDs, is changing how we think of clean rooms. I suspect it will be responsible for shifting clean rooms from esoteric concepts that only huge companies can dabble in, to a common component of small – medium sized businesses operating their own tech stacks.</p>
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		<post-id xmlns="com-wordpress:feed-additions:1">397</post-id>	</item>
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		<title>The Illusion of Control</title>
		<link>https://www.seanoakley.com/2025/03/03/illusion-of-control/</link>
					<comments>https://www.seanoakley.com/2025/03/03/illusion-of-control/#respond</comments>
		
		<dc:creator><![CDATA[Sean Oakley]]></dc:creator>
		<pubDate>Mon, 03 Mar 2025 06:09:32 +0000</pubDate>
				<category><![CDATA[Introspection]]></category>
		<category><![CDATA[Change]]></category>
		<guid isPermaLink="false">http://3.233.164.117/?p=246</guid>

					<description><![CDATA[The past six months have been a whirlwind of change. My parents followed my brother and his family down to Raleigh last Fall, uprooting the last &#8220;anchor&#8221; I had in Baltimore. (Some of my best friends are still there.) My job changed pretty dramatically, pivoting me from ad tech architecture into larger data strategy. But...]]></description>
										<content:encoded><![CDATA[
<p>The past six months have been a whirlwind of change. My parents followed my brother and his family down to Raleigh last Fall, uprooting the last &#8220;anchor&#8221; I had in Baltimore. (Some of my best friends are still there.) My job changed pretty dramatically, pivoting me from ad tech architecture into larger data strategy. </p>



<p>But perhaps the most impactful change of all&#8230;Gizmo, my 3 pound chihuahua, and best friend of 17 years, passed away at the end of January. It&#8217;s a hole I&#8217;m still struggling to fill, though I&#8217;m coming to terms that it&#8217;s a hole that I never will. </p>



<p>It&#8217;s all been unsettling, but I&#8217;ve held on to something I read years ago &#8211; that everything is always changing, and pain does not come from losing something. It comes from not letting go. </p>



<p>We don&#8217;t really have any control, though so many focus all their energy trying to attain it. Their flaw is that while they&#8217;re focusing so much on trying to control what they can&#8217;t, they&#8217;re not focusing on adapting. In the end, we can&#8217;t control change, we can only adapt to it &#8211; and whether we spend our finite focus on an illusion, or what we actually have impact over, is what determines how we fare. </p>



<p>In every change there is opportunity. We can either find it, or stubbornly try to cling on to what has already passed. </p>



<p>It all comes down to what we can actually affect, and that which we cannot. Control is a comfortable illusion, it makes us feel safe. That&#8217;s what makes it so dangerous. </p>
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