• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
FinanceWall Street

Bond Stalwart Lebenthal & Co. Loses The Lebenthals

Shawn Tully
By
Shawn Tully
Shawn Tully
Senior Editor-at-Large
Down Arrow Button Icon
Shawn Tully
By
Shawn Tully
Shawn Tully
Senior Editor-at-Large
Down Arrow Button Icon
June 7, 2017, 2:14 PM ET
"Two Turns From Zero" Book Launch Event
NEW YORK, NY - MARCH 08: (L-R) Alexandra Lebenthal and actress Brooke Shields attend the "Two Turns From Zero" book launch event at The Regency Bar and Grill on March 8, 2017 in New York City. (Photo by Noam Galai/WireImage)Noam Galai/WireImage

One of the last of Wall Street’s iconic boutique firms will no longer be run by the family that gave it its name. Alexandra Lebenthal, CEO of Lebenthal & Co, the firm started by her grandparents in 1925, is stepping down as CEO; her brother James, chief of asset management, is leaving the firm. The asset management division will continue under the Lebenthal name. And so will the capital markets business that Alexandra built over the past decade; both businesses will be run by managers now at the firm. In fact, Alexandra will still act as a “managing member” of the team, according to the press release issued June 7. But the Lebenthals are relinquishing all control, marking an historic reversal of fortune for the clan that built a leading brand in municipal bonds, through the rollicking, unforgettable TV ads featuring Alexandra’s pitchman father Jim (“Bonds are my babies”) Lebenthal.

“We were still doing great in our other businesses, then we expanded much too fast into wealth management,” Alexandra maintains. “We didn’t bring in enough assets and revenues to match the expenses.”

In late 2013, Lebenthal & Co made a major move into wealth management by hiring a team from Morgan Stanley. At the time, the firm stood on two solid legs: Asset management for families and institutions managed by James Lebenthal, and Alexandra’s speciality, a capital markets shop licensed in several states as a Minority and Women Owned Business (MWBE). More and more companies reserve portions of their issues for such “diversity” firms. According to Lebenthal, both were prospering. She asserts that her capital markets operation ranked No. 1 among women-owned firms in each of the past four years.

The turning point was the foray into wealth management. “Wealth management is a really competitive business,” she says. “You need a really big platform that costs a lot of money to attract advisors and build all the infrastructure.” Lebenthal invested heavily, but the profits didn’t follow. “After two years, we had only $1 billion under management,” she says. “We had set our sights on a lot more money and a lot more people. We were always running a couple of steps behind.”

The woes didn’t stop there. The firm’s reputation was damaged by a suit filed by a one-time friend and mentor, James Cayne, the former CEO of Bear Stearns. Cayne sued Alexandra for repayment of what was originally a $1 million loan. “It caused a lot of negative publicity about me,” says Alexandra, “and added to everything that was going on.” She claims that Cayne made the loan “to the company, and that given the situation of the firm, it couldn’t be repaid in full.” In his suit, Cayne maintains the loan was made to Alexandra personally, not to Lebenthal & Co.

Lebenthal shuttered wealth management in June of 2016. She then sought “strategic alternatives,” either a sale or an infusion of capital. And for a while, a rescue seemed imminent. She came close to forging a deal in which South Street Securities would purchase the asset management business and a minority share of the capital markets franchise. But the deal collapsed shortly before a closing anticipated on May 31.

How will Lebenthal & Co’s creditors fare? Alexandra declines to comment. But the press release contains the following statement: “The company is currently pursuing various strategic alternatives for its operating businesses, which include a sale of one or more of the businesses to third parties and/or reorganization with the support of its secured creditors.”

The departures mark the end of a durable mini-dynasty. Starting in 1994, Alexandra apprenticed as an assistant to her irascible grandmother Sayra, who made a successful business selling municipal bonds to small investors. By then, the firm’s dominant figure was her father, the legendary Jim Lebenthal, who aimed for achieving the sublime by risking the ridiculous in TV ads, declaring in one spot, “Munis are a cash cow…I was weaned on munis, not milk.”

In 2001, the family sold Lebenthal & Co. to brokerage AdVest. A decade later, Merrill Lynch purchased AdVest, and retired the Lebenthal name. Alexandra later persuaded her friend, Merrill Lynch’s then-co-president Greg Fleming, to sell her the dormant brand for $1,000. In 2007, Lebenthal & Co was reborn.

Lebenthal took the new firm in a novel direction. Instead of following the old model of winning retail clients, she focused on institutional business. The firm helped underwrite the Treasury’s sale of its stakes in AIG and GM following the financial crisis bailouts, as well as such trophy IPOs as fashion house Michael Kors, and the sale of Realogy shares by Apollo. In 2012, Lebenthal & Co. underwrote $1 billion in securities, and had $500 million in assets under management, and according to Alexandra, the numbers have grown since then.

Alexandra’s tireless networking was a business in itself. She developed invaluable friendships with bond king Jimmy Lee of JP Morgan, who regularly included her in his deals; private equity titan Wilbur Ross, now Secretary of Commerce, purchased munis from Lebenthal & Co. for his personal account.

Such great names as Lehman Bros., Bear Stearns and EF Hutton are long gone. Now, Lebenthal & Co,, headed by two of the most recognizable faces on Wall Street, super-salesman dad Jim, and super-diva Alexandra, will no longer be a family firm. “I don’t know that I’ll do next, it’s been a long year and a half,” says Alexandra. She adds that the experience taught her an important lesson: “When you plan a major expansion, raise not only the capital you think you’ll need, but a lot more.” Despite the disappointing outcome, the high-fashion legend is eyeing the future with her customary elan. “It’s been an incredible journey,” she says. “I’m looking forward to the next chapter.”

About the Author
Shawn Tully
By Shawn TullySenior Editor-at-Large

Shawn Tully is a senior editor-at-large at Fortune, covering the biggest trends in business, aviation, politics, and leadership.

See full bioRight Arrow Button Icon

Latest in Finance

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.


Most Popular

placeholder alt text
Economy
'I just don't have a good feeling about this': Top economist Claudia Sahm says the economy quietly shifted and everyone's now looking at the wrong alarm
By Eleanor PringleJanuary 31, 2026
1 day ago
placeholder alt text
Success
Ryan Serhant starts work at 4:30 a.m.—he says most people don’t achieve their dreams because ‘what they really want is just to be lazy’
By Preston ForeJanuary 31, 2026
22 hours ago
placeholder alt text
Future of Work
Ford CEO has 5,000 open mechanic jobs with up to 6-figure salaries from the shortage of manually skilled workers: 'We are in trouble in our country'
By Marco Quiroz-GutierrezJanuary 31, 2026
20 hours ago
placeholder alt text
Success
Alexis Ohanian walked out of the LSAT 20 minutes in, went to a Waffle House, and decided he was 'gonna invent a career.' He founded Reddit
By Preston ForeJanuary 31, 2026
20 hours ago
placeholder alt text
Economy
Right before Trump named Warsh to lead the Fed, Powell seemed to respond to some of his biggest complaints about the central bank
By Jason MaJanuary 30, 2026
2 days ago
placeholder alt text
AI
Top engineers at Anthropic, OpenAI say AI now writes 100% of their code—with big implications for the future of software development jobs
By Beatrice NolanJanuary 29, 2026
3 days ago

Latest in Finance

harvard
CommentaryLeadership
How Trump helped Harvard: 5 ‘Crimson’ leadership lessons on standing up to bullies 
By Jeffrey Sonnenfeld, Steven Tian and Stephen HenriquesFebruary 1, 2026
36 minutes ago
Elon Musk sits with his hands on his knees in front of a blue "World Economic Forum" background.
Economythe future of work
Musk’s fantasy for a future where work is optional just got more real: UK minister calls for universal basic income to cushion AI-related job losses
By Sasha RogelbergFebruary 1, 2026
3 hours ago
Startups & VentureOpenAI
Nvidia CEO signals investment in OpenAI round may be largest yet
By Debby Wu and BloombergJanuary 31, 2026
12 hours ago
Economygeopolitics
BRICS could become a new pillar of global governance—if its rapid growth doesn’t erode its newfound clout
By Brian WongJanuary 31, 2026
13 hours ago
EconomyFederal Reserve
Fed chair nominee Kevin Warsh could crush Trump’s rate-cut hopes and risk suffering the same level of abuse that Powell got, analysts say
By Jason MaJanuary 31, 2026
13 hours ago
EconomyDebt
Trump thinks a weaker dollar is great, but the U.S. needs a stable currency as national debt heads toward $40 trillion, former Fed president says
By Jason MaJanuary 31, 2026
15 hours ago