William Montgomery Net Worth: Inside a Comedian's Rise to Success

Financial reporting sources estimate William Montgomery's net worth between $1.69 million and $4 million as of 2025. The comedian's wealth figures from his Kill Tony fame show some interesting variations that deserve a closer look. His financial portfolio tells a compelling story beyond the numbers that catch his fans' attention.

Montgomery's wealth comes from more than just comedy. The entertainer proves to be a smart investor, holding a 10% stake in ALJ Regional Holdings Inc with roughly 1,690,391 shares valued at over $3 million.

His trading activities demonstrate his financial expertise, especially when he sold 50,000 shares in 2015 for $768,683.70. But his investment portfolio also includes smaller positions, like his 16 shares in Applied DNA Sciences Inc worth $47.

Let's take a closer look at this Kill Tony star's wealth journey and see how his financial approach is different from other industry entertainers. We'll explore his comedy career success, revenue streams, and unique investment strategies.

William Montgomery Net Worth in 2025

Financial experts are exploring William Montgomery's assets with different evaluations of the comedian's wealth. His financial portfolio's estimated net worth figures reveal an intriguing story about investment strategy and income sources.

Estimated net worth and how it's calculated

Financial records from September 2025 show several calculations of William Montgomery's net worth. The highest estimate puts his wealth at approximately $4.39 million. We based this mainly on his ownership of 136,920 shares of Enterprise Products Partners stock, valued at more than $4,386,917.

In spite of that, other financial tracking services show different figures. CoreStreet estimates his worth at $1,225,211.51, while Benzinga reports a middle-ground figure of $1.69 million.

Different calculation methods cause these variations. GuruFocus breaks it down more thoroughly, showing Montgomery's ownership of 1,690,391 shares of ALJ Regional Holdings Inc worth about $3 million (74.51% of his portfolio).

He also holds 41,834 shares of A-Mark Precious Metals Inc valued at approximately $1 million (25.49% of his holdings). Most estimates don't factor in other potential assets or investments that haven't been disclosed.

Comparison with other comedians in the same genre

Many stand-up comedians earn their income from performances and content creation. Montgomery's financial profile stands out with its substantial investment focus. His stock trading activities show financial skills rarely seen among comedians.

To cite an instance, GuruFocus tracks his trading performance and notes that his purchased stocks showed an average return of 7.63% after three months. His performance beat the S&P 500 standard in all but one of two transactions during this period.

What is William Montgomery net worth from Kill Tony?

Montgomery's exact earnings from Kill Tony remain unclear. The show's popularity and his regular appearances haven't translated into clearly documented income figures in financial reports. Some financial websites acknowledge that "a precise and verified figure for William Montgomery's net worth is not publicly available".

Montgomery's wealth accumulation strategy clearly relies on a diversified portfolio beyond his comedy career. His investments in multiple companies are the life-blood of his financial success.

Career Timeline and Key Milestones

William Montgomery's rise from Memphis to comedy stardom tells a fascinating story of perseverance and comedic talent. His unique style brought him fame and ended up contributing to his net worth figures mentioned earlier.

Early life and entry into comedy

Memphis native Montgomery moved to Austin, Texas where his comedy career took off. His path to success included college in Knoxville, Tennessee and a move to New York where he lived with "a stripper named Darla up in Spanish Harlem".

He worked odd jobs like managing a self-storage unit and even served as "the Santa Claus at Kmart two years ago". His original plan was academic – he "went to graduate school for history thinking I wanted to be a history teacher" before discovering comedy was his true calling. By 2024, he had spent 11 years doing stand-up, which dates his comedy career's start to around 2013.

Breakthrough with Kill Tony

Montgomery's career changed dramatically after appearing on the comedy podcast Kill Tony. Host Tony Hinchcliffe saw his talent right away and said "I absolutely fell in love with this [guy]".

Hinchcliffe was so impressed after Montgomery's second show that he "brought him all the way to San Francisco" to perform. Montgomery became "the longest serving Kill Tony Regular" and earned recognition as "a Hall of Famer with the most appearances, the most interviews". His presence elevated the show as "William completely transformed Kill Tony and brought it to a new level".

Notable performances and tours

Montgomery's career highlights include performing "in front of comedy icons such as Joe Rogan, Whitney Cummings, Russell Peters" and many others. These days, he "regularly opens for Joe Rogan in the Austin area" and "features around the United States for Tony Hinchcliffe and Duncan Trussell".

His TV work includes an appearance on "Showtime's Comedy Store documentary". Known by nicknames like "The Big Red Machine," "The Vanilla Gorilla," and "The Memphis Madman", he now "headlines certain cities" with tour dates listed on his website.

Podcast appearances and collaborations

Montgomery's influence extends beyond Kill Tony into the podcast world. He hosts "The William Montgomery Show" and previously teamed up with comedian David Lucas to co-host "Brothers in Cursive" and "Are We Really Brothers".

His guest spots include shows like "Jeremiah Wonders with Jeremiah Watkins," "Unlicensed Therapy with Ari Mannis," and "Dead Air with Brian Holtzman". This diverse media presence has helped boost his Kill Tony earnings and overall net worth.

Main Sources of Income

William Montgomery's net worth comes from several smart business moves that combine traditional and modern money-making approaches. His financial success has grown substantially since he became a regular on Kill Tony.

Stand-up comedy shows and ticket sales

Live performances bring in a good chunk of Montgomery's income. His extensive tour schedule puts him on major ticketing platforms like SeatGeek and StubHub. You'll find his shows scheduled throughout Utah, Washington, and Indiana.

"Ticket sales are, naturally, the primary source of revenue from touring". This busy touring schedule shows how far he's come from his early days.

Podcast and YouTube revenue

"The William Montgomery Show" podcast has turned into a solid money maker. Big names like BetterHelp, HelloFresh, and DraftKings have jumped on board as sponsors. His Patreon features creative membership tiers named "Mercenary," "Child Soldier," and "Bounty Hunter". The real surprise comes from his Cameo success – he reportedly makes "100's of thousands a month" and has completed "over 7,200" videos that cost between $100-$155 each.

Merchandise and brand deals

Montgomery sells everything from t-shirts to wall art through Redbubble. His merchandise features popular catchphrases like "I Ain't Never Gonna Stop!" with prices ranging from €1.90 for stickers to €77.42 for throw blankets.

Sponsorships and affiliate marketing

His Kill Tony appearances often highlight some impressive sponsorship deals:

  • Kirkland Signature (two-year $400,000 deal)
  • Adidas (two-year $700,000 contract)
  • Yoplait (seven-year $1.4 million contract)
  • ZYN
  • Dude Wipes

He jokes about losing sponsors after controversial jokes, including "Costco, raisin bread, WNBA, MLB, NBA, NFL, NHL".

Trading Activity and Financial Footprint

William Montgomery has built more than just a successful comedy career. His financial portfolio shows he knows how to manage his wealth wisely. His investment choices give us a clear picture of how he builds and maintains his net worth.

Publicly known investments or holdings

Montgomery's portfolio centers on two main stock holdings. He owns 1,690,391 shares of ALJ Regional Holdings Inc worth about $3 million, which makes up 74.51% of his portfolio. He also holds 41,834 shares of A-Mark Precious Metals Inc valued at $1 million, representing 25.49% of his holdings.

His stake in Enterprise Products Partners includes 136,920 shares worth roughly $4 million. Records show he also has smaller investments, like 16 shares of Applied DNA Sciences Inc valued at $47.

Any insider trading or business affiliations

Montgomery made smart moves in the market during 2022. He bought ALJ Regional Holdings shares twice: 95,043 shares at $1.53 each ($145,416 total) and 130,000 shares at $1.52 each ($199,880 total).

He sold 50,000 shares in multiple deals back in 2015, earning $768,683.70. GuruFocus reports show his investments beat the S&P 500 in both transactions, with a 3-month return averaging 7.63%.

How his financial strategy compares to other entertainers

Montgomery's investment style is different from most entertainers. Most comedians stick to entertainment income, but Montgomery has built a diverse portfolio with strong market positions.

He prefers fewer, larger investments instead of spreading money thin, which shows he does his research and invests with confidence. He's not afraid to buy during market swings – a long-term strategy that sets him apart from others in the entertainment industry.

Conclusion

William Montgomery's net worth is evidence of his success in comedy and business. His wealth ranges between $1.69 million and $4.39 million. He has built his fortune through a unique mix of ventures that sets him apart from other stand-up comedians.

Most comedians depend on show earnings, but Montgomery has created a strong investment portfolio. His major stakes in companies like ALJ Regional Holdings and A-Mark Precious Metals are the foundations of his wealth. His trading skills have beaten market standards and shown his financial expertise alongside his comedy talent.

The "Big Red Machine" has definitely moved up from his days as a Kmart Santa Claus and self-storage worker. His rise from history graduate student to Kill Tony star shows just one side of his diverse career. His wealth keeps growing through podcasts, merchandise, and many sponsorship deals.

No one knows exactly how much he earns from Kill Tony. Yet his unique approach to money management makes him stand out in entertainment. While other comedians chase more shows, he balances stage time with smart market investments. This strategy has without doubt helped grow his wealth.

William Montgomery shows how mixing comedy talent with investment skills creates real wealth. His path from Memphis to financial success proves comedians can earn beyond just entertainment. His story reveals that comedy wealth comes from making people laugh and making clever money moves quietly.

FAQs

Q1. What is William Montgomery's estimated net worth?

William Montgomery's estimated net worth as of 2025 ranges from $1.69 million to $4.39 million, with variations due to different calculation methods and the inclusion of his various investments and assets.

Q2. How did William Montgomery start his comedy career?

William Montgomery began his comedy career around 2013 after moving to Austin, Texas. He initially pursued a graduate degree in history but found his true calling in comedy, gaining recognition through his appearances on the Kill Tony podcast.

Q3. What are William Montgomery's main sources of income?

William Montgomery's income comes from various sources, including stand-up comedy shows, podcast revenue, merchandise sales, brand deals, and sponsorships. He also has a successful Cameo business and significant stock market investments.

Q4. Does William Montgomery have any notable investments?

Yes, William Montgomery has substantial investments in stocks. His portfolio includes significant holdings in ALJ Regional Holdings Inc and A-Mark Precious Metals Inc, as well as shares in Enterprise Products Partners.

Q5. How does William Montgomery's financial strategy differ from other comedians?

Unlike many comedians who primarily focus on entertainment income, Montgomery has developed a diversified portfolio with significant market positions. His investment approach includes larger, concentrated positions and strategic trading activities, demonstrating financial acumen uncommon among entertainment professionals.

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