Originally from New Jersey, Jake earned a B.A. in Economics (with a minor in Computer Science) from Vanderbilt University.

As COVID-19 shut the world down and his work environment changed, he saved up a six-month nest egg to go all-in on his startup, Pepper—a social-cooking app he co-founded with childhood friend in September 2021.

What began as a group-chat experiment sharing homemade meals has grown into a community of over 1 million home cooks worldwide, with Pepper featured on Fox’s Food Stars and At 27 years old, Jake was named to Forbes 30 Under 30.

He’s on a mission to improve cooking experiences by bringing social media–style engagement to real-world food sharing.

Jake is only 28 years old.

Contact info:

Website: https://www.peppertheapp.com/

Linkedin: https://www.linkedin.com/in/jakearonskind/

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Do you ever finish an interview and still wonder, “Should I hire them?”

I’ve been confident one moment, second-guessing the next.

In this episode, I walk through the 5-step process we now follow at To-Do Dudes to confidently choose the right team members. Starting from application and going all the way through their first week on the job.

You’ll learn:

• How to evaluate candidates before the interview starts
• Our exact 4-part interview structure
• Red flags to catch early
• What we watch for between interview and day one
• How training performance reveals everything

This process has helped us avoid costly mistakes and build a team that fits and stays.

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In this episode, I walk through the real-world framework I use to build and launch internal systems from scratch.

We’re covering:

• Defining the actual goal (and not doing too much at once)
• Creating without scope creep
• Testing before delegating
• How to document clearly
• Why delegation ≠ abdication

If you're building anything that involves people, process, or automation, this will save you time, energy, and a lot of rework.

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