Led by Amos Winter, along with Stub Taylor, they transformed the mountain into what is today one of the largest ski areas in the Northeast.

In 1953 a 700 ft (210 m) rope tow was installed up the lower part of Winter's Way, which was a gentle slope and could be used by beginners and intermediates, while it helped take a few steps out of the hike for experts.

[6] In the summer of 1955 the ski club issued stock and formed the Sugarloaf Mountain Corporation and the first T-Bar was installed.

[6] On October 26, 1971, the residents of then Jerusalem Township voted 21–13 to incorporate and create the town of Carrabassett Valley, Maine.

[6] Valley Crossing was built near the airport, where the fire station, town hall, and many other local government and private buildings are located.

Spillway East, rated one of New England's best double chairs, stretched about 4,020 feet (1,230 m) long with a vertical rise of 1,500 ft (460 m), and could carry about 1,200 passengers per hour.

Mountainside is responsible for the condos built along Buckboard off Whiffletree, and many other projects important to Sugarloaf's growth.

Larry Warren, appointed President in spring of 1979, negotiated the purchase of 1,170 acres (4.7 km2) of land on the adjoining Burnt Mountain for future lift and trail development.

[6] With the help of Peter Weber, a golf course, designed by Robert Trent Jones Jr, was constructed at the resort.

The cost of building new real estate and overruns, along with the lack of natural snow and snowmaking, put SMC in debt.

[7] In August 2007 Sugarloaf was sold by American Skiing Company to CNL Lifestyle Properties, to be managed by Boyne Resorts.

[8] Under new management, the resort promptly began performing overdue maintenance and upkeep that had begun to be neglected during lean ASC years.

Lifts listed for potential upgrade included the Spillway, Double Runner, Timberline, and West Mountain chairlifts.

That work was completed and the Skyline lift, a $3 million Doppelmayr carpet-loading fixed-grip quad chair, opened during the 2011-12 season.

Also for the 2011 ski season cutting began on phase two of the Burnt Mountain Expansion and the Drive system in the SuperQuad was upgraded from analog to digital.

On Burnt Mountain, the existing Brackett Basin section saw additional trimming and cutting while the glade traverse was added this year into Phase 2.

This traverse, called the Golden Road, started a hiking trail over the ridge between Sugarloaf and Burnt Mountain, offering higher entrances to Birler, Edger, and Sweeper, as well as the furthest down entrance into the Eastern Territory, a logged area mixed with glades and skidder roads on the western and northern facing, low-lying slopes of Burnt Mountain.

[12] In addition to clearing the Eastern Territory in 2012, the entrance to Brackett Basin was improved to minimize skier backups and exposure of rocks and brush through the snow.

The main additions of the offseason included the purchase of 300 low-energy HKD snowguns, remodeling the ski shop and renaming it the Downhill Supply Company, as well as implementing a $1.4 million irrigation system on the golf course.

Additionally, the Upper West Mountain trail was widened in sections for ski team usage.

These runs known as Awesome, Adrenaline Rush, Hell's Gate, and Ball and Chain offered extreme skiing with cliff drops from the backside runout to the Brackett Basin traverse in the King Pine area.

In addition, the Bucksaw lift that had long served the West Mountain area was taken off-line and dismantled due to old age.

Some upgrades included re-locating the bar and the stage, as well as providing better utilization of the upstairs space by adding deck access.

A new bullwheel was placed on Snubber's base terminal and a new haul rope was spliced on the Skidway chair.

With Boyne now holding much of the mountain, and the passage of time, new plans for capital improvements were announced at the 2019 Homecoming Meeting.

Among Boyne's goals in coming years is expansion of snow-making with Caribou Pond as a new water source.

Finally, a yurt at the top of Whiffletree was proposed to provide on-mountain restrooms on the east side of the mountain.

Photos: On February 3, 1987, a counterweight cable on the lower section of the Gondola snapped, resulting in two injuries and subsequent rope evacuation.

[19] Sugarloaf offers many on-mountain summer activities such as golf, hiking, mountain biking, ziplines, and court sports such as tennis and basketball.

It features eight bus routes linking residential neighborhoods, condominiums, inns, and hotels in Carrabassett Valley with the Sugarloaf Base Lodge, the Outdoor Center, and local shops and restaurants.