Willing To Fail

Willing To Fail

By Peyton BennettSociety & CultureDocumentary
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Willing To Fail episodes

  • Bobby Brackins: multi-Platinum selling artist & songwriter

    Bobby Brackins is a hip-hop legend who's lived quite a crazy life. Here's what we talked about:

    0:00 Intro

    1:49 Childhood

    5:08 Putting music on Myspace

    6:15 First song on the radio

    7:08 Record labels calling

    11:15 Favorite moments

    12:49 Working with Ray J & Jeremih

    14:20 Pinch-me Moments

    17:30 Driving Motivation

    19:40 Songwriting process

    20:49 "Loyal" by Chris Brown

    21:51 "Saved" by Ty Dolla $ign

    23:10 Business of songwriting

    31:48 Bobby's plan going forward

    33:33 Singles or Albums?

    35:37 Bobby's songwriting process

    38:29 Making "My Birthday"

    44:20 Career Revival

    48 min
  • Luis Perez: The Spring King, NFL/UFL/XFL/USFL/AAF QB

    Luis Perez's football journey is like no one else's. He never played varsity football, but he's won a D-II National Championship, XFL Championship and is still pushing to get back to the NFL. Here's what we talked about:

    0:00 Into

    1:31 Childhood

    2:59 High School

    3:31 Bowling

    4:46 Football

    6:04 College Football at Southwestern

    13:06 Transferring

    17:38 Going Pro

    21:49 NFL

    22:35 AAF

    25:25 XFL

    28:51 USFL

    30:30 XFL returns

    33:59 UFL

    35:42 The Spring King

    40 min
  • Jared Veldheer: 12-year NFL vet, entrepreneur

    Jared Veldheer is one of a kind. He played 12 years in the NFL, was a lunch lady, invented his own skincare product , & created an online coaching collective called The Veldheer Lineman Vault.

    Here's his recap of his unique life journey:

    0:00 Intro

    1:24 Childhood

    4:15 High School

    7:43 College

    12:04 NFL Draft process

    15:25 Raiders

    22:15 Cardinals

    29:29 Jumping from team to team

    37:12 What makes him great

    41:33 What drives him now

    45:40 His social media/entrepreneur journey

    54:40 Super Bowl predictions haha

    1 hr 1 min
  • Jeff Garcia: former NFL QB

    I had no idea how crazy Jeff Garcia's life was before doing this interview. He's gone through more ups and downs than most humans could ever imagine. Here's what we talk about:

    0:00 Intro

    1:44 Upbringing

    4:38 Tragedy

    10:17 Childhood

    16:10 High School

    18:33 Junior College

    24:18 San Jose State

    34:23 CFL

    50:20 49ers

    1:08:04 Other NFL teams

    1:11:31 Tampa Bay

    1:12:57 End of NFL career


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    1 hr 23 min
  • Austin Ekeler: NFL RB, entrepreneur

    Austin Ekeler's life journey to the NFL is much crazier than you'd expect.

    Here's what we talk about:
    0:00 Intro
    1:33 Zero star recruit
    2:29 Hail Mary vs. Bears
    5:13 High School
    7:42 College football at Western Colorado
    10:34 Growing up on a ranch
    14:20 NFL Draft process
    21:34 NFL

    30 min
  • Jake Butt: Michigan TE, Broncos TE, college football TV analyst

    Jake Butt is probably most known for being one of the greatest TE's in college football history then tearing his ACL in his final game, ultimately tanking his draft stock and costing him millions of dollars.

    His story is incredible and this is the order he told it:

    0:00 Intro

    1:42 Upbringing

    5:11 High School

    6:34 Michigan Career

    16:50 The Injury

    23:50 NFL

    40:13 Retiring

    42:44 TV Analyst Career

    49:08 His Charity

    52 min
  • Trey Wingo: Former ESPN Host/Legend

    Trey Wingo holds nothing back as he recaps his entire journalism journey to ESPN, what it was really like working there, and why he left.

    0:00 Intro
    1:50 Upbringing
    6:00 Normal job after college
    7:52 Pursuing the dream
    20:58 How ESPN found Trey Wingo
    27:48 ESPN audition
    28:33 Start of ESPN career
    35:11 Leaving ESPN
    43:30 Career after ESPN

    53 min
  • Channing Crowder: Former NFL LB, Co-Host of The Pivot and much more

    Channing Crowder is arguably a bigger star now than he was while playing in the NFL for the Dolphins. Currently, he's the co-host of The Pivot & co-host of Inside the NFL.

    Here's everything we talk about:

    0:00 Intro

    1:02 Childhood

    6:34 Why Florida?

    10:36 Battling injuries

    16:04 What made him elite

    18:01 What drove him

    21:35 Why he went to the NFL as a sophomore

    29:26 The Dolphins

    34:30 Welcome to the NFL moment

    36:40 Why he retired

    38:12 How he got into sports media

    41:22 Why he left I Am Athlete

    43:31 Predictions for the Falcons 2024 season

    47:33 Joining Inside the NFL

    49:33 Stand Up Comedy journey

    53:32 Why he peed his pants every NFL game

    56:35 Crowder Powder

    58:07 Outro

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    1 hr
  • Drew Davis: former Atlanta Falcons WR, undrafted free agent

    Drew Davis was a WR for the Atlanta Falcons from 2012-2014. His hilarious story-telling ability gives great insight on what it's like for a practice squad player to live out his dream of playing in the NFL.

    0:00 Intro

    1:20 Childhood

    6:42 Why Oregon

    8:32 Oregon

    23:58 NFL

    51:05 Contract Year

    57:10 Post NFL


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    1 hr 9 min

About Willing To Fail

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The life stories of successful athletes, musicians, entrepreneurs & more.