1202: Allocating Capital in an Age of AI | Samantha Greenberg, CFO, AlphaSense

1202: Allocating Capital in an Age of AI | Samantha Greenberg, CFO, AlphaSense

In the early months of Francisco Partners, Samantha Greenberg sat in a room on folding chairs with the firm’s cofounders and one other colleague, planning the business.

According to Greenberg, the private equity firm was pursuing an idea that many considered impossible in the late 1990s: executing leveraged buyouts of technology companies. Greenberg tells us she was drawn to the vision because it challenged the belief that technology businesses could not be predictable or capitalized with debt.

During the firm’s first year, Greenberg says, the team closed its first fund. She helped build operating processes, worked on the first transactions, and participated in fundraising—experiences that she says made her a better operator years later.

That builder’s instinct eventually pulled Greenberg away from investing. After 18 years as a technology investor, she had come to appreciate the discipline of “separating signal from noise,” surfacing insights, and allocating capital. But Greenberg tells us that running her own hedge fund revealed something more personal: She found operating more engaging than investing because it gave her “a seat at delivering the value creation.”

She became a CFO in 2021 and deliberately chose an earlier-stage company instead of a more mature organization. According to Greenberg, the decision allowed her to develop the skills she lacked—leading finance transformation, implementing systems, driving operational maturity, and running an accounting department.

The transition also challenged an investing instinct. Investors can wait for the “fat pitches,” Greenberg explains, but rapidly scaling companies cannot wait for every decision to be perfect. Her operating lesson is more immediate: “Velocity matters too.”

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1221: Rebuilding Bread Financial’s Capital Foundation—And What It Made Possible | Perry Beberman, CFO, Bread Financial

1221: Rebuilding Bread Financial’s Capital Foundation—And What It Made Possible | Perry Beberman, CFO, Bread Financial

When Perry Beberman arrived at what is now Bread Financial, the company had a balance sheet problem. It was carrying too much leverage, had insufficient capital, and needed a more disciplined approach...

14 Loka 48min

1220: At Hippo, Growth and Risk Work Together | Guy Zeltser, CFO, Hippo Insurance

1220: At Hippo, Growth and Risk Work Together | Guy Zeltser, CFO, Hippo Insurance

In 2023, Hippo faced what CFO Guy Zeltser describes as perhaps the worst quarter in the insurance company’s history. The response was not to chase growth harder. Instead, leadership made a decision th...

11 Loka 47min

The New Economics of Revenue | Sam Chung, Chief Customer Officer, Salesforce

The New Economics of Revenue | Sam Chung, Chief Customer Officer, Salesforce

How consumption models, AI, and rising complexity are reshaping the CFO mandateRevenue models are becoming more complex—and for finance leaders, the consequences extend well beyond how a company bills...

7 Loka 50min

2019: Building a Health Plan Around What People Actually Do | Tami Wilson-Ciranna. CFO, Curative

2019: Building a Health Plan Around What People Actually Do | Tami Wilson-Ciranna. CFO, Curative

When Tami Wilson-Ciranna joined Curative in April 2020, the assignment came with what now looks like a spectacularly optimistic assumption: three months.“I met with Fred on a Tuesday and I started on ...

4 Loka 48min

1218: Why Pegasystems Is Betting on Work, Not Tokens | Ken Stillwell, CFO, Pegasystems

1218: Why Pegasystems Is Betting on Work, Not Tokens | Ken Stillwell, CFO, Pegasystems

When Pegasystems began building its cloud business, the economics were hardly what investors would expect from a mature software company. Cloud gross margin was below 30%, recalls CFO and COO Ken Stil...

30 Syys 48min

2017: A Sharper Portfolio, A Clearer Capital Story | Brittany Cerwin, CFO, Middleby Corporation

2017: A Sharper Portfolio, A Clearer Capital Story | Brittany Cerwin, CFO, Middleby Corporation

For years, Middleby executives arriving at investor conferences faced a storytelling problem: 30 minutes wasn’t much time to explain three different businesses, each with its own brands, markets, inve...

27 Syys 41min

People and Places: The Geography of a CFO Career

People and Places: The Geography of a CFO Career

CFO careers are often described through titles, companies, and accomplishments. But another force can quietly shape the journey: place.In this themed episode of CFO Thought Leader, five finance leader...

23 Syys 37min

2016: Building the Operating System for Agentic Automation | Ryan Roccon, CFO, Zapier

2016: Building the Operating System for Agentic Automation | Ryan Roccon, CFO, Zapier

At Zapier, the rise of AI is changing more than the automation products customers build. It is reshaping how the company organizes, invests, prices its offerings, and thinks about its next stage of gr...

20 Syys 49min

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