How I Started: Lessons from Entrepreneurs to the Next Generation

Connor Boyack

Booking Overview

How I Started is a founder-led podcast that surfaces real lessons from entrepreneurs—especially those who began young—on building businesses, navigating pivots, and learning through experience. It’s valuable for booking speakers who can teach practical growth and leadership takeaways from their startup journey.

Metrics

Episodes: 10, Frequency: Irregular, Rating: 4.9/5.0
Estimated listeners: 1k-10k, Gender skew: Male, Location: USA
Instagram: 20.0k followers
30s Ad: 31 - 37, 60s Ad: 36 - 42, CPM Category: Business

Contact Information

Contact Form

Contact form available - Official Form

Description

Host

Connor Boyack - Host of How I Started, Connor Boyack interviews founders and young entrepreneurs about building businesses from the ground up. The show focuses on the lessons, pivots, mentorship, and behind-the-sc...

Categories

Booking Intelligence

Booking Requirements

medium
Typical Credentials:  
Founder/operator track record; notable startup or entrepreneurial achievement; for some episodes, high-recognition public figures or professionals who can translate early-career lessons into startup guidance; occasionally teen/young founders from Kids Markets initiatives.
Required Achievements:  
Founder of a well-known company or platform, Published author/recognized educator in business, Significant career leadership roles (e.g., C-suite/executive-level or influential analyst background) that connect to long-term growth lessons, Documented early entrepreneurship (including youth ventures)

Recent Guest Discussions

Mike Tannenbaum - Career Development Through Early Unglamorous Roles; Building Trust/value; Relationship-building; Process-focused Resilience Russell Brunson - Early Entrepreneurial Sparks; Learning By Observation; Reverse-engineering Success; Funnel/offer Mindset; Avoiding Entrepreneurial Traps

Recent Topics

Entrepreneurship, Startups, Founder, Business Building, Mentorship, Personal Growth, Leadership, Innovation, Career Development, Youth Entrepreneurship

Episodes

Here's the recent few episodes on
How I Started: Lessons from Entrepreneurs to the Next Generation
:

How Christina Tosi Started and Grew Milk Bar

May 20, 2026

Building something meaningful often begins with a small win, a lot of doubt, and the decision to keep going anyway. In this episode, Connor Boyack sits down with Christina Tosi, founder of Milk Bar and bestselling cookbook author, to talk honestly about how her love for baking slowly turned into a real business. Christina shares the early moments that shaped her confidence, the lessons she learned working for others before betting on herself, and the hard decisions that helped Milk Bar stand ...

Turning Passion and Perseverance into Profits: The Vintage Violet

May 13, 2026

Kenzleigh Reed-Wynn goes into depth about her journey with her small business, The Vintage Violet. Kenzleigh shares the heart and story behind her unique offerings, including build-your-own bouquets, homemade sugar scrubs, and simmer pots. Her challenges, accomplishments, and stories from the markets make for an excellent listen for entrepreneurs of all ages. Guest Links:https://www.instagram.com/kenz.thevintageviolet/Key topics:Selling make your own bouquets Turning personal restrictions int...

The Career Journey of Mike Tannenbaum, Former NFL General Manager

May 06, 2026

Most people only see the highlight reel but every lasting career is built in the quiet, unseen moments. In this episode of How It Started, Connor Boyack speaks with Mike Tannenbaum, former NFL General Manager, ESPN analyst, and founder of The 33rd Team, about the long road behind his career in professional sports. Mike shares how working for free, saying yes to unglamorous roles, and focusing on service shaped his path from intern to executive. They talk about building trust, creating value i...

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