Just Go Grind

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Justin Gordon
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Entrepreneurship Business
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2.5K - 4.2K listeners Neutral 4.9 rating 169 reviews 361 episodes USA
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Tactics, strategies, and stories of world-class founders and investors. Hosted by Justin Gordon.

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Recent Hosts, Guests & Topics

Here's a quick summary of the last 4 episodes on Just Go Grind.

Hosts

Justin Gordon

Previous Guests

Dave Fontenot
Dave Fontenot is the Founder of HF0, a unique residency program designed for repeat founders. Under his leadership, HF0 provides a supportive environment where teams can focus on building their companies without distractions. The program is hosted in a 20,000-square-foot mansion in San Francisco, where participants receive healthy meals and comprehensive support. Fontenot has a background in entrepreneurship and has been instrumental in guiding startups to achieve significant revenue milestones, with many teams reaching $2M-$3M in annual recurring revenue by demo day.
David Daneshgar
David Daneshgar is the Co-Founder and CEO of Whippy, a startup that has achieved over $4 million in annual revenue. Before his entrepreneurial journey, David was a professional poker player and notably won the World Series of Poker. He transitioned from poker to business school, which laid the foundation for his career in startups. David also played a significant role in the early days of BloomNation, where he contributed to its growth and success. His expertise in sales and growth strategies has been instrumental in Whippy's development and direction, particularly in navigating challenges and leveraging opportunities in the tech landscape.
Tim Huelskamp
Tim Huelskamp is the Co-Founder and CEO of 1440, a newsletter that has grown to over 4.5 million subscribers and generates more than $20 million in annual revenue. He has a background in entrepreneurship and media, focusing on building engaging content and understanding product market fit. Tim has been instrumental in the growth and monetization strategies of 1440, leveraging user feedback and innovative advertising approaches to scale the business.
Shawn Sheikh
Shawn Sheikh is the Co-Founder and Managing Partner of Adly, a company focused on building, acquiring, and investing in startups. He has a background in entrepreneurship, having started companies like Solve and PivotCMO, which were both successfully acquired. Shawn has experience in raising capital and has a keen eye for identifying promising deals in the startup ecosystem.

Topics Discussed

HF0 founders residency San Francisco ARR startup support business scaling Whippy David Daneshgar bootstrapped startup revenue poker BloomNation sales growth strategy product development AI newsletter 1440 Tim Huelskamp business growth product market fit user feedback monetization advertising media company Y Combinator Adly investment acquisition entrepreneurship cash flow deal flow startups
Episodes

Here's the recent few episodes on Just Go Grind.

0:00 1:21:35

How HF0s Dave Fontenot Helps Founders Birth Their Lifes Work (Just Go Grind, Episode #357)

Hosts
Justin Gordon
Guests
Dave Fontenot
Keywords
HF0 founders residency San Francisco ARR startup support business scaling

Episode 357: Justin Gordon interviews Dave Fontenot, Founder of HF0, the residency for repeat founders. AtHF0, 10 teams live in a 20,000-square-foot mansion in San Francisco for 12 weeks to build their life's work. During the residency, everything is taken care of for them, healthy meals are provided daily, and founders can focus solely on building their company. The quality of these founders is awe-inspiring, with many teams reaching $2M-$3M in ARR by demo day.

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This episode is brought to you byRho.With Rho, founders get:

  • A single pane of glass they can use to run and scale their business from Day 1: Bank account, corporate cards to start running and expense management, bill pay automation, and accounting to help you move fast as you scale.
  • Rho is trusted by thousands of companies ranging from two-person YC companies to brands like Perplexity, Cal.com, Splitwise and more.
  • Thebig thing with Rho:Every customer has a "person" at Rho. 24/7 customer support - phone, text, email- we will be there at every criticalmilestone in your startup's journey.

To learn why startups choose Rho, visitwww.rho.co today.

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Show Notes:

00:00 Whats coming in the episode

1:22 Introduction

2:49 What is HF0?

6:00 Daves background

9:57 Daves vision

15:12 Early days of HF0

19:35 From MHacks to HF0

24:53 First ever concept of HF0

27:46 Second batch

32:58 Daves take on inner work

37:23 From New York to San Francisco

40:05 Funding HF0

48:29 Putting the teams together

1:05:40 The success of HF0

1:10:23 On the lookout for a GP

1:11:57 Daves hypothesis on why HF0 worked

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Connect with Justin:

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What Justin is working on:

0:00 59:10

$0 to $4M: Inside the Bootstrapped Rise of Whippy with David Daneshgar (Just Go Grind, Episode #356)

Hosts
Justin Gordon
Guests
David Daneshgar
Keywords
Whippy David Daneshgar bootstrapped startup revenue poker BloomNation sales growth strategy product development AI

Episode 356: Justin Gordon interviews David Daneshgar, Co-Founder and CEO of Whippy, about how he went from pro poker player winning the World Series of Poker to startup founder doing more than $4M/year in revenue.

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This episode is brought to you by Rho. With Rho, founders get:

  • A single pane of glass they can use to run and scale their business from Day 1: Bank account, corporate cards to start running – and expense management, bill pay automation, and accounting to help you move fast as you scale.
  • Rho is trusted by thousands of companies ranging from two-person YC companies to brands like Perplexity, Cal.com, Splitwise and more.
  • The big thing with Rho: Every customer has a "person" at Rho. 24/7 customer support - phone, text, email - we will be there at every critical milestone in your startup's journey.

To learn why startups choose Rho, visit www.rho.co today.

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Show Notes:

00:00 What’s coming in the episode…

1:21 Introduction

2:15 The present state of Whippy

3:18 David’s background

6:26 From poker to business school

8:34 Early days of BloomNation

11:45 What makes David a good salesman?

13:12 Events as a growth strategy

15:49 Growing BloomNation

18:06 Starting Whippy

25:21 The start of Whippy’s revenue

27:35 Product development at Whippy

33:14 The first million in revenue

34:54 Where is Whippy going

41:37 David on hiring

43:44 The distributed team at Whippy

46:39 Next big challenges

50:05 David as a founder

54:03 Keeping Whippy on top of the AI world

57:09 Who is Whippy for?

58:42 How to contact David

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Connect with Justin: 

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What Justin is working on: 

0:00 58:52

How he built a $20M/year newsletter with Tim Huelskamp of 1440 (Just Go Grind, Episode #355)

Hosts
Justin Gordon
Guests
Tim Huelskamp
Keywords
newsletter 1440 Tim Huelskamp business growth product market fit user feedback monetization advertising AI media company

Episode 355: Justin Gordon interviews Tim Huelskamp, Co-Founder and CEO of 1440, about how he built 1440 into a $20M+/year business and a newsletter with more than 4.5 million subscribers. 

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This episode is brought to you by Rho. With Rho, founders get:

  • A single pane of glass they can use to run and scale their business from Day 1: Bank account, corporate cards to start running – and expense management, bill pay automation, and accounting to help you move fast as you scale.
  • Rho is trusted by thousands of companies ranging from two-person YC companies to brands like Perplexity, Cal.com, Splitwise and more.
  • The big thing with Rho: Every customer has a "person" at Rho. 24/7 customer support - phone, text, email - we will be there at every critical milestone in your startup's journey.

To learn why startups choose Rho, visit www.rho.co today.

---

This episode is also brought to you by TRIBE. TRIBE is a community for fast-growing early to mid-stage entrepreneurs. It includes facilitated peer groups of 6, retreats, guest speakers, book club, forums, and more. Qualifications: Entrepreneurs generally doing between $500k and $15 million per year in revenue. 

Apply to TRIBE today and save $300 off the yearly membership price when you mention Just Go Grind!

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Show Notes:

00:00 What’s coming in the episode…

1:18 Introduction

2:32 Where is 1440 now?

4:11 The story behind ‘Topics’

12:30 How did Tim know 1440 had product market fit?

15:07 How do they get user feedback

16:32 ‘Topics’ monetization

21:28 1440 vs AI

25:49 Founding 1440

27:27 Partnering with Co-Founder Andrew Steigerwald

31:09 The first year of experimentation

35:34 Tim’s investment in 1440

37:18 Start of advertising

39:00 Funding 1440

45:33 How much of revenue is reinvested in growth

49:36 The team at 1440

51:40 How does AI fit into 1440?

53:36 Where’s the opportunity for a new media company today?

58:20 Reach out to Tim Huelskamp

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Connect with Justin: 

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What Justin is working on: 

0:00 53:07

Shawn Sheikh: From Y Combinator Founder to Cash Flowing Empire (Just Go Grind, Episode #354)

Hosts
Justin Gordon
Guests
Shawn Sheikh
Keywords
Y Combinator Adly investment acquisition entrepreneurship cash flow deal flow startups

Episode 354: Justin Gordon interviews Shawn Sheikh, Co-Founder and Managing Partner of Adly, about how he builds, acquires, and invests in companies.

--

This episode is brought to you by Rho. With Rho, founders get:

  • A single pane of glass they can use to run and scale their business from Day 1: Bank account, corporate cards to start running – and expense management, bill pay automation, and accounting to help you move fast as you scale.
  • Rho is trusted by thousands of companies ranging from two-person YC companies to brands like Perplexity, Cal.com, Splitwise and more.
  • The big thing with Rho: Every customer has a "person" at Rho. 24/7 customer support - phone, text, email - we will be there at every critical milestone in your startup's journey.

To learn why startups choose Rho, visit www.rho.co today.

--

This episode is also brought to you by TRIBE. TRIBE is a community for fast growing early to mid-stage entrepreneurs. It includes facilitated peer groups of 6, retreats, guest speakers, book club, forums, and more. Qualifications: Entrepreneurs generally doing between $500k and $15 million per year in revenue. Apply to TRIBE today and save $300 off the yearly membership price when you mention Just Go Grind!

--

Show Notes: 

00:00 What’s coming in the episode…

01:14 Introduction

02:55 Shawn Sheikh’s background

04:45 Starting Solve

09:15 Starting PivotCMO

11:29 Meeting Adly’s co-founder, Fred Chiang

13:38 Selling PivotCMO

17:14 Moving on to company investment and acquisition

22:04 Raising capital

25:10 Shawn’s goals and motivations

27:26 Adly’s deal flow

29:30 What to look for in a deal

31:46 Red flags in a deal

34:21 Why is Adly winning the deals?

36:32 Next steps after the deal

38:45 Building Adly’s team

40:06 Shawn’s day to day at Adly

42:33 Adly’s portfolio companies

44:17 Adly’s purchase of Smodin AI

48:57 Shawn’s approach to starting something new

50:50 What’s next?

52:26 How to reach out to Shawn

 

Referenced: 

 

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What Justin is working on: 

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4.9 rating 169 reviews
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