Frederick Mason
B: 1940-08-13
D: 2021-06-16
View Details
Mason, Frederick
Carroll Pickard
B: 1930-03-19
D: 2021-06-16
View Details
Pickard, Carroll
Edith Lepelley
B: 1928-05-31
D: 2021-06-15
View Details
Lepelley, Edith
Wyatt Spencer
B: 1931-11-22
D: 2021-06-14
View Details
Spencer, Wyatt
Joan Cox
B: 1929-07-23
D: 2021-06-13
View Details
Cox, Joan
Lynda (Martin) Rohman
B: 1958-06-15
D: 2021-06-12
View Details
Rohman, Lynda (Martin)
Ann Ryder
B: 1950-11-27
D: 2021-06-10
View Details
Ryder, Ann
Priscilla Adams
B: 1941-04-29
D: 2021-06-09
View Details
Adams, Priscilla
Melvin Brown
B: 1942-09-27
D: 2021-06-09
View Details
Brown, Melvin
Janetta R. Lowder
B: 1937-12-02
D: 2021-06-08
View Details
Lowder, Janetta R.
George Spencer
B: 1941-04-06
D: 2021-06-08
View Details
Spencer, George
Sally Ward
B: 1931-02-18
D: 2021-06-06
View Details
Ward, Sally
Lynne McKee
B: 1936-11-02
D: 2021-06-06
View Details
McKee, Lynne
David Wright
B: 1938-01-15
D: 2021-06-03
View Details
Wright, David
Russell Frey
B: 1979-06-26
D: 2021-06-02
View Details
Frey, Russell
Gladys King
B: 1930-06-06
D: 2021-05-29
View Details
King, Gladys
J. Foley
D: 2021-05-29
View Details
Foley, J.
Michael J. Theriault
B: 1959-04-01
D: 2021-05-28
View Details
Theriault, Michael J.
Harold Hersey
B: 1934-05-22
D: 2021-05-27
View Details
Hersey, Harold
David Skipper
B: 1948-07-01
D: 2021-05-25
View Details
Skipper, David
Helen Gardner
B: 1924-03-29
D: 2021-05-23
View Details
Gardner, Helen


Use the form above to find your loved one. You can search using the name of your loved one, or any family name for current or past services entrusted to our firm.

Click here to view all obituaries
Search Obituaries

Proudly Serving

Bangor, Brewer, Orono, Hampden, and surrounding communities

Woodrow W. Cross

Woodrow W. Cross

Friday, December 29th, 1916 - Sunday, July 26th, 2020
Recommend this to your friends.
Share via:

Sign in to the Family Interactive Login

The Family Interactive feature enhances An Amazing Life. Authorized family members can securely access their loved one's memorial website settings at any time.

Share Book of Memories with a Friend

Please enter the name and email details so that we can send your friend a link to the online tribute. No names or addresses will be collected by using this service.

Email Sent

Your email has been sent.

To share your memory on the wall of Woodrow W. Cross, sign in using one of the following options:

Sign in with Facebook


Sign in with your email address

Your condolence has been submitted for approval. There may be a delay before posting.

Provide comfort for the family by sending flowers or planting a tree in memory of Woodrow W. Cross

No Thanks

Contact Funeral Home

Please enter your question or comment below:

Email Sent

Your email has been sent.

Woodrow W.'s Tribute Fund

  •  Full Name
  •  Initials
  •  Anonymous
By continuing, you agree with the terms and privacy policy.

Woodrow W.'s Tribute Fund

There may be a delay while processing. Please do not click the back button or refresh while a payment is processing.


Woodrow Cross died peacefully on July 26, 2020, at the age of 103 surrounded by his family near his hometown of Bangor, Maine.

He was born more than a century ago in December 1916 on a small farm in Bradford, Maine. Woodrow’s entrepreneurial spirit was apparent at an early age when he sold seeds door to door to other farmers at the tender age of six. As a teenager he raised and sold chickens. He could remember his hometown before electricity, the first telephone, or paved roads were introduced to the area. He attended a one room schoolhouse and spent time as a young man working in his father’s general store.

Woodrow’s grandfather fought in the Civil War and military service was always important to him. His turn came when the US entered WWII. He served in the United States Army and was deployed to the Pacific where he spent three years fighting against Imperial Japan in campaigns in New Guinea and the Philippines, and later performed occupation duty in a defeated Japan. Throughout his life he remained proud of his country and his military service. He enjoyed marching in the Memorial Day Parade in Bangor for many years including 2017 when he was 100 years old.

In September 1943, during the war, Woodrow married his sweetheart, Janette Bean, of East Corinth, Maine. After the war ended, Woodrow and Janette settled down in Bradford where they operated the general store begun by Woodrow’s father in 1929. And, they began to raise a family.

In 1954, Woodrow moved his young family to Bangor where he was determined to start a new business selling insurance. He started the company at his kitchen table, and worked from home for the next nine years, until he hired his first employee and moved from his home to an office in downtown Bangor.

Woodrow’s life was marked by his strong work ethic. In the early days of Cross Insurance, he worked nights building the “old” Bangor Auditorium where it was his job to keep the salamander heaters going to be certain the new concrete set properly. Decades later, when that auditorium was torn down, it was replaced by a new building with his name on it.

Woodrow had a true love for his work. He built Cross Insurance into the largest independent insurance agency in New England and one of the largest in the nation. As a businessman, he prided himself on running a large agency that prioritized customer service. He was also quick to adapt to new technologies and industry automation and relished going to work every day with his sons Royce and the late Brent Cross and grandsons Jonathan and Woodrow II. The family business has now grown to 1,000 employees in over 40 locations across eight states.

Woodrow was a longtime supporter of countless Maine charities and was the recipient of several awards and special recognitions including an honorary Doctorate of Business Administration from Husson University, Junior Achievement Maine Business Hall of Fame, the Key to the City of Bangor, and the prestigious Norbert X. Dowd Award from the Bangor Chamber of Commerce.

As his business grew, he remained anchored by his family and his faith. At the time of his death he was the oldest member of Calvary Baptist Church in Brewer where he was a member since 1954. Woodrow served his church as the treasurer and an usher, and for many years he enjoyed attending a weekly men’s Bible class.

He was the loving husband of Janette Bean Cross, his wife of 48 years before her passing in 1992. He was also predeceased by his son Brent Cross of Bangor, father Melvin Cross and mother Mabel Speed Cross, brother Leon Cross and sister Lula Cross Zinni.

Woodrow Cross’s survivors include daughters Connie Cross Guelich (David) of Roanoke, Virginia, Judith Cross Olson (Greg) of Lexington, Massachusetts, and sons Dennis Cross (Carol) of Orono, Royce Cross (Louise) of Brewer, and daughter-in law, Lori Cross of Bangor. His son Brent predeceased him in 2015. Woodrow was blessed with 14 grandchildren and 16 great grandchildren and one great-great granddaughter.

“I have fought a good fight, I have finished my course, I have kept the faith: Henceforth there is laid up for me a crown of righteousness, which the Lord, the righteous Judge, shall give me at that day: and not to me only but unto all them also that love his appearing.” II Timothy 4:7 & 8

A private graveside service will be held for the family. The family suggests that donations in Woodrow’s memory may be sent to: The Building Fund of Calvary Baptist Church, 61 State Street, Brewer, Maine 04412 or to The Brent Cross Scholarship Fund, c/o Husson University, 1 College Circle, Bangor, Maine 04401. Condolences to the family may be expressed at
Read Less

Service Details

  • Service

    Calvary Baptist Church
    61 State St.
    BREWER, ME 04412
    Get Directions: View Map | Text | Email
    Services will be private for the family.
    Pastor Dan Russell
    Pastor Andy Spohrer
  • Interment

    Mount Hope Cemetery
    1048 State Street
    Bangor, ME 04401
    Get Directions: View Map | Text | Email
    Private interment with military honors


  • Army
  • Asiatic Pacific Theater Campaign Ribbon
  • Good Conduct Medal
  • Philippine Liberation Medal
  • WWII Victory Medal


We encourage you to share your most beloved memories of Woodrow W. here, so that the family and other loved ones can always see it. You can upload cherished photographs, or share your favorite stories, and can even comment on those shared by others.

Private Condolence
Provide comfort for the family of Woodrow W. Cross by sending flowers.
Guaranteed hand delivery by a local florist

Bill Martin

Posted at 02:09pm
We wish Woodrow's family to know he had a big impact on people he may have never met, in particular our Plymouth Rock team. With sincere sympathy, from Bill Martin and the Plymouth Rock Home Assurance Team

Heartfelt Sympathies Store

Posted at 01:05pm
We wish Woodrow's family to know he had a big impact on people he may have never met, in particular our Plymouth Rock team. With sincere sympathy.
Flower Image

Flowers were purchased and a memorial tree planted for the family of Woodrow W. Cross. Send Flowers


Ken Hartt

Posted at 01:40pm
To the Cross Family,
Karen and I were very sorry to here of your loss. Woodrow was a shining example of a God Serving man who showed other men to God. He was an incredible family and business man. All of these things showed us who knew him that you can make a difference with your own life through faith. We have been thinking of you and you are in our prayers.
Ken Hartt

Larry T Doughty

Posted at 03:40pm
My condolences to Woodrow's family. My first car insurance was with Woodrow right there in the bldg. with the Bangor Daily News these days/. Best to all.

Heartfelt Sympathies Store

Posted at 11:00am
With heartfelt condolences, we are thinking of you and your extended family at this difficult time. Warmest regards, Peter, Ashley & Jen (Maine & Co.)
Flower Image

Flowers were purchased for the family of Woodrow W. Cross. Send Flowers


Photos & Videos

Photo Album

Upload up to 10 images at a time, max 8MB each