Rosamond Stenhouse: The Maverick Coach/Entrepreneur You Want in Your Corner
Born into extreme privilege to a fourth-generation entrepreneur, Rosamond chose an unconventional path that would define her legacy. At just 17, she disinherited herself, rejecting a life of waiting to be handed wealth to pursue her vision. Working three jobs and coining the phrase “the gift of desperation,” her early realisation that emotional attachment to money ultimately leads to reduced decision-making and ultimately complete empowerment set her far apart from her peers.
After smashing sales charts after moving to America, the “dream big” work culture of the USA left a lifelong impression, giving Rosamond the confidence to build her first company. An experience she is deeply grateful for to this day.
As her company grew Internationally until Rosamond led the way in large-scale land delivery, predominantly of new towns from conception and the 1% of women - a multi-faceted industry requiring meticulous detail in a high-pressure, cutthroat, high-stakes environment. With the average project lasting 5 to 10 years, and one error could spell total collapse, Rosamond developed her own mental, emotional and spiritually disciplined daily program to ensure she could thrive over the long haul, be present for her family and detach from the role. Many awards followed.
Her Philosophy?
Entrepreneurship is the “Great Revealer”. Whatever you ignore, whatever you don’t face, whatever you refuse to acknowledge will be your company's or family’s undoing” Unfortunately, once you start or lead a company, a moral obligation presents itself. You are no longer responsible for yourself but for all who work for you. Your principles, values and Standards will be challenged, your character and intelligence tested, and the more successful you become, the bigger the bubble will grow around you.
There are many ways to counteract this actuality
Your business ability will be put to the litmus test will you make it or break it?
The need to anticipate trends and future challenges and the capacity to imagine the future of your business and implement, hire, and prioritise strategies accordingly months and years in advance must be nurtured.
Your brain is going to get pulverised over time the constant decision-making can deplete mental energy over time, causing decision fatigue.
My approach is about keeping you moving forward while giving you useable solutions, taking some of the heat off the demands of the role.
The focus is simple to lift pressure, improve your emotional burdens and get that mind to Olympic standards of thought, discarding the ineffective patterns fast.
I remember once at the top of my industry feeling so lonely, I had everything; I'd built everything I'd ever dreamed of, yet I felt completely lonely 20 years flat out, maintaining innovation, culture and agility while managing scaling and complexities and I was emotionally spent. I was physically in super shape, a disciplined, avid sports person; the business was flying, but areas of my emotional life, including my personal life were awful.
Rosamond has heard it all, there is probably nothing you could tell her she hasn’t seen or heard: Rosamond judges no one only a fool judges.
Entrepreneurs and CEOs face problems that few others understand, making it hard to relate to peers.
Leaning on employees without appearing vulnerable doesn’t work and it always backfires eventually.
“I sometimes look at my grandfather he was managing 36 global companies by 36 years old and went on to be one of the top 5 global insurers. I wonder how he did it. But back in those days, he was gone 6 months of the year, and he just threw money at everything, thinking it would fix it. Followed by a month-long stint once a year to a health farm that was implemented after people had heart attacks.
The only thing that’s changed is we have all woken up to realise you have to grow with the company to come out the other side: happy, whole, alive and grinning.
Entrepreneurship isn’t a battle you face alone; it’s a journey of constant evolution. Unlike war, which leaves you unprepared and irrevocably changed, entrepreneurship is a slow burn. Asking for help isn’t a weakness - it’s a sign of wisdom, strength, and leadership. A truly effective leader understands the value of reinforcement and collaboration from people who have been there.
The real challenge lies in maintaining mental clarity and emotional regulation. That’s where I come in - not just to help but to provide holistic business expertise across all areas and for the few instances where I’m not 100% certain, I have access to high-level contacts and resources to bring in the necessary expertise.
Charismatic, sharp, and astute, Rosamond understands the vulnerabilities entrepreneurs will face. Her no-nonsense approach, battle smart, profound insights, stem from a lifetime of high-stakes environments. With a rare mix of toughness, kindness, and business logic, Rosamond doesn’t just coach entrepreneurs - she has lived it all. A true woman of substance, she will leave you stronger, tougher, smarter, happier and energised.
“You will be hard-pressed to ever find another woman like Rosamond, I’m a serial entrepreneur with too many life experiences to count, and at 70 years old, I should know”.
Dennis V.G
References upon request.