Founder Mode Newsletter

Founder Mode is a weekly newsletter for builders—whether it’s startups, systems, or personal growth. It’s about finding your flow, balancing health, wealth, and productivity, and tackling challenges with focus and curiosity. Each week, you’ll gain actionable insights and fresh perspectives to help you think like a founder and build what matters most.

Dad, isn't that more like dating or hanging out than working?

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Never Eat Alone—Why Relationships Are Your Most Valuable Asset

"Dad, isn't that more like dating or hanging out than working?"

My 15-year-old daughter, Brooke, caught me off guard during dinner last night. I shared some highlights of my week. I had two dinners with entrepreneurs, three lunches, several coffee meetings, and even a 'business walk."

She's right; it sounded more like hangouts than work.

Maybe that's precisely how it should be.

How Networking Has Evolved (for the Better)

The way we build business relationships today has changed. Do you recall those busy networking events? Everyone rushed to share their business cards or cocktail party quick chats. Thankfully, that era is dead. Post-COVID with way less in-office or even companies having an office the meeting place has moved.

Now, relationships develop through deeper, more intentional conversations. Longer coffees, longer lunches, or casual walks help us understand a person’s ideas, challenges, and goals.

These aren’t meetings—they’re conversations.

"Great business is less transactional and more relational. Curiosity and genuine connection open doors."

Every interaction builds your brand.

Here's why this matters: whether you realize it or not, you're always selling yourself. Your reliability, follow-up, and punctuality show how you’ll behave in business. Even quick replies to emails or texts matter.

This week, we evaluated a new vendor. Technically, they scored highest. But their CEO and sales team repeatedly missed their own deadlines. Their slow responses didn't inspire confidence. If that’s how they handle new business, how would things go after they sign us?

Every interaction counts. First impressions—and second ones—can make or break opportunities.

"Small actions leave big impressions. You're building your reputation with every interaction."

The “Never Eat Alone” mindset

One of my favorite books is Never Eat Alone by Keith Ferrazzi. It reminds us that our best asset is relationships. Every lunch, coffee, or quick walk can teach you something new. They can spark ideas or help you reconnect with someone important.

This past week, I learned something from every conversation. I talked to an entrepreneur starting a business in a new market. I also reconnected with someone I hadn't seen in years. It reminded me of one essential truth:

"Spend time with interesting people, and you'll always learn."

Final Thought:

It's easy to dismiss casual chats as "just hanging out." However, they can be some of your best investments. Every great partnership or idea starts with an authentic conversation.

Never underestimate the power of relationships.

Keep building, keep learning, and never eat alone.

Grok-3 is changing real-time sentiment analysis.

If you haven’t checked out Grok-3 yet, it’s impressive. I've used Perplexity a lot for real-time info. But now, Grok-3 is quickly becoming my top choice for real-time and controversial news. Grok-3 is different from regular searches. It doesn’t just give simple facts. Instead, it offers quick and balanced sentiment analysis on complex topics in real-time. It feels thorough and current. It’s handy when you want info about something happening now.

Here's a quick look at Grok-3 analyzing sentiment about its own release.

I've started to do more long form podcasts/interviews. First couple out this week and linked below.

-kevin


Stay ahead in AI & tech! I really enjoy Techpresso a daily newsletter with fresh news/topics. Quick, sharp, and always relevant. I typically don't like daily but this one always has at least one thing I wasn't aware of that I find interesting.


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Catch up on past emails here.

How I Lost 50 lbs & Optimized My Health with AI & Data

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The Health Stack That Changed Everything

Fifteen years ago, I thought I understood health. I’d read Tim Ferriss's 4-Hour Body, tested slow-carb eating, and saw quick results in 2013. But like many founders, I let startups, stress, and the endless grind push health to the back seat. I’d gain weight, lose some weight for a short period, then gain it back. I've tried over 15 different trainers. I've done Crossfit, F45, Barry's, and many others. Nothing got me consistent results over the years.

Then, in late 2016, I ruptured my Achilles playing basketball. That was the real wake-up call. I couldn’t walk for months. No training, no movement. So I started researching—how could I stay lean and healthy without exercise? That question led me deep into nutrition, metabolic health, and recovery. Keto diet and lots of functional movement post-rehab. It worked for a while, but again, a new startup, and bam, weight back up.

In 2020, when my father passed away, his death reminded me of how critical health is. This past two years marked the first time I re-focused on it. You can see my weight almost daily for the past 12 years, along with each peak and valley. Still early but I seem to have found something that works for me.

Mid 2023 I was at my heaviest 220 lbs in a long time. Body fat over 30%. I'm now at 170 with a BF of 15.6% with a goal for this year to get visible abs and below 15% BF.

The System That Finally Worked

The real breakthrough? Finding balance—instead of chasing the extreme.

1. Sleep first, then nutrition, then movement.

If I had to simplify everything, my hierarchy is:

  1. Sleep – Foundation. No sleep = no progress.
  2. Nutrition – I removed alcohol, cut most sugar, and am eating high-protein and low-carb.
  3. Movement – Daily, I do short, high-efficiency strength workouts with my coach, Lou. We use FaceTime for 15 minutes, no matter where I am. Many of my friends are using Future as an app-based alternative.

2. The tools in my stack today.

  • Whoop – Tracks my sleep, activity, and recovery. The battery lasts a week.
  • Eight Sleep – Smart mattress(or cover) that optimizes temperature for better sleep.
  • Ozlo Sleepbuds – Small, wireless earbuds. They provide comfortable noise masking.
  • Oura Ring – Best form factor for a tracker (but it needs to be removed for weight lifting)
  • Stelo CGM – Keeps my glucose in check with real-time alerts and data.
  • Function – Regular blood tests for 100s of different markers. (Compare Others)
  • Zero App – For fasting, which I use as a reset after cheat days (or cheat weekends)
  • DEXA Scan – Because the scale lies, I track body fat directly.
  • Fit 3D – 3D body scanning for fitness, health, and wellness.
  • Thai Massage & Korean Scrubs – For recovery, mobility, and longevity.
  • YouTube Stretching – Helps combat soreness from heavy lifting.
  • Hypervolt – A top-tier percussion massager.
  • Prenuvo & Ezra– Whole-body MRI early warning for serious issues or cancer.
  • Fitbit & Withings Scales – An easy WiFi-connected way to quickly log daily weight.
  • Blueprint Stack – Optimizes health and longevity through diet, exercise, and supplements.

Leveraging AI for Personalized Health Decisions

One of the biggest unlocks in the last year? Using AI to stay accountable and optimize daily decisions.

Most health advice is generic. Eat clean, train hard, sleep well. But everyone’s different. What works for one person won’t always work for another. AI helps me personalize the data—adapting to my body, data, and needs. Sure, it can be a bit robotic, but it does beat the alternative of making bad choices.

How I Use AI for Health Optimization

  1. Nutrition Guidance in Real Time
    • Traveling? I can scan a restaurant menu and get AI recommendations for what fits my diet. See a real example from ChatGPT.
    • At a grocery store? AI can suggest better alternatives based on my CGM data and blood panels.
    • Trying a new cuisine? Instead of guessing, AI can tell me what’s clean and what to avoid.
  2. Workout Adjustments on the Fly
    • If I only have 10 minutes in a hotel room, AI instantly gives me a high-impact bodyweight circuit.
    • Did you miss a training session? AI can modify my next workout to compensate.
  3. Health Issue Early Warnings
    • Feeling off? AI cross-references my heart rate, sleep, and glucose data to detect patterns.
    • Traveling? AI suggests supplements, hydration, and recovery protocols before long flights.
  4. Building a fully contextualized AI model
    • I can upload my latest blood tests, DEXA scans, and HRV data to a ChatGPT project. This lets AI see my health trends over time. It also has the context of knowing me.

The key takeaway?

AI removes decision fatigue. Instead of overthinking, I get an instant, informed answer. Over time, these micro-decisions compound into better long-term health.

What I’d Do Differently

Looking back, I made a lot of mistakes. Trying to overhaul everything at once. Obsessing over minor details. Jumping from one extreme to the next. Now? I focus on consistency over perfection. I strive for no off days but always get back to my baseline when I do slip up.

Instead of all-or-nothing, I take a sprint-and-recover approach. I’ll have cheat meals, then reset with fasting. I’ll have challenging training phases, then dial back when travel or life gets in the way. The key is not falling off completely.

Final Thoughts: Health as a Founder’s Edge

There’s an old saying: “A healthy man has many wants, but a sick man has only one.”

Most people don’t think about health until they lose it. Founders? We burn out quickly. We cycle through stress, lack of sleep, and caffeine-driven work. I’ve been there. I’ve ignored it. And I’ve paid for it.

What helps me may not help everyone. Still, one thing is clear: ignoring your health will demand your attention later.

And by the time that happens, the cost is much higher.

This week, I'm trying something new. I used xAI Grok3 and ChatGPT o1-pro Deep Research to discover the latest AI innovations in health. Grok3 found some new items I hadn't heard of. Then, o1-pro organized everything into a long but easy-to-read PDF.

Let me know what you think.

Bonus Download -> AI Health Tools You Can Use Today.pdf


Stay ahead in AI & tech! I highly recommend Techpresso —a daily newsletter packed with the latest trends, insights, and actionable tips. Quick, sharp, and always relevant.


My Recent Social Posts

Catch up on past emails here.

The Health Stack That Finally Worked (After 15 Years of Trial & Error)

Were you forwarded this newsletter? Subscribe Here.

The Health Stack That Changed Everything

Fifteen years ago, I thought I understood health. I’d read Tim Ferriss's 4-Hour Body, tested slow-carb eating, and saw quick results in 2013. But like many founders, I let startups, stress, and the endless grind push health to the back seat. I’d gain weight, lose some weight for a short period, then gain it back. I've tried over 15 different trainers. I've done Crossfit, F45, Barry's, and many others. Nothing got me consistent results over the years.

Then, in late 2016, I ruptured my Achilles playing basketball. That was the real wake-up call. I couldn’t walk for months. No training, no movement. So I started researching—how could I stay lean and healthy without exercise? That question led me deep into nutrition, metabolic health, and recovery. Keto diet and lots of functional movement post-rehab. It worked for a while, but again, a new startup, and bam, weight back up.

In 2020, when my father passed away, his death reminded me of how critical health is. This past two years marked the first time I re-focused on it. You can see my weight almost daily for the past 12 years, along with each peak and valley. Still early but I seem to have found something that works for me.

Mid 2023 I was at my heaviest 220 lbs in a long time. Body fat over 30%. I'm now at 170 with a BF of 15.6% with a goal for this year to get visible abs and below 15% BF.

The System That Finally Worked

The real breakthrough? Finding balance—instead of chasing the extreme.

1. Sleep first, then nutrition, then movement.

If I had to simplify everything, my hierarchy is:

  1. Sleep – Foundation. No sleep = no progress.
  2. Nutrition – I removed alcohol, cut most sugar, and am eating high-protein and low-carb.
  3. Movement – Daily, I do short, high-efficiency strength workouts with my coach, Lou. We use FaceTime for 15 minutes, no matter where I am. Many of my friends are using Future as an app-based alternative.

2. The tools in my stack today.

  • Whoop – Tracks my sleep, activity, and recovery. The battery lasts a week.
  • Eight Sleep – Smart mattress(or cover) that optimizes temperature for better sleep.
  • Ozlo Sleepbuds – Small, wireless earbuds. They provide comfortable noise masking.
  • Oura Ring – Best form factor for a tracker (but it needs to be removed for weight lifting)
  • Stelo CGM – Keeps my glucose in check with real-time alerts and data.
  • Function – Regular blood tests for 100s of different markers. (Compare Others)
  • Zero App – For fasting, which I use as a reset after cheat days (or cheat weekends)
  • DEXA Scan – Because the scale lies, I track body fat directly.
  • Fit 3D – 3D body scanning for fitness, health, and wellness.
  • Thai Massage & Korean Scrubs – For recovery, mobility, and longevity.
  • YouTube Stretching – Helps combat soreness from heavy lifting.
  • Hypervolt – A top-tier percussion massager.
  • Prenuvo & Ezra– Whole-body MRI early warning for serious issues or cancer.
  • Fitbit & Withings Scales – An easy WiFi-connected way to quickly log daily weight.
  • Blueprint Stack – Optimizes health and longevity through diet, exercise, and supplements.

Leveraging AI for Personalized Health Decisions

One of the biggest unlocks in the last year? Using AI to stay accountable and optimize daily decisions.

Most health advice is generic. Eat clean, train hard, sleep well. But everyone’s different. What works for one person won’t always work for another. AI helps me personalize the data—adapting to my body, data, and needs. Sure, it can be a bit robotic, but it does beat the alternative of making bad choices.

How I Use AI for Health Optimization

  1. Nutrition Guidance in Real Time
    • Traveling? I can scan a restaurant menu and get AI recommendations for what fits my diet. See a real example from ChatGPT.
    • At a grocery store? AI can suggest better alternatives based on my CGM data and blood panels.
    • Trying a new cuisine? Instead of guessing, AI can tell me what’s clean and what to avoid.
  2. Workout Adjustments on the Fly
    • If I only have 10 minutes in a hotel room, AI instantly gives me a high-impact bodyweight circuit.
    • Did you miss a training session? AI can modify my next workout to compensate.
  3. Health Issue Early Warnings
    • Feeling off? AI cross-references my heart rate, sleep, and glucose data to detect patterns.
    • Traveling? AI suggests supplements, hydration, and recovery protocols before long flights.
  4. Building a fully contextualized AI model
    • I can upload my latest blood tests, DEXA scans, and HRV data to a ChatGPT project. This lets AI see my health trends over time. It also has the context of knowing me.

The key takeaway?

AI removes decision fatigue. Instead of overthinking, I get an instant, informed answer. Over time, these micro-decisions compound into better long-term health.

What I’d Do Differently

Looking back, I made a lot of mistakes. Trying to overhaul everything at once. Obsessing over minor details. Jumping from one extreme to the next. Now? I focus on consistency over perfection. I strive for no off days but always get back to my baseline when I do slip up.

Instead of all-or-nothing, I take a sprint-and-recover approach. I’ll have cheat meals, then reset with fasting. I’ll have challenging training phases, then dial back when travel or life gets in the way. The key is not falling off completely.

Final Thoughts: Health as a Founder’s Edge

There’s an old saying: “A healthy man has many wants, but a sick man has only one.”

Most people don’t think about health until they lose it. Founders? We burn out quickly. We cycle through stress, lack of sleep, and caffeine-driven work. I’ve been there. I’ve ignored it. And I’ve paid for it.

What helps me may not help everyone. Still, one thing is clear: ignoring your health will demand your attention later.

And by the time that happens, the cost is much higher.

This week, I'm trying something new. I used xAI Grok3 and ChatGPT o1-pro Deep Research to discover the latest AI innovations in health. Grok3 found some new items I hadn't heard of. Then, o1-pro organized everything into a long but easy-to-read PDF.

Let me know what you think.

Bonus Download -> AI Health Tools You Can Use Today.pdf


Stay ahead in AI & tech! I highly recommend Techpresso —a daily newsletter packed with the latest trends, insights, and actionable tips. Quick, sharp, and always relevant.


My Recent Social Posts

Catch up on past emails here.

Why Most Teams Struggle with Focus (And What to Do About It)

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Founder Mode

How to Build Focus as an Organization

Every founder and leader wants their team to move fast and execute well. But most companies—big and small—waste time on distractions that don’t drive results.

I’ve seen this happen at every level:

  • Early-stage startups struggle to pick the right priorities.
  • Growing companies get pulled in too many directions.
  • Large teams slow down due to process and bureaucracy.

The best organizations use focus as a tool. They know that choosing what not to do is as important as choosing what to work on. And they make that choice every day.

Here’s how to do the same.

0 to 1: The Startup Focus Trap

Most startups fail not because they don’t have good ideas, but because they chase too many at once.

At Acompli, we had a 10-person engineering team building a mobile-first email app. In the early days, we debated launching a Team feature to help teams collaborate. We found it valuable and believed it would be a hit.

But we didn’t build it.

Instead, we focused on making email fast, seamless, and reliable.

  • We perfected attachments so users could find and send files in seconds.
  • We made the calendar experience effortless.
  • We made search easier. So users can quickly find their most important messages.

These were the areas where we knew we could deliver the most impact. Saying no to features—even highly requested ones—was hard. But it kept the team moving in the same direction. By the time Microsoft acquired Acompli, we had built a product that stood out because it was focused.

The hardest part was ignoring the noise.

Users asked for two key features for months: recurring events and task management. Both were valid. Both would have made the product better. But both were complex and would have taken months to execute well. We had to make a choice: build those features now and slow down, or double down on what was already working.

We stuck to our core roadmap, and it paid off.

If you’re an early-stage founder, ask yourself:

  • Are you saying no to 80% of ideas?
  • Do you have one clear priority that everything else supports?
  • Is your team focused on depth over breadth?

If not, you’re likely spreading yourself too thin.

Big Teams: The Complexity Monster

At Microsoft, with more than 100,000 full-time employees, focus was a challenge. One of the first problems we ran into? Signing and shipping iOS builds.

For a startup, this takes less than a minute. But at Microsoft, the process took a full week because:

  • A dedicated team controlled signing, and they didn’t trust app teams to do it themselves.
  • Each submission needed manual review, slowing things down.
  • The team in charge thought their role was essential, even though it created delays.

We were operating under a clear goal: Ship a five-star app every seven days.

That meant we couldn’t afford bottlenecks. We pushed for an automated signing process, cutting the time from days to seconds. That one shift sped up mobile releases across the entire company.

But the bigger lesson here wasn’t just about speed—it was about trust.

A lack of focus often comes from a lack of delegation. In large organizations, leaders hold onto control because they think they need to. But in doing so, they create bottlenecks. The best teams are the ones that trust individuals to make decisions and move fast.

Bureaucracy will always creep into big organizations. The only way to fight it is by setting clear, uncompromising priorities—and then getting out of the way.

Instacart: Scaling Focus with Clear Metrics

At Instacart, the challenge wasn’t bureaucracy—it was managing explosive growth.

We used two simple, measurable goals:

1. Couch-to-Cash: How fast could a new shopper sign up, complete their first order, and get paid?

  • In some states, this took weeks.
  • We got it down to same-hour onboarding.

This was mission-critical. If new shoppers couldn’t start fast, we couldn’t scale.

We tracked Couch-to-Cash not just nationally, but also county by county. This helped us find bottlenecks in real time.

Some states had long delays for background checks. This happened because of vendor processes were outdated or a local court was closed. By flagging this early and switching vendors or alerting, we sped up approvals. We removed the need for shipping or picking up physical credit cards. Now, shoppers can set up Apple Pay and Android Pay to get a card right away.

2. Cents per Delivery: How much could we reduce the cost of delivering an order?

  • Small optimizations saved a few cents per order.
  • Bigger wins saved 25 cents or more per delivery.

Every engineering team was responsible for improving one of these two metrics. We didn’t just make abstract goals—we assigned clear ownership. If a team was working on something that didn’t directly impact one of these areas, they knew it wasn’t a priority.

We aimed each engineering team at these two goals, so we made decisions faster and better. Everyone knew what success looked like.

If you’re leading a growing team, ask yourself:

  • Does every team know their most important goal?
  • Are your metrics clear enough that people can optimize for them daily?
  • Does your team understand why their work matters?

How to Build Focus Into Your Culture

The best leaders don’t just set goals—they make focus part of the company’s DNA.

1. The 3 Priorities Rule

  • Your company should only have three major priorities at any given time.
  • If you have more than three, you have none.

2. The “Kill List” Exercise

  • Every quarter, list all projects your company is working on.
  • Cut the bottom 25%, even if it hurts.
  • More work does not mean more progress.

3. The One-Line Rallying Cry

  • Your team should be able to explain the group or company’s goal in one sentence.
  • Examples:
    • Microsoft Outlook Mobile: “A five-star app every seven days.”
    • Instacart Logistics: “Couch-to-Cash and lower Cents per Delivery.”
    • Tesla: “Build the world’s best electric cars.”

When focus is that clear, decision-making becomes faster and more aligned.

Bonus Tip: When setting a focus goal, think like Elon Musk. He describes alignment as a “vector sum” of effort. When everyone pushes in slightly different directions, progress slows. But when every team’s work moves in the same direction, momentum builds fast.

Recent Social Posts

Lots of folks have asked for tips & tools for content. I'll try to share one a week.

For X by far the most useful tool is Creator Buddy

It will learn from your best posts but also from the posts of other X users who's style and content you love.

Catch up on past emails here.

How I Use Mental Models for Faster Decisions (Plus a Simple Health Optimization)

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Founder Mode

Decision Making, Mental Models, and a Simple Health Hack

One of the most significant decisions I made last year was how to spend my time. I wanted to balance health, work, and personal relationships AND boost my productivity. I stopped only focusing on work or money. Now, I think about long-term sustainability. Am I building my life to grow the way I want over time? That shift led me to set goals; honestly, I feel more in control than ever. The big change was deciding to make one. Then, I figured out what I truly wanted to achieve. After an exit, I was always asked to set OKRs / goals at work, especially in larger companies. But I never took the time or was interested in doing that for myself. Only five weeks into 2025, but I have been making progress on all ten goals I set for myself. It's a mix of goals across the three areas of focus this year. Health. Wealth. Relationships. Will do a mid-year check-in on how that's going.

Mistakes from over-reliance on a framework

I’ve also fallen into the trap of over-optimizing decision-making. Negotiations can be tricky. Sometimes, I push too hard for that last bit of ROI. But often, the effort isn’t worth it. I often spent too long chasing better deals. In doing so, I risked my relationships, missed opportunities, and added unnecessary stress.

The lesson? Consider the full cost of a decision. Look at money, time, energy, and relationships. The best deal isn’t just about great terms. It’s the one that helps you move forward quickly and easily.

Speed & The One-Way Door Test

When I’m in a high-pressure situation, I default to move quickly. Not because I don’t care, but because decisions create momentum. I like to ask myself:

Is this a one-way door or a two-way door?

A one-way door means you can’t easily turn back once you go through. A two-way door means you can reverse course if needed. Most decisions? They’re two-way doors. If I realize a decision isn’t working, I can adjust. So why waste time overanalyzing?

This mindset lets me try new ideas. So I don't get stuck trying to make the perfect decision immediately. If you move quickly, you get faster feedback, which leads to better decisions over time.

Balancing Intuition and Structure

I often trust my intuition. However, it comes from thinking about long-term positioning. Every choice I make today links to a bigger picture. This could be a business plan, an investment, or a simple chat.

I think of decision-making like chess:

  • What’s my next move?
  • What’s my move after that?
  • How does this decision set me up for the future?

Even when I make concessions or small sacrifices, they’re intentional. They’re setting up something better later. And again—speed matters. By making decisions quickly and iterating, I see results faster, adjust, and improve.

First Principles and AI Changing the Game

One of the most underrated mental models? Speed as a feature.

People underestimate how much velocity compounds. Moving fast isn't about rushing. It's about making quick learning loops. These loops help you stay ahead. That speed must be based on first principles of thinking. This means simplifying problems to their basics. It involves questioning what we assume and starting fresh.

AI is shifting how we approach this. Traditional decision-making has always been step-by-step. But AI? It removes many steps. It can handle layered decisions in seconds. This makes us rethink our workflows, strategies, and assumptions. The game is changing faster—how we think about decisions must change with it.

Dr. ChatGPT

Last week, I woke up with zero voice. I had a bunch of meetings, but after struggling through the first one, I knew it wouldn’t work. Canceled the rest of the day.

So I did what any person would do—I asked ChatGPT what to do.

Instead of my usual coffee, it suggested a Medicine Ball—a honey citrus mint tea from Starbucks. Never heard of it. But I tried it, and ended up drinking four a day for two days, and my voice came back fast. Ok, they were delicious, but it was amazing to me how quickly it helped relieve my sore throat.

At lunch, I kept using chat:

  • Order chicken over lamb or beef—softer on a sore throat.
  • Skip the Greek salad—acidic ingredients can worsen inflammation.
  • Stick with hummus—good fats, easy to digest.

Simple tweaks, but effective.

A few months ago, a family member fell. We were in a new area. We ran a quick search on ChatGPT and found a nearby ER which had excellent ratings and low wait times. Another family member with recurrent cancer has been querying chat with their test results. This helps them get a better idea of treatments. It makes doctor visits more efficient and gives them better questions to ask the Dr.

It’s amazing how much quick, quality information we have now.

If you aren't at least trying ChatGPT vs searching Google or asking someone you are missing out on a wealth of knowledge.

Bonus Link:

Check out Rocketable—a startup with an inspiring vision I came across this week. Buy a company. Replace ALL humans.

Recent Social Posts

Catch up on past emails here.

Why ‘Building in Public’ Could Be Your Biggest Growth Hack Yet

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Founder Mode

Ever feel like you're juggling too much? You've got to balance team building, product speed, design, user needs, and your life outside of work. Trust me, you’re not alone. The biggest puzzle I've solved is how to keep momentum. I need enough attention or feedback to take the next step. I don't always need to figure out the end state.

1. Speed vs. Design: Why Getting to Market (Fast) Matters

I've led teams that spent months perfecting every pixel. Then, I watched other founders ship simpler versions in weeks. They grabbed attention and acquired customers first.

  • Speed doesn’t mean sloppy. It means building the core features that solve a problem. Worry about fancy visuals later. Solve that problem with great attention to detail. Pick the most critical user problems to attack first. Get to a testable beta ASAP.
  • Design still matters in the long run. Once you start to scale and move out of beta with more real users, you can refine your interface. The key is getting actual feedback sooner, not polishing in the dark. It also lets us improve the UX, UI, and functionality in parallel vs. in sequence.

For example, I’m focusing on consistent content (social and newsletter). This is a fast way to iterate on ideas, see what folks like, and adjust as I go. My writing isn't perfect yet. Still, I’d rather share my thoughts now than wait until every word is perfect someday.

2. “Build It” vs. “What They Want”: Finding the Right Audience

There’s a classic debate:

  • “Build it, and they will come.” This is about having conviction in your vision. Acompli was a great example of how we bet on improving mobile email even before people asked for it. We knew from personal experience the pain points and picked a few key workflows to improve. Sharing these became the way we built an initial loyal user base.
  • “Build what customers want.” This is the “solve a clear pain point” approach, like Instacart. People hate grocery shopping, so the problem is clear. How to make that seamless and scalable was very hard and took years to perfect. Super complex and very different customer preferences and complexities of a four-sided marketplace.

But how do you know which path to choose?

  • Audience + Data = Clarity. The more attention you get from social media, newsletters, or informal chats, the easier it is to tell if your idea resonates. Starting from an audience and their feedback can help you use data to point to the right path. Users tell through their words or actions what we should build next.
  • Mix Both Approaches. Trust your gut when you see a big opportunity no one else does. But use feedback to confirm you're on the right track. I saw this post from John Rush on X that made it easy to see. For example, solving a personal pain point at work often leads to the best ideas. Those can be great businesses. You see and feel the pain personally and you know that other companies will need the same.

I’m trying something new in 2025: sharing my work with greater openness and regularity. By “building in public,” I’m learning which newsletter topics land best. Sometimes, I’ll trust my intuition and write about a random insight. Other times, I’ll listen to your feedback and expand on what’s already hitting home.

3. Marketing & Attention: The Hidden Growth Lever

You can have the best product in the world, but if nobody knows it exists, it’s like shouting into an empty room. That’s why attention is a superpower. If you can build an audience, your product will stand out in a crowded market. Be consistent, helpful, and authentic to do this.

  • Authenticity Wins: Be yourself. The internet is huge, and people who connect with your style will find you if you keep showing up. Warts and all just being yourself is always easier as well.
  • Start Where You Are: Maybe it’s one LinkedIn post a week, a blog or a short video on product features, or your learnings. You don’t need to be everywhere. Show up regularly where it feels natural.

4. Balancing Life and Work: Fuel for Long-Term Success

If you’re too tired or burned out, you won’t have the energy to build or even post about it. I've lived both extremes. I've worked caffeinated 15-hour+ days with no breaks. In my 20s, I napped under my office desk on late nights. I've also worked out in the mornings, eaten healthy meals, and cut late-night screen time. Guess which version of me built better? Those late-night sessions felt productive at the moment. But the quality of the thinking and work isn't the same after a full night's rest. Sleep is the best performance-enhancing drug.

  • Set Boundaries: Being a “creator” or founder doesn’t mean you’re on call 24/7. It’s okay to unplug. Stepping away from challenging problems can help you find better solutions. You need good systems to ensure things don't fall apart.
  • Schedule Non-Work Time: Blocking out evenings for friends, family, or a good book isn’t lazy. It keeps you sharp.
  • Use Systems: Tools like Google Calendar, Notion, and Asana help me plan my week. They remind me to make space for both building and personal downtime. My EA from Athena and I made a schedule with my 'perfect week' it's the ideal state of my calendar. It's rare we hit this perfectly. But, it helps us plan. It also protects downtime by knowing the best time for various activities.

5. Why I’m Building in Public (and Why You Should, Too)

This newsletter is part of my plan for a public view into thoughts, struggles, and experiments. Along the way, a natural audience forms—people who resonate with my style and journey.

  • Real-Time Feedback: I quickly see what hits home when I post an idea. No more guessing in a vacuum. (Thanks to all of you who have replied or given suggestions and critiques!)
  • Authenticity and Trust: People see the process, not just the polished product. That builds credibility faster than any ad campaign. Several have asked more about my process and the 'why.' I will cover that in future emails. In short, it's become a great conversation starter.
  • Compounding Growth: Each post or update becomes a magnet for like-minded subscribers. Over time, that’s how communities form. i.e., I've still not hit my goal of two emails a week or even on a consistent day and time yet—however 700 subscribers in the first month!!

The takeaway? You don’t have to be an “influencer” to build in public. You must share what’s on your mind, what you’re learning, and what you’re creating. That honesty pulls in the people who care.

Key Takeaways

  1. Speed vs. Design: Launch fast and refine as you go. Perfection can wait.
  2. Product vs. User Demand: Trust your vision, but listen to honest feedback.
  3. Marketing = Attention: Building in public and being authentic accelerates your reach.
  4. Life-Work Balance: Protect your energy so you can continue creating.

Keep building, keep sharing, and remember: your story is as powerful as your solution.

-kevin

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How I Negotiated Better SaaS Deals—And You Can Too

Founder Mode - Negotiating Vendor Contracts

Negotiating vendor contracts goes beyond cutting costs. It's about flexibility, leverage, and protecting your company's interests. Many teams lack structure in dealing with vendors. This leads to mistakes in selecting, evaluating, negotiating, and implementing them. You can turn these talks into a competitive advantage with the right approach.

Key Areas in Vendor Negotiations

1. Common Process & Pitfalls Most companies have an unstructured process. They identify a need, assign a lead, and evaluate vendors without rigor. Common mistakes include:

  • Rushing to buy without understanding real needs. Many times, vendors will sell features or functionality you don't need. Vendors may try to control the pace of the deal or order flow.
  • Focusing on features over fit (like scalability and hidden costs). You must know how the solution scales in cost as usage and users grow.
  • Accepting vendor terms without negotiating or picking apart contracts. Everything is negotiable.
  • Ignoring performance tracking after implementation. You must continue to hold vendors to a high standard even after the deal closes. Keep an issue list, as this will come in helpful during renewals.

How to Fix These Issues:

  • Define "must-haves" vs. "nice-to-haves" from the start. Always ask for some added functionality or higher-tier pricing. i.e., Ask for quotes for 100, 1000, and 5000 users, even if you only have 200. This will show you the available discounts. Then, push for the 1000 or 5000 pricing at the 200-user tier.
  • Ask for data about scalability, performance, SLAs, and total cost. This is key to learning where you can try to push back or reduce costs later.
  • Track ROI and renegotiate based on results. Create and track data on the vendor's value. Use it to resist price hikes or ask for renewal discounts.
  • Assume you can always walk away. In the past, I've let deals lapse or expire to put extra pressure on the vendor to "win back" the deal. Rarely, a SaaS vendor will disable or turn off the software.

2. Key Contract Clauses Negotiation is where you can gain or lose value. Important areas to cover:

  • Contract Term: Push for a shorter term. Avoid auto-renewals or negotiate 30-90 day exit clauses. Only add back longer terms at the end and only if there are significant discounts.
  • Rate Caps & Discounts: Cap rate increases, secure growth incentives, and volume discounts.
  • Performance Penalties: Include penalties for delays or unmet SLAs. When a vendor is unwilling to include fee refunds when they miss their SLAs this could be a red flag.
  • Logo/Marketing Use: Remove clauses allowing the vendor to use your logo or data. Again, only add back at the end if it comes with a significant price decrease.
  • Exit Strategy: Ensure you can export your data if you leave and have easy well defined ways to end the contract. Ideally, remove any auto-renewal language.

3. Building Leverage Creating leverage means introducing competition and staying in control:

  • Pilot Programs: Negotiate extended trials to test the tool before committing.
  • Competitive Quotes: Always compare quotes, especially from aggressive new startups.
  • Bundle Deals: When possible, combine services from the same vendor for volume discounts. Many large companies have multiple contracts with the same vendor. Combining them can save a lot of money.
  • Talk to the boss: Negotiate with senior sales reps or decision-makers. If the head of sales or CEO isn't deciding your deal, you haven't reached the highest possible discount. To get to this level, you typically have to say "no" a lot to the sales rep or let the deal drag on or appear lost to the vendor.
  • Be slow to reply: Make it a habit to never take live meetings, phone calls or texts from the sales rep. Force all communication to be over email and then be slow reply. This frustates sales reps as they prefer to talk live to "get a feel" for the deal and eek out more understanding of where they stand. When you do reply always try to include an ask so they have homework to do on your behalf.

My SaaS Negotiation Playbook

Here’s the approach I use —and you can adapt it, too:

  1. Adopt the "Software Costs $0" Mindset: Vendors depend on recurring revenue. So, they'll often bend to keep your business. Always assume the first price is inflated. These days, the 'hard' costs to run most software are basically zero. AI software is an exception to this but you can assume the lowest token rates or offer to use your own AI API key. This removes the cost but gives you more direct control over AI usage.
  2. Ask for More: Always ask for additional discounts, upgrades, or extended trials. Even if they say no, you’ve lost nothing.
  3. Create Competition: Let vendors know you’re considering alternatives. Ask, “What can you offer that [Competitor] can’t?”. ALWAYS get at least one other quote or bid for any vendor project.
  4. Anchor Low: Start negotiations with a bold but reasonable offer. Ask for a discount or state the price that will close the deal. This gives the sales team the ability to say "Yes."
  5. Find Your Leverage: If you're a fast-growing startup or a "logo" customer, you can be valuable to the vendor. This can increase your partnership's value. If you can sign the deal quickly, the end of the month or quarter is a good time to ask for an extra discount.

Toolbox Demo

Here's a quick Loom I recorded showing one way in which I do quick comparative vendor searches. I also include the steps I take using ChatGPT to dive deep into contracts.

Click HERE for my ChatGPT Contract Prompt

Click HERE for a quick Loom demo

Closing Thoughts

Next time you negotiate, think of it as designing a system. Every clause you challenge, quote you compare, and question you ask builds leverage. Contracts are more than agreements. They're a chance to create flexibility, protect growth, and keep costs predictable.

Was this helpful? Hit reply and let me know other tips you've used or if you have suggestions for additonal topics like this.

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-kevin
https://kevinhenrikson.com/

Travel Like a Pro in 2025: Secrets from My Personal Stack

Founder Mode - Travel Stack

First, a quick note: Sorry about the delay this week. I upgraded Kit to paid and fixed some of my DNS settings—DMARC, DKIM, and SPF for the email nerds. Now, we have a verified sender domain. Kit then restricted my account for a few days, but we sorted that out, so we're back.

I got great feedback from folks who replied to the welcome email—many different ideas and topics to work on. I want to spend the first ~15 emails going through various "stacks." Things I use and things I do, and in turn, hope that spurs conversations. Feel free to reply and make requests. Please tell me if you like it, you hate it, or if you have a suggestion of what I should write about next.

On Tuesday, I'm going to discuss vendor negotiation. Several people I have worked with have suggested that I do so. I love negotiating, particularly with vendors. :)

Steve Jobs, Warren Buffett, and Paul Graham won by "getting on the plane." Jobs flew to Corning's CEO to revive Gorilla Glass. It was a pivotal moment in the iPhone's history. Buffett insists on meeting people in person to assess their character. He believes face-to-face interactions are essential for building trust. Paul Graham urged founders to immerse themselves in Silicon Valley. He believed that being close to the action speeds up learning and growth. The lesson? In-person interactions build trust and spark innovation. They often achieve results that virtual meetings can't. Traveling to new places accelerates your perspective. Get out in the world and see new places, things, and people.

Hence, we're kicking off today's email with my "Travel Stack." I travel a lot, and these essentials help me stay organized, healthy, and stress-free while on the go.

  • TripIt: A comprehensive app for organizing travel itineraries. Imports details via email or PDFs.
  • Flighty: A real-time flight-tracking app with a clean interface and faster-than-airline updates. Pulls the trip data from TripIt.
  • PackPoint: A packing app. It pulls weather and trip duration. You pick activities. Optionally pulls next destination from TripIt.
  • TimeShifter: Optimizes sleep schedules to adjust to new time zones. Game changer.
  • Ozlo: Noise-canceling earbuds pair with an app to block out travel or hotel noise. Try them for $22/mo.
  • WAOAW Sleep Mask: My favorite sleep mask blocks out the light on flights or at hotels.
  • Mozi: A social app designed for close friends and in-real-life meetups.
  • United: Airline app but for me based in SFO & LAS it's non-stop to most places.
  • Marriott: Good range of hotel and reliable benefits during stays as you get status.
  • ExpressVPN: Solves airplane & hotel WiFi access by bypassing restrictions. It's also safer way to use semi-public networks.
  • US Mobile: It's easy to share data plans. A ton of options for international travel. With iPhone, just add a 2nd eSim, so you can now have BOTH Verizon + AT&T/T-Mobile on the same device. Much better coverage where one carrier may have a dead zone.
  • Uber: Rides when and where you need it.
  • Turo: Rental cars brought to you. Great for small airports or when you need a specific car or flexibility.
  • Global Entry + TSA Pre + APEC Card: Simplifies TSA, Intl travel and customs in the U.S. + Asia. They have an iOS app many folks don't know about.
  • CLEAR: Pass security for faster processing at some of the busy U.S. airports.
  • Whoop: Tracks sleep, activity, and recovery metrics to optimize health.
  • Oura: It tracks sleep, activity, and recovery. It provides insights on workout readiness and travel impact.
  • Athena: Highly trained remote executive partner to manage travel plans, calendars, and workflows. Also allows you to keep your life and business running when you are on the go.
  • Audible: Audiobook leader. Long flights, train rides, or road trips. It's the perfect way to catch up on the latest books.
  • Spotify: My goto for podcast and music.

Typical travel starts with TripIt. It consolidates all my itineraries in one place. Flighty syncs for real-time flight updates. The night before, I used PackPoint to check my packing list. It ensures I have everything I need for the weather and activities at my destination. TimeShifter helps me optimize my sleep if I go to new time zones. Ozlo and the sleep mask ensure uninterrupted rest on a plane and at a hotel.

CLEAR and TSA PreCheck speed up security. For international flights, use Global Entry to clear customs at the airport. I use ExpressVPN for reliable access to airplane WiFi to finish work or catch up on emails. Upon landing, I use on Uber or Turo to get where I need to go. Mozi helps alert me for IRL connections if I'm meeting friends or colleagues.

Whoop and Oura track my activity and recovery. I use both with an Apple Watch, but I will discuss that in the health stack. They help me watch my health, especially after a long flight or busy schedule. My Athena assistant keeps my calendar and travel plans synced. She flags any conflicts or delays before I notice them. If I have slack time, Audible or Spotify are the perfect escape.

The travel stack is more than convenience. It's my system for staying focused, productive, and healthy while on the move. From when I pack to when I return home, these tools make travel less stressful. If you want to get the most from your trip, try adding a few of these to your routine. Their impact might surprise you.

Do you use any other travel gadgets or apps? Hit reply and let me know.

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-kevin

Welcome to Founder Mode: Why I Started This

Why I started Founder Mode.

Ever feel like there’s too much to say and not enough time to say it?Ever feel like there’s too much to say and not enough time to say it?

I started Founder Mode for three reasons:

  1. I want a creative outlet to share my ideas and thoughts.
  2. I want to get better at writing and thinking.
  3. I want to connect more with friends, coworkers, and entrepreneurs.

This newsletter is about building. This newsletter is about taking action.

Be it startups, systems, or better versions of ourselves. ​ ​

What to Expect

I’ll write about what I’m learning and thinking:

  1. Health: Although I've sometimes neglected my health, it's now a top priority.
  2. Curiosity: I'm exploring AI, crypto, and creator tools.
  3. Productivity: Systems that help me focus, stay balanced, and be increasingly effective.
  4. Startups: Growing businesses from 0 to scale, leading teams, and making tough decisions.

My goal is to make this valuable—for you and me.

I’ll send you a short, actionable email every Tuesday and Thursday.

Each email should be quick—5 minutes or less.

I'll include some resources and links if you want to go deeper.

To kick things off, two quick asks:

  1. Reply hi” to this email to help keep it from going to spam. I’d also love to know why you signed up and what you hope to learn!
  2. Check: If you find this email in your Spam or Promotions folder, drag it to your Primary tab.

Catch up on past emails here: https://foundermode.kit.com/

Please do me a favor. If you got this far, forward this email to a friend.

If you got this forwarded to you, please subscribe: https://foundermode.kit.com/