The Realities of Running a Tech Startup | Melissa Kwan | CEO of eWebinar

12/03/24 • 33 min

In this episode of Seemed Like a Good Idea, I sit down with Melissa Kwan, Co-Founder and CEO of eWebinar, and a three-time bootstrapped founder with a successful exit under her belt. Melissa shares candid insights from her entrepreneurial journey, revealing the highs, lows, and lessons learned while building innovative products in the SaaS and real estate tech spaces.

Burning Man & Creativity: Melissa reflects on her annual pilgrimage to Burning Man and how the event inspires her personal and professional life.
Startup Life: Insights into the reality of being a founder, why most ideas fail, and how Melissa learned to embrace consistency and compounding results over quick wins.
Affiliate Marketing Gone Wrong: Melissa opens up about spending $130,000 on affiliate marketing and why it didn’t deliver the results she hoped for.
Remote Work Challenges: Lessons learned from hiring junior employees in a fully remote company and why Melissa now focuses on experienced, self-motivated talent.
Real Estate Tech Realizations: Why Melissa advises against pursuing real estate tech startups, based on her hard-fought experiences with early ventures.
Customer Support Breakthroughs: The serendipitous story of hiring a junior developer on a sailboat and how it transformed eWebinar's technical support challenges.

Tune in for an engaging conversation that delves into the realities of entrepreneurship, the importance of adaptability, and the mistakes that shaped Melissa’s journey to success.

Burning Man & Creativity: Melissa reflects on her annual pilgrimage to Burning Man and how the event inspires her personal and professional life.
Startup Life: Insights into the reality of being a founder, why most ideas fail, and how Melissa learned to embrace consistency and compounding results over quick wins.
Affiliate Marketing Gone Wrong: Melissa opens up about spending $130,000 on affiliate marketing and why it didn’t deliver the results she hoped for.
Remote Work Challenges: Lessons learned from hiring junior employees in a fully remote company and why Melissa now focuses on experienced, self-motivated talent.
Real Estate Tech Realizations: Why Melissa advises against pursuing real estate tech startups, based on her hard-fought experiences with early ventures.
Customer Support Breakthroughs: The serendipitous story of hiring a junior developer on a sailboat and how it transformed eWebinar's technical support challenges.

Tune in for an engaging conversation that delves into the realities of entrepreneurship, the importance of adaptability, and the mistakes that shaped Melissa’s journey to success.

Previous Episode

How to Scale a National Business in Real Estate | Scott Kriss | CEO of Kriss Law

In this episode of Seemed Like a Good Idea, I sit down with Scott Kriss, Founder of Kriss Law, one of the largest real estate closing firms in the U.S. With over 20 years in the industry, Scott offers a candid look at his career, the evolution of real estate law, and key lessons learned from economic ups and downs.

Topics Covered:

Early Days & Growth: Scott shares his journey from law school to founding Kriss Law, expanding nationwide, and the challenges of aggressive business growth.
Subprime Mortgage Crisis: Insights into the predatory lending practices that led to the 2008 crisis and the regulatory changes that followed.
Real Estate Industry Today: Scott’s take on the role of buyer’s agents, the importance of legal guidance in transactions, and why he believes agents are crucial for first-time homebuyers.
Legal & Market Changes: A discussion on recent lawsuits impacting commission structures and the ripple effects of misinformation in the real estate world.
Investment Lessons: Scott’s experiences in investing, the pitfalls of startups, and his advice on avoiding common investment mistakes.

Tune in for a thought-provoking discussion that covers the real estate industry’s past, present, and future—and the lessons Scott wishes he’d known sooner.

Next Episode

Why Most Real Estate Startups Fail | David Snider | Former COO of Compass

In this episode of Seemed Like a Good Idea, I sit down with David Snider, former COO of Compass and current CEO of Harness Wealth. David shares his journey from scaling one of the largest real estate brokerages in the U.S. to transforming the financial advisory space with innovative technology at Harness Wealth.

The Origins of Compass: David reveals the early vision for Compass, the challenges of disrupting traditional brokerage models, and the pivotal decisions that shaped the company's growth.
Hyperlocal Challenges in Real Estate: Insights into why scaling a real estate business is uniquely difficult and how localized markets impacted Compass’s strategy.
Lessons from Rex's Failure: A cautionary tale about platform dependency and how it can make or break a startup.
Recruitment Strategies That Work: How Compass successfully recruited top agents and sales managers to fuel rapid expansion.
Startup Innovation: David reflects on the complexities of changing entrenched industry norms and why focusing on fewer, high-impact changes is key.
Harness Wealth’s Mission: How David is applying lessons from Compass to create a seamless, tech-driven experience for financial and tax advisors.

Join us for an engaging discussion on the realities of entrepreneurship, the risks and rewards of innovation, and the hard-earned lessons that shaped David’s career.