-
finance
Quantifying Customer Churn’s Financial Drag on Valuation and Implementing Corrective Measures
In 2017, I was in a boardroom when I saw a founder turn pale when an investor told them their…
Read More » -
Business
What to Do When You Underestimated Startup Costs and Run Out of Funds Before Break-Even
I sat in my office at 3:00 AM, wondering what I could do to pay my employees next week with…
Read More » -
finance
How to Build Your First Startup Financial Projections That Pass Investor Scrutiny
Three years ago, I was working on my financial projections in a small cafe. While I was at the cafe,…
Read More » -
finance
Resolving a Surprise Tax Bill After Underpaying Quarterly Estimated Payments
The great news is that you are not the only person who has gone through this! When I discovered how…
Read More » -
finance
Debt Financing vs. Equity Financing for Scaling Businesses: A Risk-Adjusted Decision Framework
In 2014, I was sitting in a small office space at my startup, looking at a term sheet that would…
Read More » -
Uncategorized
Identifying and Eliminating Wasted Ad Spend on Social Media Platforms
When I was an advertising manager for a $50,000/month client in 2019, I thought it was all good. Until I…
Read More » -
Business
LLC vs. S Corporation Taxation for Digital Entrepreneurs: Which Minimizes Self-Employment Tax Legally
Two years ago while working from home, I received a tax bill I couldn’t believe! I was so excited about…
Read More » -
Business
Investing Business Cash Reserves: Index Funds vs. Active Management for Short-Term Liquidity Needs
I remember sitting in my office back in 2016, staring at a bank statement that showed $200,000 in idle cash…
Read More » -
finance
Structuring Key Person Insurance and Buy-Sell Agreements to Secure Partnership Continuity
I’ve been in meetings before where two partners were discovering together that they essentially don’t have a written partnership agreement!…
Read More » -
finance
Tax-Loss Harvesting Beyond Equities: Applying Strategies to Crypto, Bonds, and Real Estate Crowdfunding
I will never forget the moment when I sat down in my office in 2018, looking down at my portfolio,…
Read More »