Being present

I have a friend who told us that she doesn’t schedule any social events for Friday as she’s just too exhausted by the end of the week with a young kid. I’m feeling that nowadays unfortunately.

With all the craziness in the world right now on top of work and an infant, it’s been a bit of struggle for me to stay present at times. I realized this last night while watching the Top Chef season finale.

Despite being perhaps Sophia and my favorite TV show, I felt like I never fully got into it the entire season despite being a great season. I thought about it and realized that I spent most of the time watching the weekly episodes while also on my phone or laptop distracted.

With Colin, the time that Sophia and I have to just sit on the couch and hang out is severely limited. If we’re lucky, we get maybe one hour of leisure time an evening to just unwind. Unfortunately for me, I’ve been spending that time mostly just multitasking whether it’s preparing for the next day, checking emails, or simply just catching up on text messages.

It’s a bad habit and likely contributing to my exhaustion. I need to be cognizant and do my best to stay present. Like my work time, my leisure and unwinding time needs to be protected as well.

Social media

I’ve done a pretty good job getting off social media lately. It’s been refreshing to try to focus on the present and the people around me, especially Colin.

I still have an Instagram which I check maybe once or twice a day to kill some time. And I have a Twitter account which I rarely use nowadays. Contrast this to a couple years ago and I was constantly doom scrolling Twitter during my downtimes, and I’m pleased with where I’m at nowadays.

For me, it’s just helped me become a bit more present and keeps me more focused. The constant context switching between work to get a 5 minute scroll in is quietly tiring on my brain. I’m much more productive nowadays.

Managing my anxiety

Sophia and I have a wedding in July in Seattle to attend for my good friend. Unfortunately it’s been giving me a ton of anxiety lately. I’m normally a very good planner and start booking things well in advance.

This time, I decided to procrastinate the booking of this trip due to the anxiety of the trip. With Colin, the logistics of the trip is incredibly difficult to manage. We had initially planned to fly to San Francisco and have my parents watch Colin for the weekend while we flew up to Seattle. That plan went out the door as my parents will be out of the country.

As such, we’ve had to pivot and decided to fly to Seattle with Colin. We have to rent a car to drive north a couple hours, and then take a ferry to the islands. We now have to find a nanny on the small island for the evening or Sophia is going to have to stay behind. Then we have to coordinate a ferry back, drive 2 hours to the airport, and then fly back to San Francisco.

This trip would normally be a ton of fun, but with a 8 month year old, it becomes anxiety inducing and it’s been really hard on me. Hence me procrastinating the booking of everything until last night. Of course, last night Delta was having IT issues and I spent over 2 hours trying to get everything booked.

Needless to say, I was stressed last night going to bed and that’s carried over today. My meditation this morning was a good one in that it helped me realize that my mind is in a self-induced spiral due to this trip.

Instead of focusing on the fact that I can take Colin to Seattle where I used to live on an awesome trip and see some of my closest friends, I’ve been thinking about stressful and tiring the trip will be. Yes the travel part will be somewhat stressful, but in reality, it won’t be the end of the world. We’ve flown long distances with him and been fine. He’s been a trooper.

I really need to do a better job changing my mindset around when it comes to these things. I think this all stems from the stress of the move last month that really put me in a hole. Yes travel can be stressful, but most of that stress is caused by my own mind.

We have an incredibly trip planned to fly to Seattle at a gorgeous time of the year. We’re staying with some of our closest friends for a couple nights who also have a kid. Then we get to take an awesome ferry to Lopez Island where I will get to see more of our close friends. Long travel day aside, we’ll be back at my parents house in San Francisco where Colin was born and get to relax that week seeing more close friends and family.

That feels a lot more exciting now.

A lose-lose situation

I absolutely hate the crazy shit happening in this country right now. Seeing large scale protests in San Francisco where I grew up and Los Angeles is disheartening. While most are peacefully protesting, seeing the bad apples take advantage to loot and cause destruction is frustrating.

I am pro-immigration. I believe that the country is built on immigrants and we should create a path to make access to the U.S. easier for those hard working people who want to come here and build a better life. At the same time, I do understand the need to tighten our borders and we cannot have a free for all type situation.

However what is happening now is just causing more divide. Trump’s policy to deport seemingly everyone is just not a realistic goal. We need to find a path for the good undocumented immigrants to become citizens, not try to deport everyone. It’s a losing battle all around and causing a bigger rift in this country.

At the same time, violent protesting also needs to be stopped. Destroying and vandalism homes, businesses, and property does nothing but further fuel the racism and justify more violence. Both sides keep throwing fuel into the fire. It’s brutal to watch as a native Californian and I hope that things get resolved as soon as possible and we can get back to making progress in this country.

Monday zest

It’s a rainy Monday here in New York and I’m in the office by myself. The entire coworking space is nearly empty and people seem to have decided to stay home today given the light rain. There’s no rain on my parade though as I’m feeling great.

After an exhausting but nice weekend trip to Baltimore, we’re back home and I finally got a great night of sleep. There’s just nothing like sleeping on your own mattress and being home especially after a lot of travel. After being gone for 2 weekends, I just want to be home for a few weeks to relax and enjoy the city. I’m finally getting some downtime.

I got up early and got a quick workout in the morning. I was at my desk a little after 9 and hope to have a full day of grinding to get my week started off right. My Mondays have been a lot better lately. I used to struggle mightily to get going on Mondays and I feel like I’m finally over the hump.

I believe part of that was just being exhausted from the weekends and overdoing things socially in the past. Perhaps another part of it is that my weekends are perhaps a bit more fulfilling now with Colin around.

Whatever it is, it’s been nice starting out my week energized again. Having the energy to go workout in the mornings is something completely new in the last month or so. I can only imagine how great I’ll feel once I start actually getting more rest on the weekends as well. Baby steps.

Baltimore

We’re off today to drive to Baltimore to see my in-laws. It’s exciting for Sophia and Colin that we now live on the East Coast and we’re able to make the drive down for a weekend trip. I know my mother-in-law is especially excited to see Colin.

Given the distance, they’ve unfortunately only been able to see him over the holidays when he was just 2 months old. It’s going to be a fun weekend for them to hang out with Colin and spend time with him.

For Sophia and I, it is also a great opportunity to get a bit of a break. We have dinner plans tonight and it’ll be nice to get out just us 2.

I suspect that we’ll be making a lot more of these trips to Baltimore for weekends or long weekends. Part of moving back to New York was to be closer to Sophia’s aging parents.

My bubble

Chime has always been an interesting company for me and presumably most of my peers. The company primarily targets Americans that are historically unbanked and/or lower income. Chime caters to these users with no overdraft fees and paycheck advances.

For myself, I’ve had a bank account with Chase (then Washington Mutual) since I was probably 12 years old. I am not a target customer of Chime so perhaps I haven’t fully bought into the company as much.

Undoubtedly, investing in companies in which I’m either a user or a target user is much easier for me to understand. Of course, in order to understand how the world works and become a better investor, I need to ensure to broaden my horizons outside my immediate bubble. I consciously try to do this, but I can be much better at it.

Congrats to Chime

I’m always excited for any tech IPO, but I’m especially giddy at seeing Chime hitting the public markets. I have a soft spot for fellow FinTech companies and it’s good to see a major IPO for us in the industry.

Chime’s journey to the public markets wasn’t easy. There were a lot of rumors that the company would go public in 2021 or 2022 given the large valuation at $25B.

Like many other companies, they will be going public at a much lower valuation with a $11B rumor. That is still a big win for most investors and more importantly for the employees who helped build the company.

So far the rumors seem to be trending positively for the company and I’m excited to see them debut next week.

A new era

We’ve officially moved into our new office off Broadway in the FiDi district in New York. Every morning I walk right past the tourist taking a picture with the Wall Street bull. I suppose it’s supposed to give me a bit of energy to start off my day.

For myself, I’m just happy to have a new comfortable office space we can call home. My commute got shorter by about 15 minutes which is nice, but more importantly, we have a bit more space to breathe in our new location. We actually have space to take calls now which is a major stress remover from my workday.

It feels good to be in middle of action in New York again. The energy levels are up again and I’m excited to get back into the office. Having colleagues to chat and grind with in-person is a whole new ball game. Running a small company fully remote is just not the way to go about things.

Although the FiDi the most fun area in New York, I’m excited to explore it and everything it has to offer. Coincidentally, the new Golden Mall food court is opening a few doors down in the months ahead. Perhaps they heard that I was coming.

Another great trip in the books

I’m back after a fun but exhausting golf weekend with the friends. It was really nice to get away, but after arriving, it was clear that things are different nowadays. I was basically running on fumes the entire weekend and instead of wanting to hang with friends, I kept thinking of good excuses to call it an early night and just sleep.

This is unfortunately the new normal at age 35 with a kid. Sleep is a premium nowadays. A golf trip with friends where we’re up at 5:00am to make an early tee time just isn’t as appealing as it used to be, even despite being in bed at a modest 10pm. Times have changed. I still had a great time and I’m glad I went as there’s probably not that many of these trips in the books going forward. But I suppose the next trip will need to have a lot more sleep built in.

We did 3 golf rounds at Coyote Springs, Sand Hallow, and Conestoga in the Mesquite, NV area. It is a popular golf destination and the courses did not not disappoint. The views on many of the holes up in the rock cliffs were epic.

My golf game was in shambles on Friday during my first round. I had not had time to practice my swing and things went awry starting last week. I was able to hack together a 90 on Saturday though with some modifications. And then on Sunday, my swing felt good and normal again. I had a great 44 on a hard front 9 at Conestoga. I lost steam on 10 and never recovered though resulting in a tough back 9 score.

This next month and half will be about relaxing, spending time with Colin, and focusing on work. We have a busy month ahead with closing out the quarter and I’m excited to get back to it. Getting back to a routine with our new office is going to be awesome.

Peaks and valleys

One of the harder mental parts of my job (and almost any startup) is that there’s a lot of peaks and valleys.

One week I can feel like everything is working well for me. I’m productive, I’m getting stuff done, and I’m recording a lot of wins. The next week everything can flip quickly. I feel overwhelmed and exhausted, and I take a lot of losses. In these “valley” times, it feels like nothing is going our way.

May felt like one of those valley times. I dealt with a lot of stress during my move and then on the work front, it seemed like nothing is going our way.

I can only imagine that this is what a professional baseball player goes through. Everyone goes through hot streaks where they are absolutely raking as a batter, and then cold streaks where they can’t seem to get a hit to save their life.

This is life and also the job that I signed up for so I’m not complaining. But when we’re in these valleys, life is tough. The beauty behind all of this is that the peaks can be just around the corner though.

First boys trip post Colin

I take off tomorrow for a golf trip with a few of my close friends. It’ll be my first non-work related trip since having Colin. I am excited and at the same time feeling a bit anxious about leaving Sophia for almost 3 full days with Colin. It is a ton of work and it’s going to be hard on her.

I do think it’s important for both of us to get out and do these trips occasionally though so I am grateful she’s giving me the opportunity. On top of leaving Colin behind for a big stretch, I’m also anxious about my work piling up right now and the end of the quarter just a month away.

We’re short staffed right now so I’m handling multiple work loads and it’s been tough especially with the move the last month or so. I’ll need to be deliberate with my time and hopefully get a ton of work done on my flight over to Vegas.

It’ll be a nice break especially after the move, but I know when I get back it’ll be go time and I’ll need to really focus on work for the month of June. It’ll be a lot to handle, but I do need a bit of a break from everything for a bit. Hopefully I’ll come back nice and refreshed for the grind ahead.

Unofficial summer

Summer is unofficially here with another MDW in the books. Back when I lived in New York 10 years ago, my friends and I probably would have spent the weekend partying in a beach town or on a trip somewhere. Times have obviously changed now. Both my family and my few remaining friends in the city seemingly all stayed local.

After Colin and I beat this stomach bug on Friday, we had a great and fulfilling weekend. On Saturday, we stayed local in Brooklyn and went to check out Industry City, then hung out with some old friends throughout Brooklyn. On Sunday, we went to the city to do a “Vieje day” which basically consists of eating.

I finally got the chance to go to Mam which was on my list of places to check-out for over a year now. We ended the day getting happy hour at Fish Cheeks which is one of my favorite restaurants in the world. Getting out and especially eating out with a kid is undoubtedly harder and much more tiring, but it was great to have a sense of our old lives a bit again.

On Monday, I had a morning tee time with an old friend from high school. It was great to get out again and was my first in New York. My swing is in shambles right now and I’m officially worried for my golf trip this upcoming weekend. I have no idea how I’m going to fix this, but I’m going to have to figure something out soon.

The past couple of weeks were about getting back to a routine and getting settled in. Things feel like they’ve turned a corner and I’m happy to report that I’m feeling great again after this long weekend. After everything going on, we needed a sense of normalcy again. I’m excited for this summer with Colin — it’s going to be a special time for him and us.

Slowing growth

Well it didn’t take too long for Colin to get sick at daycare as he caught a stomach bug in his 2nd week. It’s been a less than ideal experience the last few days and he’s home with us today which is causing a tough disruption in both Sophia and my work days, and plans for time to ourselves this afternoon.

That is the unfortunate life of being a parent though and I suppose I need to get used to it. I’m someone who likes being organized and I try to manage my schedule meticulously. With a kid now, life is just a lot more unpredictable and I’ll need to roll with the punches more. It’ll be a nice change of pace for me to be a little more spontaneous in life.

On another note - I’m unfortunately still meeting with a lot of companies that seem to be struggling post-ZIRP years. On one hand, I am surprised that there have not been more companies with down rounds. It seems like a lot of companies were able to manage cash well and get to or close to profitability.

On the other hand, a lot of companies are struggling to continue to grow into their valuations they received in 2021. Growth rate have slowed and the prospects of an IPO are dimming for a lot of thee companies. With the rise of the next wave of companies, there is an interesting situation where these companies may miss their window.

Unfortunately that may mean not so great M&A opportunities. Of course, the hope is these companies will be able to reaccelerate growth and get to the IPO. Also, the IPO market could also improve in their favor.

Weee!

I was introduced to Weee! by my coworkers yesterday and I am hooked. I expressed that I don’t really have time to get to an Asian grocery store nowadays especially because there are none close by in Brooklyn, and both my colleagues told me to just use Weee!

I had heard of the company before, but as a company that specializes in Asian groceries, I just figured that things would be marked up like crazy. Plus I generally enjoy going to grocery stores and adjacent places like Costco. For those two reasons, I have generally stayed away from ordering groceries online through Instacart or Whole Foods.

Of course moving to New York has seemingly zapped the enjoyment out of an afternoon at Costco and at the grocery store. On top of that, I was shocked to see that the prices on Weee! were actually cheaper than most storefronts like H-Mart.

Given the growing Asian population in the U.S., a service like Weee! makes a ton of sense. They focus on specific cities and delivery next day in New York. I save money and time by shopping at Weee!

I have yet to see the quality of the produce, but my colleagues report that it’s high quality stuff. Given my lack of time with a baby right now, I suppose I’ll be happy to avoid a 2 hour weekly trip on the weekends to the grocery store and spend that time elsewhere.

Being deliberate with my time

One of the biggest changes for me since having a kid is that I have to be much more deliberate with my time. Even with childcare/daycare, having a kid means an extra 1-5 hours a day from one or both parents. Of course we want to be involved parents and spend as much time with Colin as possible, so I hope that Colin gets at least 4-5 hours of time with us as well.

Since Sophia and I both work, we’ve had to split the drop-off and pick-up times of daycare and that has worked well for us for now.

I go into the city early on Mondays and Wednesdays and go to the gym before work while Sophia drops off Colin. Then I leave work early at 4:15 to pick up Colin and spend time with him in the evening.

On Tuesdays and Thursdays, I spend more time with Colin in the morning and drop him off at daycare prior to commuting into the city. And then I have more time late afternoon to work or go get a workout in.

It’s definitely been a challenge as my days have shrunk now with a kid and I’m still getting used to things. I have to be much more deliberate with my time nowadays. That means less time wasted sitting around scrolling on my phone. That time could be spent working or hanging out with Colin.

I’ve had to find ways to be much more efficient at work as well. Of course AI helps to a certain degree here, but I’ve been also looking for ways to cut out the bottom 20% of my work that adds little to no value to advancing the company.

It’s been a good exercise in finding out what’s truly important and what is not. It makes me and the company much more efficient.

IPOs are back? (hopefully, maybe)

Sophia and I had our first night out in New York as we went to grab dinner with friends in the city. It was an awesome night and yet another reminder that we need to go out and live life a bit more.

On the market front - IPOs are back, at least for now, as Hinge Health is looking to go public in the next week or two. It seems that the bankers priced things relatively low, and there are more orders than supply.

I know we’re not the only ones watching Hinge Health and I can probably speak for most of the startup world in that we really need this one to go well. So far most IPOs in 2024 and 2025 have gone fairly well but whether that opens the market given the uncertainty is yet to be seen. Fingers crossed.

Back to enjoying life a bit more

It’s been an interesting week and half back in New York. Most of the time has unfortunately been spent trying to get our apartment in order. I am someone who likes to get shit done and it’s hard for me to leave unpacked boxes or things out of order.

As such, I spent most of my Friday evening putting up a shelving unit so we had some places to hang our pots and pans. Then I spent most of our time Saturday shopping for things for the apartment. Combined that with raising a 6 month year old and I unfortunately have had little to no time to enjoy the city much or see friends.

I did realize yesterday that most of this is my fault. I could probably use a chill pill or two in regards to the apartment. I also probably have my priorities completely wrong right now. Instead of enjoying my time off to go enjoy New York and see friends, I’ve beating myself up trying to knock out my checklist of shit to do.

I suspect that this started over a month ago as we started to plan for our move. I’ve been so focused on the move that I started to live my life off my to-do list. That’s no way to live life and it’s time to change that mentality. I live in NYC after all and there’s too much fun shit to do to spend my entire weekend running errands.

Feature Request

We currently use DocuSign for our eSignature uses and I often send 1-2 things per day to clients to sign. The process historically is to log-in to DocuSign, find the template, put in the info and send it to the client. Then send an email to the client letting them know it’s in their inbox.

Why are these eSignature services not built into any email clients for automation? It seems like an easy win that saves people a lot of time and annoyances. I’d love to open Superhuman, and then have a DocuSign integration that allows me to send a doc directly from my email client. AI could be used to populate the fields as well.

I’m not sure why this hasn’t been built by DocuSign or any other eSignature company at this point, but it feels like a no-brainer to me and I would switch providers to the ones that have this built in.

Stability please

After 3 nights of good sleep, I’m finally starting to feel normal again. My motivation and happiness is back, and I no longer feel like a brain dead zombie. That was a rough couple of weeks for me and needless to say I’m glad that’s over.

In other things I’m glad is over, it appears that the market has rebounded to a positive year after Trump’s self-inflicted trade war began. Our President seems to have folded on his bold plans and the market has adjusted.

Of course, we’re not in the clear yet and who knows what Trump will do next. But it seems like Trump has shifted his focus from destroying the economy to meeting other countries in the Middle East and getting deals done. At least this gives us a bit of a breather on the market side for a bit and we can get back to growing the economy.

For now, some stability is exactly what I need in my work and personal life and for the first time in awhile, I feel like I’m getting a bit of it. Life is good.