EPISODE · Feb 18, 2026 · 30 MIN
Series 2 - Episode 4 - Ian Dibb - Finding Happiness
from Insightful Edge · host geoff5q
SHOW NOTES On this episode of Insightful Edge, host Geoff Dyckes recommends the book "Fire in the Hole" by Bob Parsons, founder of GoDaddy and PXG. Geoff then chats with Ian Dibb, founder of Wayfinder Advisory (mentoring and consulting early-stage founders), founder of the Cornish Diamond Company, and a contributor to Man Down, a UK men’s mental health charity. Ian recounts building and fundraising for a software startup that failed to find product-market fit, leading to burnout, anxiety, and strain on his family life. In March/April 2025, he closed the business, explaining that this brought him immediate relief and renewed energy. He explains the pressure founders feel after raising capital, often driven by fear of letting investors down despite investors understanding early-stage risk. The conversation explores changing definitions of success, the limits of money, valuing time with family, focusing on happiness in the present, and building a legacy through helping others. 00:00 Welcome back and Geoff’s recent exploits 01:58 Book recommendation: 'Fire in the Hole' by Bob Parsons 04:19 Meet this episode’s guest: Ian Dibb 05:20 The experience of founding a business that ultimately failed. 08:37 Using the scars: mentoring other founders 14:37 Redefining success 18:44 Man Down: men's mental health support 23:00 Money Talk: financial literacy and teaching the next generation 24:10 Ian’s advice to his younger self 29:31 Final takeaways Useful links mentioned in this episode: www.dyckesfinancial.co.uk Contact the host: Geoff Dyckes: [email protected] Newsletter sign up: https://geoff-dyckes-financial-consultancy-ltd.kit.com/bb5a3a7550 Book an initial Free 15 mins Introduction Phone Call :- https://calendly.com/geoffdyckes Guest - Ian Dibb linkedin.com/in/iandibb Book Recommendation Fire in the Hole - Bob Parsons.
What this episode covers
SHOW NOTES On this episode of Insightful Edge, host Geoff Dyckes recommends the book "Fire in the Hole" by Bob Parsons, founder of GoDaddy and PXG. Geoff then chats with Ian Dibb, founder of Wayfinder Advisory (mentoring and consulting early-stage founders), founder of the Cornish Diamond Company, and a contributor to Man Down, a UK men’s mental health charity. Ian recounts building and fundraising for a software startup that failed to find product-market fit, leading to burnout, anxiety, and strain on his family life. In March/April 2025, he closed the business, explaining that this brought him immediate relief and renewed energy. He explains the pressure founders feel after raising capital, often driven by fear of letting investors down despite investors understanding early-stage risk. The conversation explores changing definitions of success, the limits of money, valuing time with family, focusing on happiness in the present, and building a legacy through helping others. 00:00 Welcome back and Geoff’s recent exploits 01:58 Book recommendation: 'Fire in the Hole' by Bob Parsons 04:19 Meet this episode’s guest: Ian Dibb 05:20 The experience of founding a business that ultimately failed. 08:37 Using the scars: mentoring other founders 14:37 Redefining success 18:44 Man Down: men's mental health support 23:00 Money Talk: financial literacy and teaching the next generation 24:10 Ian’s advice to his younger self 29:31 Final takeaways Useful links mentioned in this episode: www.dyckesfinancial.co.ukContact the host:Geoff Dyckes: [email protected] Newsletter sign up: https://geoff-dyckes-financial-consultancy-ltd.kit.com/bb5a3a7550 Book an initial Free 15 mins Introduction Phone Call :- https://calendly.com/geoffdyckes Guest - Ian Dibb linkedin.com/in/iandibb Book Recommendation Fire in the Hole - Bob Parsons.
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Series 2 - Episode 4 - Ian Dibb - Finding Happiness
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