My Story

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CATHY CHESHIRE is certified as a grief specialist and life coach. She learns from top grief experts to best help her clients. She is an authentic author, powerful speaker, and inspirational mentor. Dedicated to the evolving self-empowerment movement focused on raising awareness about the achievability to thrive after even profound loss, Cathy courageously shares her story to provide hope and advance how we discuss grief.

The second of five children, in 1995 when Cathy and her older sibling were in their 30s, they revealed being abused by babysitters as young children. The denial and criticism from her parents and three younger siblings left her heartbroken, and she hasn’t seen them since. Two people close to her had tried to die by suicide, and loved ones struggled with drug addiction. She pondered the meaning of her own existence and sought resources to help manage her life.

Photomart LargeShe endured three short marriages, each ending in tumultuous divorce due to dishonesty, betrayal, and emotional abuse. After her second marriage ended, Cathy was left to raise their son Jeremy by herself. She worried about financial security while she immersed herself in providing for and loving her only child. Through books and counseling, she learned she was desperate for affection and viewed the men in her life as she wanted them to be rather than who they really were.

She persisted through numerous painful breakups intent on taking the time to find the right life partner. When Jeremy was 15, Cathy met Drew in 2006 and finally found a truly loving relationship. His previous wife died in 1999 at age 36 from a blood infection when their son Ian was only 11. Cathy admired how Drew loved and was dedicated to Ian who was 18 years-old when she met him.

OLYMPUS DIGITAL CAMERAIn 2007 Jeremy died instantly in a car accident when his friend driving lost control of the car. Cathy and Drew kept their plan to marry a month later and he held her hand as she spiraled into a dark realm she never imagined existed. She had moments when she didn’t want to live but couldn’t end her life. She left a successful executive career progressing through positions including consultant, leadership coach, and chief executive officer because she realized she chose it to help her self-esteem and not because she loved it. She felt overpowered with negative thoughts, unfamiliar bad feelings, nightmares, and an increasing apathy for everyday life.

She lived in torment until finally becoming determined to honor her son and life itself. Using her exceptional planning skills and remembering self-help book principles, she headed down a path to true healing with an action plan focused on all the areas of her life. She became emotionally healthy and embraced life’s mysteries. She fostered good habits and overcome negative thoughts. She managed breaking away from dysfunctional relationships while drawing loving people into her life. She realized the importance of fun, passion for your job, and helping others.

Only striving for a little happiness, there was a synergy to implementing her prioritized objectives and it propelled her into a better life than she had ever dreamed. Her life became filled with love, joy, a sense of well-being, and excitement for the future all interwoven with immense gratitude. Her healing experience was so powerful she is passionate about helping others in a place with their grief where they wholeheartedly want to get clear about how they can heal. She evolved from turning around struggling companies to educating the bereaved on how to live their best life.

20151126_154454-1In 2017, after a prolonged illness, Ian died in the hospital from a blood clot that caused a stroke. The pain she felt after losing Ian was the same she experienced after Jeremy passed, but she had no fear. Cathy and Drew knew the value of sharing their feelings and coping effectively as they kept living the wonderful life they built together including continuing to embrace those they love. Drew is more naturally resilient and Cathy learned it so she put her grief expertise into practice right away. They carry sadness and joy simultaneously.

After all her losses, including grandparents, friends, and learning about the death of her father online, she has learned the more you love a person or animal, the greater the grief when they are gone. She also feels the more you are thriving, fueled by love and joy, the less sadness is triggered. She feels prepared for future loss or any challenge. She avoids regretting the past or worrying about the future. Her post traumatic growth was worth the work and allows her to have empathy for others struggling. She is dedicated to continuous improvement of her life. Always remembering the depth of her pain, she has compassion for others, including her family.

Moving 17 times for jobs and relationships, Cathy has lived on the west side of the country and in the mid-west. She has been thriving for years, is happily married, and lives with her husband near Cleveland, Ohio. They are animal lovers and their rescued dogs are named Benji and Petey. Cathy and her husband enjoy spending time with loved ones, traveling, boating, snow skiing, and sightseeing on their motorcycle.

Jeremy, Son
1991 – 2007
jeremy-300-dpi-3x4Jeremy loved music and taught himself to play guitar. He loved skateboarding, wakeboarding, and snow skiing.  He was passionate about what interested him.  He had a great sense of humor and loved to joke around. He was amazing at computers and video games.  He deeply loved all of his family and friends.  Some of his friends would fondly call him curly.  He had intuitiveness about understanding the importance of cherishing every moment with those you love.  I use to ask him “what’s the best thing in the world?”  He would get this mischievous grin on his face and say video games.  Then he’d give me a big hug and say “just kidding mom, its love.”   I know he wants all of us to cherish his memories with happiness. 

Ian, Stepson

1988 – 2017
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Ian graduated from Northern Kentucky University with a bachelor degree majoring in history and minoring in psychology. He was bright and full of potential. He loved history, writing, snow skiing, traveling, and adventures. He knew how to have fun, was full of humor, and loved to make others laugh. So many feel blessed to have shared good times with him, calling him a wonderful friend or like a brother to them. There was so much love between him and his family and friends in life. He now is at peace with the mom he dearly loves and a guardian angel showing us how important it is to cherish the time we have with our loved ones still here.