Jonathan Jamil, founder and CEO of Springboard, shares his story of growing up in a two-bedroom apartment with six family members, building a business powered by stay-at-home moms, and raising two daughters while redefining what success means.

In this episode, Jonathan opens up about his entrepreneurial journey, the lessons he has carried from his upbringing, and the realities of being a dad and founder at the same time. We discussed:

• Why work-life balance doesn’t exist: Jonathan explains why he believes balance is a myth, and instead focuses on being fully present
• Redefining success as a father and founder: He shares how his definition of success shifted from chasing cars and houses to prioritizing comfort, family health, and presence.
• Breaking generational patterns with love: From hugs to family vacations, Jonathan reflects on how intentional affection and kindness help him parent differently than he was raised.
• Partnership and parenting: He talks about how he and his wife share the load, why he ignores outdated cultural norms around gender roles in parenting, and the promise he kept to support her becoming a stay-at-home mom.
• Why nice guys don’t finish last: Jonathan describes how leading with empathy and kindness has shaped Springboard’s culture, strengthened client trust, and fueled growth.

Where to find Jonathan Jamil

• LinkedIn: https://www.linkedin.com/in/jjthatcxguy/ 
• Springboard: https://www.springboardhq.com/ 
• Instagram: https://www.instagram.com/thejonathanjamil/ 
• X: https://x.com/jjthatcxguy
  
  

Where to find Adam Fishman

• FishmanAF Newsletter: www.FishmanAFNewsletter.com 
• LinkedIn: https://www.linkedin.com/in/adamjfishman/ 
• Instagram: https://ww.instagram.com/startupdadpod/ 

In this episode, we cover:

(00:00) Welcome Jonathan Jamil

(03:55) Starting Springboard and working with stay-at-home moms

(06:41) Why Springboard never posts job listings

(08:33) Building a business while raising a newborn

(10:19) Why work-life balance doesn’t exist

(13:27) Redefining success as a dad

(14:46) Why you can’t parent alone without community

(16:06) Advice to his younger self before becoming a dad

(18:23) Never stop dating your wife

(20:35) The power of vacation and taking breaks

(24:14) His simple fatherhood framework: Show up, listen, love

(26:22) Espresso-fueled speeding ticket during the colic phase

(28:54) Parenting disagreements: Screen time and sugar

(30:56) Tech boundaries and raising daughters in a digital world

(32:55) Using AI to plan family vacations

(34:39) Why “nice guys finish last” is a myth

(37:14) Lightning round: Parenting wins and toy assembly fails

Resources from this episode:

Jambys: https://www.jambys.com/

Disney Store: https://www.disneystore.com/toys-plush/toys/ 

Lime Green Bed Sheets: https://www.amazon.com/Lime-Green-Bedding/s?k=Lime+Green+Bedding

Cocomelon: https://www.youtube.com/channel/UCbCmjCuTUZos6Inko4u57UQ

Wreck-It Ralph: https://www.imdb.com/title/tt1772341/

Ratatouille: https://www.imdb.com/title/tt0382932/

Home Alone: https://www.imdb.com/title/tt0099785/
The Santa Clause: https://www.imdb.com/title/tt0111070/

Play-Doh: https://shop.hasbro.com/en-ca/play-doh

Toyota Sienna: https://www.toyota.com/sienna/

Siqi Chen’s Episode: https://www.youtube.com/watch?v=I2Nm5Mkj0s0

Cape May: https://www.capemay.com/

Ocean City: https://www.ocnj.us/

Rehoboth Beach: https://www.rehobothbeachde.gov/

Disney World: https://disneyworld.disney.go.com/

UPPAbaby: https://uppababy.com/

Boppy: https://www.boppy.com/

Jamby’s: https://www.jambys.com/

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