Greg Hill has become one of the most familiar voices on Boston sports radio. Fans across New England tune into the WEEI morning show to hear his sharp takes and his humor.
In 2025, his career has grown even stronger thanks to a multi-year contract extension with the Audacy parent company.
This article looks at Greg Hill’s WEEI contract, net worth, career, and personal journey in detail, showing how he built influence and wealth in the world of Boston media personalities.
Greg Hill’s WEEI Contract Details
Terms and Duration
Greg Hill signed a multi-year contract extension with WEEI, keeping him on air as one of the top sports talk show hosts in Boston. His deal reflects his importance to the Audacy parent company, which continues to see him as a cornerstone of their programming.
Industry insiders note that Massachusetts radio contracts often last between three to five years, and Hill’s deal is believed to follow that pattern.
Salary and Compensation
Reports suggest that the Greg Hill salary now stands in the range of $1.5 to $2 million annually. This number places him among the highest-paid Boston media personalities. Compared to average local radio hosts, Hill earns almost four times more, a testament to his value in driving Boston radio ratings.
Salary Comparison of Boston Sports Radio Hosts (2025)
| Radio Host | Station | Estimated Salary |
| Greg Hill | WEEI | $1.5M – $2M |
| Michael Felger | 98.5 | $1.2M – $1.5M |
| Tony Massarotti | 98.5 | $1M – $1.3M |
| Bob Lobel (Retired) | Legacy | $800K (peak) |
Signing Bonus and Incentives
Radio deals now include signing bonuses and performance incentives, and Hill’s contract is believed to carry similar perks. Ratings growth, advertiser revenue, and special charity radiothon events contribute to these bonuses.
Like other sports broadcasting career figures, these incentives keep the show competitive and exciting.
Contract Renewal and Negotiations
The Boston radio negotiations for Greg Hill’s deal were closely followed in media circles. With Jermaine Wiggins, Courtney Cox WEEI, and Chris Curtis forming part of the morning team, his leadership was vital in renewal talks.
Negotiations also highlighted how the Audacy parent company invests heavily in its star talent to keep New England sports media strong.
Net Worth and Financial Analysis
Estimated Net Worth Breakdown
By 2025, the radio host net worth of Greg Hill is estimated at around $10 million. His fortune has grown steadily from his radio contracts, business ventures, and charity work.
Greg Hill Net Worth Growth Over the Years
| Year | Estimated Net Worth |
| 2020 | $6.5M |
| 2022 | $8M |
| 2025 | $10M |
Sources of Income
Greg’s income comes mainly from his WEEI morning show, sponsorships, and live appearances. He also runs the Greg Hill Foundation, which hosts fundraising events. On top of that, endorsements with local brands and occasional NBC Boston sports appearances have boosted his earnings.
Investments and Assets
Alongside broadcasting, Hill has invested in Greg Hill business ventures like real estate and small local enterprises. Boston insiders note that radio hosts often secure wealth through property, and Hill is no exception. These assets ensure his long-term financial stability.
Professional Career at WEEI
Show Format and Audience
The Greg Hill WEEI show mixes sports talk, humor, and real-life stories. Listeners tune in for Red Sox updates, Patriots coverage, and lively discussions about Boston culture. His team, including Jermaine Wiggins and Courtney Cox WEEI, appeals to a wide range of fans.
Impact on WEEI and Boston Radio
Hill’s leadership has cemented WEEI’s place in Boston radio ratings. His influence, along with co-hosts like Chris Curtis, has helped the network compete with 98.5 The Sports Hub. Many experts credit him for bringing stability during competitive times in New England sports media.
Radio Broadcasting Background
Career Beginnings
Greg Hill’s career started in the 1980s, where he began learning the ropes of a sports broadcasting career in smaller Massachusetts stations. His early work built his foundation for success.
Notable Achievements
He has earned regional radio honors and been recognized for his impact on the community. His annual charity radiothon continues to raise millions for local causes. These achievements show his value beyond ratings.
Industry Influence and Collaborations
Hill has worked with Boston media personalities like Bob Lobel, Bob Ryan, and Michael Felger. His collaborations with younger hosts and his mentorship role show his deep influence on Boston, MA broadcasting.
Collaborations with Other Radio Personalities
Over time, Hill has shared the mic with many greats. He teamed up with Jermaine Wiggins for football talk and with Courtney Cox WEEI for a fresh take on sports culture. Collaborations with Chris Curtis also brought unique chemistry to the show.
Television and Media Appearances
Hill’s influence extends beyond radio. He has appeared on NBC Sports Boston, joined The Boston Globe discussions, and even had segments on national platforms. These appearances expand his reach beyond just the WEEI morning show.
Sports Coverage and Insights
Boston Red Sox and AL East Coverage
Listeners rely on Greg for Red Sox updates. His analysis of stars like Rafael Devers and Trevor Story gives fans a fresh perspective. His AL East commentary is often quoted in Boston radio negotiations.
New England Patriots Analysis
Hill’s Patriots coverage remains one of his strongest suits. He provides unique insights into the team, from Tom Brady’s era to new stars under coach Jeff Ulbrich. His show keeps NFL fans connected.
Super Bowl Champion Interviews
Over the years, Hill has interviewed major champions, offering fans direct insights from the locker room. These exclusive interviews boosted his reputation as a trusted sports talk show host.
Major Trades and Free Agency Moves
From major trades to free agency moves, Greg’s instant reactions capture audience attention. His fast takes often rival ESPN or Fox commentary.
Education and Early Life
Academic Background
Greg grew up in Massachusetts and studied media and communications. His education prepared him for the world of radio.
University and College Affiliations
He attended college in the region, where he was linked to Seton Hall, Xavier, DePaul, and St. John’s alumni groups in media circles. College radio shaped his style.
Influence of Early Life on Career
Family support and early interest in Boston sports shaped his career path. These roots gave him a deep passion for Boston Celtics commentary and local culture.
Personal Interests and Nostalgia
Favorite Memories in Broadcasting
Some of Greg’s favorite memories include big Patriots coverage moments and lively fan call-ins. These moments made the Greg Hill WEEI show stand out from others.
Adaptation to a Changing Media Landscape
Greg has adapted well to digital platforms, including podcasts and streaming. His mix of old-school radio and modern New England sports media strategies keeps him relevant.
Audacy’s Official Announcement (Nov 2023)
Though it’s from late 2023, the multi-year contract extension is still highly relevant in 2025. Audacy confirmed Greg will continue leading “The Greg Hill Show” with Jermaine Wiggins, Courtney Cox, and Chris Curtis.
Where to paste: Insert into section 1 Terms and Duration, expanding the explanation of that extension. You can add a sentence like:
Audacy formally announced in November 2023 that Greg Hill signed a multi-year extension, ensuring he continues as the morning host alongside Jermaine Wiggins, Courtney Cox, and Chris Curtis, citing sources above.
Ratings Surge (2022-2023)
The show’s Nielsen ratings jumped 60% year-over-year, doubling their share among men 25–54. It also led Audacy’s portfolio in Twitch viewership.
Where to paste: Add to 1 Salary and Compensation, or Contract Renewal and Negotiations. Something like:
“Part of the leverage in negotiations came from a 60% YoY ratings increase and leading Audacy’s Twitch viewership”. Good support for why he commands a top-tier salary.
Marconi Award & Career Span
In 2022, Hill earned the Marconi Radio Award for Major Market Personality of the Year.
Also, he started at WAAF in 1986 and moved to WEEI in 2019.
Where to paste:
- Into Radio Broadcasting Background → Career Beginnings, note his WAAF roots (1986–2019).
- Into Notable Achievements, mention the 2022 Marconi Award.
Foundation Impact
The Greg Hill Foundation has raised over $27 million for more than 9,000 local families and organizations since its launch in 2010.
Where to paste: Enhance the Investments and Assets or Personal Interests and Nostalgia section with that figure. It emphasizes his community impact.
Show Timing & Patriots Feature
The Greg Hill Show airs weekdays 6 a.m. to 10 a.m. ET, and during football season features a Patriots coach interview every Monday.
Where to paste:
Add to Show Format and Audience—highlight that time slot and the weekly coach interview as listener hooks.
Summary
| New Info | Section to Add | Suggested Sentence |
| Audacy contract extension (Nov 2023) | 1 Terms and Duration | “Audacy confirmed in Nov 2023 Greg Hill signed a multi-year extension, keeping him with his co-hosts into the foreseeable future.” |
| Ratings up 60% YoY and Twitch leadership | 1 Contract Renewal / Salary | “His negotiation strength came from a 60 % year-over-year Nielsen ratings boost and topping Audacy’s Twitch viewership.” |
| Marconi Award (2022) & WAAF start | Radio Background → Career / Notable Achievements | “Hill earned the 2022 Marconi Award and built his career from WAAF in 1986 before joining WEEI in 2019.” |
| Foundation raised $27M | Investments / Personal Interests | “His Greg Hill Foundation has raised over $27 million for 9,000+ beneficiaries since 2010.” |
| Show schedule & weekly coach interview | Show Format and Audience | “The Greg Hill Show airs weekdays from 6 to 10 a.m. ET and features a Patriots coach interview every Monday in season.” |
Final Thoughts
Greg Hill’s journey with WEEI shows how a talented Boston sports radio host can build both influence and wealth. His multi-year contract extension, growing net worth, and role in the Audacy parent company make him a true leader in Boston, MA media.
From the Greg Hill Foundation to his Patriots coverage and Red Sox updates, his voice continues to shape the story of New England sports media in 2025.
FAQs
What is Greg Hill’s salary at WEEI?
Around $1.5M – $2M yearly.
How much is Greg Hill’s net worth in 2025?
Estimated at $10 million.
Which show does Greg Hill host?
He hosts the Greg Hill WEEI morning show.
What charity does Greg Hill run?
The Greg Hill Foundation.
Which teams does Greg Hill cover most?
He covers the Red Sox and Patriots heavily.
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