Blog
The inside scoop on the day-to-day life of an early-stage software company….
Year 4
August marks the 4th anniversary of Gain Compliance. It’s always interesting to check in on the reality vs. expectations of having another year under our belt. In short, the past year has gone incredibly well. But, as with all early-stage companies, it doesn’t mean...
The Wisdom of Crowds
The best thing about cracking a new market is working with customers. Not only is it necessary from a company standpoint - revenue is the end goal, after all - but it also offers numerous benefits with regards to product development. Not to mention: the alternative is...
Hypermature Markets – What Comes Next for Customers
One feature of hypermature markets is a lack of innovation . The dominant incumbents have carved up market share with little movement among vendors, allowing them to sit back and collect what is effectively a stream of annuity payments. But…all good things come to an...
Macroeconomics 101: Running a Startup in a Down Economy
I started as an entrepreneur a little over two decades ago - a long enough period to have experienced a full range of market conditions. This includes two notoriously challenging periods: In 2000, I founded my first company in a very down economy in the Bay Area - the...
Cloud Software in the Spotlight
COVID-19 has brought renewed interest in remote workers, a phenomenon that was unheard of until fairly recently. Several factors have contributed to effectiveness of a distributed workforce, not the least of which is the ubiquity of cloud-based software. The...
Stat. Filing Software: The Changing of the Guard
The market for Annual Statement software exhibits the hallmarks of late-stage post maturity. The statutory financial filing for insurers is very involved; it takes years for a new solution to be brought to market, whether it be from a new entrant or a new product...
And Then There Were Six
It’s nice when microeconomic principles work in real life. (Or, at the very least, it makes me feel better about the time and cost I devoted to my MBA.) Gain’s world of Statutory Financial Reporting for insurance companies is following a well-known script pretty much...
Product Strategy: Tools vs. Outcomes
Quite often, the end goal for a startup is straightforward: to build a best-in-class tool to accomplish a specific task. Depending on what that task is, this might be exactly the right approach. However, the more complicated and involved the use case, the more...
Know Your Customer
In one of my favorite children’s books, The Lorax, an evil businessman finds great success by designing a consumer product with such broad appeal that demand for it is insatiable. This product - a “Thneed” - is some sort of cloth or woven good, but its illustration...








