top of page
HCL Review
HCI Academy Logo
Foundations of Leadership
DEIB
Purpose-Driven Workplace
Creating a Dynamic Organizational Culture
Strategic People Management Capstone

HCI Webinar: The Psychology of Being a Startup Founder, with David Sinkinson

In the latest HCI Webinar, Dr. Jonathan H. Westover talks with David Sinkinson about the psychology of being a startup founder. Below is a summary of the main points from their conversation! Check out the full episode and let us know what you think!


Watch the episode here:


Quick Recap


Jonathan and David discussed the challenges and psychology of being a startup founder, with David sharing his experience of building and scaling a bootstrapped public safety software startup. They also discussed the challenges faced by early-stage software businesses, the importance of staying true to one's mission and values, and the strategies for growing a business. Lastly, they emphasized the importance of proactively shaping a positive and healthy culture within an organization and the need for founders to learn this lesson early on.


Startup Founders' Challenges and Psychology


Jonathan and David discussed the challenges and psychology of being a startup founder. David, a co-founder and CEO of a bootstrapped public safety software startup, shared his experience of building and scaling the business, which was eventually acquired for 560 million. He emphasized the importance of learning from mistakes and debunking myths to help entrepreneurs avoid common pitfalls. The conversation also touched on the high failure rate of startups, with around 70-80% failing within 2 to 5 years, and the need for a different approach to building and maintaining a healthy company culture.


Challenges of Startups and Scaling Strategies


David discussed the challenges faced by startups, particularly the difficulty in scaling and the pressure to grow quickly. He highlighted the issue of seeking funding, noting that about 75% of venture-backed startups fail. David also mentioned the prevalence of "startup myths" and the psychological challenges that come with running a business. He emphasized the importance of staying true to one's mission and not getting caught up in what others think one should be. Jonathan asked about the common practice of not making profit in the early years of a tech company, to which David responded that this was a common strategy in the early days of the app world.


Challenges in Early-Stage Software Businesses Funding


David discussed the challenges faced by early-stage software businesses, particularly those without a clear revenue model. He highlighted the issue of venture capital funding drying up after four years, leading to business failures. David also expressed skepticism about the need for funding in software entrepreneurship, suggesting that the product's availability over the internet makes it less capital-intensive. He used the example of AI startups receiving large amounts of funding, warning of a potential bubble. Jonathan agreed with David's points.


Discussing Business Challenges and Strategies


Jonathan and David discussed the challenges of starting a business, particularly in the early stages. Jonathan emphasized the importance of staying true to one's mission and values, and not being swayed by easy opportunities. David shared his experience with a B2B business, noting the longer sales cycle but the potential for long-term relationships with clients. He also compared this to the consumer market, which he found more challenging due to the oversaturated market and difficulty in gaining attention.


Growing a Business: Challenges and Strategies


David and Jonathan discussed the challenges and strategies for growing a business. David emphasized the importance of hard work, custom projects, and perseverance in niche markets. He shared his experience with a Canadian company that faced difficulties breaking into the US market, eventually landing a significant deal with the University of Florida. Jonathan agreed with David's points, noting the importance of adaptability in business growth. They also discussed the challenges of scaling a business and the importance of organizational design and people management. David shared his experience of building a culture at his company after a period of significant change, emphasizing the importance of understanding and caring for employees as people.


Proactive Culture Management and Utah's Tech Hub


David and Jonathan discussed the importance of proactively shaping a positive and healthy culture within an organization. They agreed that if left unattended, culture tends to emerge in an unhealthy and toxic way. Jonathan emphasized the need for founders to learn this lesson early on, as neglecting it could lead to negative consequences even if the company is growing rapidly. They also touched on the topic of Utah's tech hub, Silicon Slopes, and its role in fostering entrepreneurial activity. They both agreed that managing people and maintaining a positive work environment is one of the toughest challenges for businesses.


David's Book and Market Validation Discussion


Jonathan and David had a productive conversation about David's work, including his upcoming book "Startup Different: The Mythbusting Blueprint for Your Multi-Million Dollar Business" set to be released in October. David encouraged founders to seek validation in the market rather than among their peers, emphasizing the importance of this in achieving success.


Listen to the webinar here:



Human Capital Leadership Review

ISSN 2693-9452 (online)

Subscription Form

HCI Academy Logo
Effective Teams in the Workplace
Employee Well being
Fostering Change Agility
Servant Leadership
Strategic Organizational Leadership Capstone
bottom of page