Arjun built a $100M startup by helping other founders incorporate and start their own. Along the way he went through Y Combinator and built an audience of over 80,000 people on X and LinkedIn.

📚 1,800 Pitch Decks (Free) → deck-database.carrd.co

Follow Arjun’s journey:

🐦 X → x.com/ArjunMahadevan

💼 LinkedIn → linkedin.com/in/mahadevanarjun

🚀 Startup → doola.com

Follow us:

🔔 Subscribe →youtube.com/@callmehouck?sub_confirmation=1

📝 Newsletter → join.foundingjourney.com

📈 Founder Membership → upgrade.foundingjourney.com

💼 LinkedIn → linkedin.com/in/michael-houck

In this conversation we discuss:

Founder Mode

• (00:00) — Intro
• (04:09) — Fundraising skills applications to life
• (05:07) — Creating a founder brand
• (06:35) — How Arjun is thinking about AI
• (12:07) — Advice to a first-time founder
• (24:31) — What Arjun took from working at Dropbox
• (26:35) — Dealing with failure as a 1st-time founder

Fundraising

• (01:13) — How to raise $1M in 2 minutes
• (14:45) — Going through OnDeck & Y Combinator
• (17:59) — doola’s value prop
• (21:03) — doola’s pivot during YC batch

Startup Strategy & Operations

• (08:01) — Why doola niched down to E-commerce
• (10:21) — Why data isn’t as actionable as we think
• (30:25) — Importance of asymmetric upside
• (44:08) — How to know when to build vs. partner with external vendors
• (46:36) — Incorporation
• (50:38) — Importance of bookkeeping

Growth

• (32:38) — The content funnel
• (35:25) — Creating content for systems
• (37:45) — Content platforms to be excited about
• (41:09) — Why any problem can be solved by talking to customers

Rapid Fire

• (53:23) — Who is one investor you’d recommend?
• (53:44) — One thing you’d change about startups?
• (54:29) — Advice for first-time founders?
• (55:33) — Something you believe that most disagree with?

Stella has worked in startups her entire career. She started previous companies and even got the opportunity to join Trello as an early employee. She scaled with the company all the way through it’s acquisition by Atlassian. She then founded Hoop and raised $5M to solve productivity.

📚 1,800 Pitch Decks (Free) → deck-database.carrd.co

Follow Stella’s journey:

🐦 X → x.com/startupstella💼 LinkedIn → linkedin.com/in/stellagarber🚀 Startup → hoop.app

Follow us:🔔 Subscribe → youtube.com/@foundingjourney?sub_confirmation=1📝 Newsletter → join.foundingjourney.com📈 Founder Membership → upgrade.foundingjourney.com💼 LinkedIn → linkedin.com/in/michael-houck

In this conversation we discuss:

Trello Journey & Early Growth

• (00:00) — Intro
• (01:48) — How Stella became an early Trello team member
• (03:27) — Marketing changes during Trello’s growth
• (07:28) — Trello’s marketing success & applications to Hoop

Marketing & Product Growth

• (11:07) — Marketing from a user-centric lens
• (12:45) — Unique approach to organic growth
• (14:06) — AI’s impact on product growth
• (15:55) — Product taste

Pivoting

• (17:27) — The future of productivity & Hoop
• (21:32) — Pivoting after ChatGPT’s launch
• (24:51) — The conflicting pivot advice
• (26:15) — When to know you need to pivot

Startups & Launch Tips

• (29:14) — Transitioning from founder to an early team member
• (32:38) — Successful Product Hunt launch tips

Remote Work & Team Dynamics

• (37:11) — Remote work & 4-day work week
• (42:08) — Asynchronous remote work
• (44:41) — “Burstiness”
• (47:41) — How to create a successful remote team

Rapid Fire

• (52:51) — Who is one investor you’d recommend?
• (53:28) — One thing you’d change about startups?
• (55:55) — Advice for first-time founders?
• (56:34) — Something you believe that most disagree with?

Sahil Chopra left his medical practice after being trained at Harvard and UCLA to become a startup founder. Now, he's solving the silent sleep epidemic alongside his brother.

📚 1,800 Pitch Decks (Free) → deck-database.carrd.co

Follow Sahil’s journey: 💼 LinkedIn → linkedin.com/in/sahilchopramd 🚀 Startup → empowersleep.com

Follow us: 🔔 Subscribe → youtube.com/@callmehouck?sub_confirmation=1 📝 Newsletter → join.foundingjourney.com 📈 Founder Membership → upgrade.foundingjourney.com 💼 LinkedIn → linkedin.com/in/michael-houck

In this conversation we discuss:

Founder Mode

(00:00) — Intro (01:12) — Becoming a doctor before a founder (02:46) — Convincing his brother to start a company with him (05:08) — Starting a company with your brother (06:52) — Working alongside a complementary co-founder (08:20) — Transitioning to his brother becoming CEO (10:57) — The fundraising process (13:15) — Transitioning from fundraising to building (14:36) — Hiring good people early on (37:37) — Having the right founder mindset (39:03) — Staying even-keeled as a founder (41:17) — Solving your own problems (42:27) — Why sleep is a venture-scale opportunity (43:31) — Importance of a frictionless user experience

Health & Sleep (16:46) — Why sleep is so important (18:33) — How much sleep people should get (19:10) — Why people don't prioritize sleep (20:59) — How many people are sleep deficient (23:51) — Sahil diagnoses Michael Houck (32:55) — Defining sleep opportunity vs. sleep (30:48) — The Empower Sleep vision (33:44) — Drive to conquer sleep (35:41) — How broken the healthcare system is

Rapid Fire (46:01) — Who is one investor you’d recommend? (47:21) — One thing you'd change about startups? (48:30) — Advice for first-time founders? (48:45) — Something you believe that most disagree with?

Adam Nathan raised $45M at a $150M valuation for his startup, Almanac. But then he realized he needed to pivot… and he pulled it off. He's now on track to go from 0 - $10M in revenue in just 15 months with the pivoted company, Blaze.ai

📚 1,800 Pitch Decks (Free) → deck-database.carrd.co

Follow Adam’s journey:
🐦 X → x.com/adampnathan
💼 LinkedIn → linkedin.com/in/adampnathan
🚀 Startup → blaze.ai

Follow us:
🔔 Subscribe → youtube.com/@foundingjourney?sub_confirmation=1
📝 Newsletter → join.foundingjourney.com
📈 Founder Membership → upgrade.foundingjourney.com
💼 LinkedIn → linkedin.com/in/michael-houck

In this conversation we discuss:

Intro & Background

• (00:00) — Intro
• (01:11) — Shutting down Almanac
• (04:24) — Starting Blaze

Founder Mode

• (16:54) — Prioritization during hyper growth
• (24:32) — Knowing when to delegate
• (30:02) — Not being the "idea guy"
• (33:48) — Second mover advantage
• (42:28) — Intentional branding
• (49:34) — Overbuilding product features
• (55:53) — How fundraising changes a business

Rapid Fire

• (1:03:41) — Who is one investor you’d recommend?
• (1:04:25) — One thing you'd change about startups?
• (1:04:45) — Advice for first-time founders?
• (1:05:20) — Something you believe that most disagree with?

This is how Luke got a $100,000 investment to drop out of college and turned it into a $27 million startup. He breaks down how to identify and build your own vertical SaaS business too.

📚 1,800 Pitch Decks (Free) → deck-database.carrd.co

Follow Luke’s journey:
🐦 X → x.com/lukesophinos
💼 LinkedIn → linkedin.com/in/lukesophinos
🚀 Startup → coursekey.com

📝 Newsletter → newsletter.lukesophinos.com
📔 Vertical SaaS Bible → verticalsaasbible.com

Follow us:
🔔 Subscribe → youtube.com/@foundingjourney?sub_confirmation=1
📝 Newsletter → join.foundingjourney.com
📈 Founder Membership → upgrade.foundingjourney.com
💼 LinkedIn → linkedin.com/in/michael-houck

In this conversation we discuss:

Founder Mode

(00:00) — Intro
(01:18) — Luke's first business

(03:32) — Joining a VC firm in college

(06:33) — Becoming a Thiel Fellow

(11:26) — Dropping out of college & going all in

(15:33) — Why traditional education is broken

(18:04) — Why founders should target boring industries

(19:53) — Building trust

(21:04) — When to pivot

Vertical SaaS

(22:46) — Differences between vertical & horizontal SaaS

(23:53) — Why vertical SaaS has better opportunities going forward

(26:53) — What makes for a venture-scale vertical SaaS product

(32:38) — Why vertical SaaS is criticized for not being venture scale

(34:30) — AI's impact on vertical software

(37:37) — Why Luke is sharing the vertical SaaS playbook

(39:00) — The vertical SaaS bible

(39:53) — Where to start building vertical SaaS businesses

(41:53) — Raising venture funding & debt financing

Rapid Fire

(44:50) — Who is one investor you’d recommend?

(45:08) — One thing you'd change about startups?

(45:38) — Advice for first-time founders?

(46:00) — Something you believe that most disagree with?

Aleksandr helped one person hire an engineer. A few years later, it's turned into a $16 million, largely bootstrapped business.

📚 1,800 Pitch Decks (Free) → deck-database.carrd.co

Follow Aleksandr’s journey:
🐦 X → x.com/volodarik
💼 LinkedIn → linkedin.com/in/volodarik
🚀 Startup → lemon.io

Follow us:
🔔 Subscribe → youtube.com/@callmehouck?sub_confirmation=1
📝 Newsletter → join.foundingjourney.com
📈 Founder Membership → upgrade.foundingjourney.com
💼 LinkedIn → linkedin.com/in/michael-houck

In this conversation we discuss:

Founder Mode

• (00:00) — Intro
• (01:07) — Lemon.io founding story
• (04:15) — How Aleksandr knew Lemon.io was a big opportunity
• (06:15) — Lemon.io's differentiator
• (07:49) — Why founders miss opportunities right in front of them
• (42:00) — Aleksandr’s first 2 businesses

Rebranding & Growth

• (09:49) — Intentional rebranding efforts
• (14:42) — Tactically executing a rebrand
• (16:25) — Building in public in 2025
• (18:48) — 2025 social media plan
• (22:19) — Building in public's impact early on
• (23:58) — Using Quora as a growth channel
• (24:22) — 2025's growth channel opportunity
• (26:34) — Utilizing the podcast growth channel
• (31:06) — Going all in with early-stage advertising

Hiring

• (34:31) — Making first sales hire
• (43:50) — The benefit of paid work trials
• (46:11) — What founders should evaluate when hiring
• (47:06) — How non-technical founders can evaluate technical talent
• (48:50) — Laying off employees while growing

Investment

• (35:54) — The wrong way to take on venture investment
• (39:38) — Buying out existing investors
• (40:07) — Why there’s no need to raise more for Lemon.io

Rapid Fire

• (52:58) — Who is one investor you’d recommend?
• (53:58) — One thing you'd change about startups?
• (54:41) — Advice for first-time founders?
• (55:36) — Something you believe that most disagree with?

Pujun Bhatnagar dropped out of Stanford, Harved, and MIT to build startups. He decided to build in an unsexy industry and it worked. He doubled Kintsugi’s valuation to $75M in 3 months.

📚 1,800 Pitch Decks (Free) → deck-database.carrd.co

Follow Pujun’s journey:
🐦 X → x.com/pujun_ai
💼 LinkedIn → linkedin.com/in/pujun
🚀 Startup → trykintsugi.com

Follow us:
🔔 Subscribe → youtube.com/@callmehouck?sub_confirmation=1
📝 Newsletter → join.foundingjourney.com
📈 Founder Membership → upgrade.foundingjourney.com
💼 LinkedIn → linkedin.com/in/michael-houck

In this conversation we discuss:

Kintsugi

• (00:00) — Intro
• (00:57) — What Kintsugi does & why it's successful
• (14:22) — What Kintsugi means

Founder Mode

• (03:15) — Why Pujun did an "unsexy" business
• (09:40) — AM frequency vs. Pujun's FM frequency
• (12:29) — What happens to ambition when success comes
• (26:20) — Pujun's mindset shifts over time
• (32:20) — Pujun's toughest situation with co-founders
• (59:10) — Dropping out of academia 3x
• (1:07:20) — What Pujun does when not performing at his best
• (1:10:00) — Pujun's spices

AI & Technology

• (05:36) — What problems AI can solve
• (19:44) — Successfully building AI PLG
• (21:44) — The future of AI models
• (51:14) — Differences between the ML & LLM gold rush
• (54:46) — How to identify AI snake oil

Growth & Strategy

• (17:06) — Focusing on building good software
• (24:31) — Tradeoffs that come with scale
• (34:51) — Having conviction & discipline
• (36:11) — Who Pujun & Kintsugi looks for in teammates
• (38:09) — Doubling valuation in 3 months time
• (42:04) — Optimizing for minimal dilution
• (43:53) — Ruthless prioritization when scaling

Rapid Fire

• (1:12:09) — Who is one investor you’d recommend?
• (1:13:33) — One thing you'd change about startups?
• (1:16:22) — Advice for first-time founders?
• (1:16:55) — Something you believe that most disagree with?

This is how Tibo Louis-Lucas built a new startup every month... until one took off and turned into a $10 million exit.

📚 1,800 Pitch Decks (Free) → https://deck-database.carrd.co

Follow Tibo's journey:
🐦 X → x.com/tibo_maker
🚀 Website → tmaker.io

Follow us:
🔔 Subscribe → youtube.com/@foundingjourney?sub_confirmation=1
📝 Newsletter → join.foundingjourney.com
📈 Founder Membership → upgrade.foundingjourney.com
💼 LinkedIn → linkedin.com/in/michael-houck

In this conversation we chat about:

Founder Mode

• (00:00) — Intro
• (01:24) — Being a venture-backed founder
• (02:41) — Learnings from early business failures
• (24:00) — Identifying scalable business opportunities
• (33:20) — Goal of getting 5 companies to $100k MRR in 3 years
• (41:35) — How to unlock different versions of yourself
• (43:02) — Identifying opportunities while building multiple companies

Growth & Scaling

• (05:14) — The advantage of quickly shipping
• (08:36) — Pros and cons of building in public
• (10:28) — Alternatives to building in public
• (11:24) — The moats that exist today
• (15:31) — Utilizing micro-influencers for growth
• (37:56) — Keeping 2-person companies at scale
• (39:18) — Working alongside a complementary co-founder

Product & Acquisition Strategy

• (12:55) — Platform risk
• (18:32) — How founders can learn to kill products
• (20:35) — Outsourcing to external developers
• (21:57) — Buying small products
• (25:26) — Deciding how much to invest into micro-acquisitions
• (27:47) — Buying & selling assets rather than companies
• (30:42) — Buying a tool to compete with the newsletter giants
• (36:46) — AI’s unique software enablement
• (44:08) — Deciding when and how to sell your company
• (48:10) — How to decide how and whom to sell your company to

Advice & Insights

• (49:04) — Founder Tips for Negotiating Deals
• (49:57) — Bootstrapping vs. raising VC
• (52:08) — The future of SaaS
• (55:58) — Taking a job after being a founder
• (58:21) — Founders don’t know when they need to quit

Rapid Fire

• (59:18) — Who is one investor you’d recommend?
• (59:46) — One thing you'd change about startups?
• (1:00:20) — Advice for first-time founders?
• (1:00:51) — Something you believe that most disagree with?