The short version

About
Khary Penebaker.

Builder, advocate, father. Real story. No script. This is the short version.

Portrait of Khary Penebaker
Now: Division President, MetalMaster-RoofMaster Wisconsin Born 1977
02 / Proof sheet

The facts, in five lines.

Born
Cincinnati, Ohio
October 22, 1977
Raised
Cincinnati, by my dad, Eric, and my mom, Paula. Milwaukee from 12.
Home
Pewaukee, Wisconsin
Work
Division President, MetalMaster-RoofMaster, McHenry, Illinois
Family
Engaged to Anne. Kids Sydney, Kyan, and Josie.

Joyce may have given me life, but Paula taught me how to live.

03 / Real story, no script

No script.

About 200 words. The whole story, with the hard parts included, is one click away.

I was born in Cincinnati on October 22, 1977. I was 22 months old when my mother, Joyce, died by firearm suicide, and that loss became the thing that shaped everything. My father, Eric, raised me in Cincinnati. When I was 7 he married my mom, Paula, and they raised me together until we moved to Milwaukee when I was 12.

In 2002 I started a commercial roofing and sheet metal company out of my garage with nothing, and built it into one of the top five roofing firms in Wisconsin. When the recession hit, it ended in an involuntary Chapter 7 in 2011.

I climbed back, learned sheet metal inside out, and went on to help grow another company from about $5 million to $35 million with 180 people, working across EPDM, TPO, GAF products, JM insulation, and the full building envelope.

In 2016 I ran for Congress in Wisconsin's 5th district. I lost, and I learned more about leadership in that campaign than in a decade of business. From 2017 to 2023 I served as DNC Representative for Wisconsin.

Now I am Division President at MetalMaster-RoofMaster, running the Upper Midwest division of a commercial roofing and architectural sheet metal company out of McHenry, Illinois. What I care about has not changed: leadership under pressure, mental health, racial equity, and what resilience actually looks like when it is tested.

My mother died by firearm suicide when I was 22 months old. That is not where my story ends. It is where it starts.
04 / 1977 to 2026

The record.

Every job, every loss, every campaign, in order. Sourced entries sit in the credentials section below.

A roofing crew of about forty people lined up in front of company trucks
The crew, 180 strong.
1977

Born in Cincinnati, Ohio. October 22.

1979

My mother, Joyce, died by firearm suicide on September 8. I was 22 months old.

1996

Graduated Marquette University High School. All-state sprinter, two-time state champion. Got into roofing the same year.

2001

Marketing degree, University of Wisconsin-Milwaukee. Ran track. The 200 was my race.

2002

Started Penebaker Enterprises out of my garage, January 1, with nothing.

2004

Supplier of the Year, Wisconsin Supplier Development Council.

2010

Madison FAAIR Award, and Minority Business Contractor of the Year, The Daily Reporter.

2011

Involuntary Chapter 7. The company I built from nothing came apart.

2011 to 2013

Metal-Era. Took a product line from $350,000 to $1.5 million in a year, and worked with the Canadian government on roofing codes.

About 2012

Started speaking out on gun violence prevention, with Moms Demand Action and Everytown.

2014 to 2025

President, Roofed Right America. Grew it from about $5 million to $35 million in revenue, 180 people.

2016

Ran for Congress, Wisconsin's 5th district. Lost to Jim Sensenbrenner, 260,706 votes to 114,477, about 29.3 percent.

2017

DNC member for Wisconsin, June through June 2023. Executive board, Wisconsin Democratic Party.

2020

Biden elector. Cast Wisconsin's electoral vote for Joe Biden, December 14.

2021 to 2024

Board president, Planned Parenthood of Wisconsin C4.

2022

Filed Penebaker v. Hitt, May 17, through Law Forward, against Wisconsin's fake electors.

2023

The electors settled, December 6. They acknowledged Biden won.

2025

Roofed Right America sold to private equity. I resigned at the end of October.

2025 to 2026

Great Day Improvements, Upper Midwest region, three-season rooms.

2026

Division President, MetalMaster-RoofMaster. Upper Midwest division, out of McHenry, Illinois, a 49-year-old employee-owned company managed by Wolkow Braker.

05 / What I stand for

What I
stand for.

01
Authenticity

No scripts, no performance. What you see is what happened.

02
Resilience

Getting knocked down is guaranteed. Getting back up is a choice.

03
Equity

Real equity work is uncomfortable. That is how you know it is working.

04
Service

The point of having a platform is using it for people who do not have one.

06 / Credentials

On the record.

Full Wikipedia entry
Wikipedia notable person DNC Representative, Wisconsin, 2017 to 2023 Board president, Planned Parenthood of Wisconsin C4, 2021 to 2024 Everytown Wisconsin Survivor Fellow 88+ media features Ran for Congress, WI-5, 2016
  • Oct 12, 2017
    I wrote about my mother for TIME, "What I Learned From My Mother's Suicide." She had tried to kill herself twice before; the last time, she got a gun.
    TIME
  • Nov 7, 2016
    Told my mother's story to Wisconsin Public Radio. Doesn't tell me what her favorite color is. Doesn't tell me that she loved me.
    WPR
  • May 31, 2017
    Testified against Wisconsin Senate Bill 169, on concealed carry.
    Legislature record
  • 2017
    BizTimes Milwaukee Master Mettle award, Roofed Right America.
    BizTimes
  • Dec 14, 2020
    Cast Wisconsin's electoral vote for Joe Biden, as a Biden elector.
    Milwaukee Independent
  • May 17, 2022 to Dec 6, 2023
    Filed Penebaker v. Hitt, through Law Forward, against the ten Republican fake electors and two lawyers. The electors settled and acknowledged Biden won.
    Case filed Settlement
07 / Off the clock

Josie, Kyan,
Sydney, and Anne.

I am engaged to Anne. We are getting married November 21, 2026. My three kids, Sydney, Kyan, and Josie, keep me honest, and my ex-wife Amanda and I are on great terms about raising them.

I still figure out parenting one day at a time, same as everyone else.

Khary's three kids jumping on a wooded path
08 / That is the short version

Want the whole story?

All of it: the $35 million, the campaign, the grief, the rebuild. In my own words, with sources.

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If you are struggling
Reach the help. Ask for it out loud.
Call or text988 Text HOME to741741 Every resourceGet help →