logo
episode-header-image
Apr 2020
31m 56s

588: FinTech Goes Beyond the Paycheck ...

The Future of Finance is Listening
About this episode

Back in 2008, when auction giant eBay acquired Bill Me Later (BML), a Maryland-based payment credit company, Brian Whalen and his BML colleagues breathed a sigh of relief.

“We had just enough liquidity and options to give us the runway to sell to eBay and PayPal, so—from a learning perspective—it was really about asking the questions ‘How do you keep those options open?’ and ‘How do you keep your liquidity choices available to you so that you can capture the moment?’” says Whalen.

Having served in a number business development roles at BML, he recalls as if it were yesterday the sudden wallop that the credit crisis delivered: “It hit us like a sledgehammer, so we made the decision to tighten credit and sacrifice some growth for the quality of our assets.”

In addition to preserving cash, BML would raise $100 million from Amazon and T. Rowe Price, while having discussions with a string of potential suitors. Ultimately, in October 2008, eBay acquired the firm for $820 million in cash and approximately $125 million in stock.

“People will joke and say, ‘It’s better to be lucky than good,’ but to a certain extent, we made our own luck by being prepared,” explains Whalen, who relocated to California following the acquisition of BML to serve in a number of business development and finance roles at PayPal headquarters, including CFO of PayPal’s global credit group. Eventually, he stepped back onto a more entrepreneurial FinTech path that has led him to the CFO office at Branch, a start-up specializing in what are widely labeled as “financial wellness” offerings for companies and their employees. –Jack Sweeney

Up next
May 28
1101: Turning Home Equity into a Platform, Not a Product | Tom Egan, CFO, Hometap
When Tom Egan walks a homeowner through the math—“If your house is worth a million dollars and you owe five hundred thousand,” he says—the traditional options surface quickly: load the balance sheet with a costly home‑equity loan or sell and hope you can find somewhere new to liv ... Show More
59m 32s
May 25
1100: Lines, Not Dots: Turning Optionality into Outcomes | Chad Gold, CFO, Fullstory
Imagine an accounts‑receivable clerk clicking through four different systems just to finish one routine task. Chad Gold sees that bottleneck instantly. Fullstory’s newly launched Workforce product maps every mouse‑stroke of such employee journeys, then surfaces friction points so ... Show More
50m 22s
May 23
ON LOCATION: AI on the Frontlines - Live Insights from Planful Perform25
Broadcasting from Planful’s Perform 25 conference in Miami, CFO Thought Leader presents frontline finance insights in an on‑location special. CEO Grant Halloran rejects the narrative that generative AI replaces people; instead he calls it the only viable antidote to a looming thr ... Show More
54m 43s
Recommended Episodes
Jan 2024
Live Oak: The Small Business Bank - [Business Breakdowns, EP.143]
This is Matt Reustle. Today we are breaking down Live Oak Bank. Our guest is Stephen Vafier, the Founder of Storri Labs Capital Partners. Live Oak is a bank that received a charter right before the financial crisis. It does not have the a 100+ year histories of many of the banks ... Show More
1h 4m
Mar 2021
101: Acquiring a $1.5M Business with Only $10k Out of Pocket with Nigel Guisinger & Sean Ade
We buy and sell a lot of different assets like houses, stocks, and even bitcoin (sometimes). But what about buying and selling businesses? Business acquisitions can seem like an entirely different world, but they aren’t too different from the regular buying and selling of assets ... Show More
1h 9m
Jun 2023
The US banking system on life support
In March 2023 Silicon Valley Bank collapsed. It was the second largest banking failure in US history. The regulator, the FDIC, fired the management team and brought in a new person to run the institution while a buyer was found.As the former CEO of Fannie Mae, Tim Mayopoulus has ... Show More
18m 29s
Aug 2022
Financing Growth at Different Stages in Business
If you’re in the eCommerce world and have any kind of inventory-based business, you know how growth can be a double-edged sword: the faster you grow, the larger the POs that you have to place and the more likely you are to slip into a negative cash flow. Ben Tregoe is the CEO and ... Show More
56m 12s
Sep 2022
Morgan Housel on Inflation, Incentives, and Investing through Bear Markets
“No one's success is proven until they've survived a calamity.” You can’t join the NBA with a few good shots, but you can join the ranks of “great” investors. Luck and skill are much harder to separate in the financial world and making that distinction can take a few decades. Chr ... Show More
25m 28s
Jan 2020
#37 - Mastering Amazon FBA
Ever think your side-hustle could become a million-dollar company? Paul Anderson (@paul_d_andersen) did. Today on My First Million, we sit down with Paul who quit his 9-to-5 to focus on his Amazon FBA and how his passion became a full-blown multi-million dollar company. Side hust ... Show More
49m 18s
Apr 2020
Chris Whalen on PPP Loans (Podcast)
Bloomberg Opinion columnist Barry Ritholtz speaks with Richard Christopher Whalen, investment banker and chairman of Whalen Global Advisors LLC. Mr. Whalen is the author of several books, including his most recent work, “Ford Men: From Inspiration to Enterprise.” Learn more about ... Show More
49 m
Apr 2021
Bonus: From College Dropout to "Most Admired" CEO, In Conversation with Kirk Simpson, CEO of Wave Financial
We are in conversation with an entrepreneur named Canada’s Most Admired CEO in the growth sector. Kirk Simpson, is the co-founder and CEO of Wave Financial, an accounting software business, that was recently acquired by H&R Block for over $500 million CAD.Like many founders, Simp ... Show More
32m 11s
Jun 2022
Berkshire Hathaway: The Incomparable Compounder - [Business Breakdowns, EP. 63]
Today’s business needs little introduction. Berkshire Hathaway is one of the largest businesses in the world and run by arguably the most famous investors of our time, Warren Buffett and Charlie Munger. To break down the business, I’m joined by Chris Bloomstran. Chris is the Pres ... Show More
1h 14m
Apr 2019
133. What do Warren Buffet and Jeff Bezos have in common? Matt Linklater shares a wealth building strategy to help business owners grow...
Matt Linklater is the owner of Link Business Solutions.  He lives a passion for helping business owners create Financial Freedom by giving them a roadmap for success. He has over 18 years of experience meeting and interviewing over 13,000 financial advisors to bring to you a uniq ... Show More
32m 31s