Tom’s favourite guitar was a Gibson Southern Jumbo acoustic that he purchased in 1956 while on his way through Ohio to Nashville, Tennessee and Mexico. He discovered it in a furniture store, hidden in a case on top of a shelf and, after some haggling, purchased it for $80 (he had $90 with him). The guitar was used to audition in 1964 at the Maple Leaf Hotel in Timmins, as well as for writing Bud the Spud four years later. Although retired in 1972, it remained in his possession. It has subsequently been refurbished, a birthday gift from his wife Lena. The serial number inside the guitar reads 2222 in red stamped numbers and the actual age of the guitar is still unknown.

In 1968, he composed and sang a radio jingle for a Sudbury-area tire store, Duhamel & Dewar, in exchange for a set of winter tires.

Connors married Lena Welsh on November 2, 1973. The ceremony was broadcast live on Elwood Glover’s Luncheon Date on CBC Television. During an interview on the show, he said they had chosen to get married on television to share this happy moment with his fans across the country whose support had rescued him from a difficult pre-showbusiness life.

In 1974 Tom had a series running on CBC Television in which he met and exchanged with folks from all across Canada. Stompin’ Tom’s Canada was co-produced with the CBC, and consisted of 26 half-hour episodes.

In 1976, Connors created and sold a perpetual calendar that cross-references dates to days of the week, which is valid for all years from 1 to 3100 AD. It was released to Harrowsmith’s Truly Canadian Almanac in 2012.

After his retreat from the music business in the late 1970s, he started the A-C-T (Assisting Canadian Talent) label in 1986, and released two albums: Stompin’ Tom is Back to Assist Canadian Talent and his comeback album, Fiddle and Songs in 1988. A-C-T also re-released Tom’s back catalogue on cassette tapes only.

He remained in retirement for 12 years, only returning to the studio in 1986 to produce a new album to promote Canadian artists. That year, Tim Vesely and Dave Bidini of Rheostatics crashed his 50th birthday party and published an article about it in a Toronto newspaper, initiating a resurgence of public and record label interest in his work which resulted in the release in 1988 of Fiddle and Song, his first new album since 1977.

From 1991, Connors recorded his albums at Escarpment Sound Studio in Acton, Ontario.

In 1993, he declined to be inducted into the Canadian Country Music Hall of Fame.

In a 1995 interview, Mr. Connors offered the opinion that nobody should die happy:

Stompin’ Tom: Before the Fame is an autobiography detailing Connors’ childhood years in an orphanage, and as a farm labourer. It was a runner-up for the Edna Staebler Award for Creative Non-Fiction in 1996 and became a bestseller in 1997. It details his life before becoming famous. In 2000 Connors wrote his second autobiography The Connors Tone.

In 1999, after completing a 38-city tour, Connors received the National Achievement Award at the annual SOCAN Awards held in Toronto.

Connors always wore his black Stetson in public, and refused to remove it for any reason, even when meeting Queen Elizabeth II at a dinner in Ottawa in October 2002. Buckingham Palace smoothed the way by likening Mr. Connors’s hat to a religious headdress such as a nun’s habit or a Sikh’s turban.

Connors’ music is rarely heard outside Canada, with the possible exception of his anthemic “The Hockey Song” which has been recorded by many artists and played regularly within the arenas of the National Hockey League. It has been suggested that Connors refused to allow foreign release of his material, although a more likely reason is that the very Canadian-specific subject matter of many of his folk songs has resulted in limited demand in foreign markets. When Late Night with Conan O’Brien taped a week’s worth of shows in Canada in 2004, Connors was one of the guests of honour, leading the Toronto audience in a rendition of “The Hockey Song”; this was one of the few times Connors performed on American television. Another Canadian-taped installment of Late Night featured a segment in which Triumph the Insult Comic Dog visited Quebec; a parody of Connors’ “Canada Day, Up Canada Way” is heard during the segment.

According to Connors’ promoter, Brian Edwards, the CBC had expressed interest for Connors to do a music special since 1990. Connors shot and edited a live concert presentation at Hamilton Place at a cost of over $200,000 of his own money in September 2005. Edwards said that a copy was presented to the CBC’s head of TV variety and that he received a reply the next day telling him that a decision would be reached within a few weeks. After 10 weeks, another email was then sent to the newly appointed programming VP, and a prompt reply came back that said that the broadcaster was moving away from music and variety programming and that the Connors special did not fit with its strategy.

In 2009, Connors was the recipient of the prestigious Lifetime Achievement Award at the annual SOCAN Awards in Toronto.

In The Greatest Canadian list, he ranked thirteenth, the highest placing for any artist on the list. Connors was one of four musicians pictured on the second series of the Canadian Recording Artist Series issued by Canada Post stamps on July 2, 2009.

Connors’ habit of stomping the heel of his left boot to keep rhythm earned him the nickname “that stompin’ guy”, or “Stomper”. It wasn’t until Canada’s 100th birthday, July 1, 1967, that the name “Stompin” Tom Connors was first used, when Boyd MacDonald, a waiter at the King George Tavern in Peterborough, Ontario, introduced Tom on stage. Based on an enthused audience reaction to it, Tom had it officially registered in Ontario as Stompin’ Tom Ltd. the following week. Various stories have circulated about the origin of the foot stomping, but it’s generally accepted that he did this to keep a strong tempo for his guitar playing—especially in the noisy bars and beer joints where he frequently performed. After numerous complaints about damaged stage floors, Tom began to carry a piece of plywood that he stomped even more vigorously than before. The “stompin'” board became one of his trademarks. After stomping a hole in the wood, he would pick it up and show it to the audience (accompanied by a joke about the quality of the local lumber) before calling for a new one. It was reported that when asked about his “stompin’ board”, Tom replied, “it’s just a stage I’m going through”. Connors periodically auctioned off his “stompin’ boards” for charity, with one board selling for $15,000 in July 2011.

Among artists who were featured on these labels were Liona Boyd, Rita MacNeil, The Canadian Brass, Dixie Flyers, Charlie Panigoniak, among others. Liona Boyd recalled in 2013 about the time Connors signed Boyd to Boot for her first record, 1974’s The Guitar, and two more:

Connors died of kidney failure on March 6, 2013 at his home in Ballinafad. He refused to seek medical treatment, as he was skeptical of the benefits of medical technology. On March 7, flags were lowered to half-mast at the National Arts Centre in Ottawa, and also in Tillsonburg, to mark his death. On March 9, that following Saturday night, Hockey Night in Canada broadcast a special tribute to Connors at the opening of its broadcast.

A memorial was held on March 13, 2013 at the Peterborough Memorial Centre in Peterborough, Ontario. Tommy Hunter attended, and the celebration included speeches by former governor general Adrienne Clarkson and Ken Dryden. Testimonials were given or read from others, including Roméo Dallaire, Rita MacNeil and Liona Boyd. Before his death, Connors had personally selected the artists who would perform:

In 2014, the soundtrack to the unbroadcast special was released posthumously on CD by Universal Music Canada.