Analyzing Top Brokers Oren and Tal Alexander’s Move to Side

Tal Alexander, Guy Gal and Oren Alexander (Side, iStock)

Some brokers need a firm behind them. Others might just need a vendor.

A number of fascinating approaches are emerging in high-end residential brokerage, a business whose demise is predicted every time there’s a market slowdown, an oligarch crackdown or a rush of venture capital that promises transformation. The brokerage hasn’t gone anywhere yet — in fact, 2021 was a banner year for most of New York’s leading firms — but their strategies for catering to talent have begun to sharply diverge. I’m going to butcher a few sports metaphors in here, so forgive me in advance.

Let’s call the first approach the “no player is bigger than the club” philosophy, popularized by soccer club Manchester United’s legendary coach, Sir Alex Ferguson. This approach treats the brokerage like a traditional company — you almost forget that agents are independent contractors — with the corporate brand superseding that of any individual rainmaker. In this approach, exemplified by Douglas Elliman or Brown Harris Stevens or even relative newcomer Compass, it’s the company’s expertise, training and network that are highlighted. Executives give pep talks, speak on panels, pen op-eds, do TV hits and make a concerted effort to stress that it’s the firm that makes the magic happen.

The second approach — let’s call it the “cult of personality on social media steroids” way — was pioneered in New York by Ryan Serhant, who left Nest Seekers to strike out on his own in late 2020, recognizing that his reality TV fame and Ken Doll looks were great tools with which to build a new-age, social-first firm. Serhant’s star power, extreme hustle and willingness to rip apart the buttoned-up image of a luxury real estate broker make him a target for the old guard — he took heat from BHS CEO Bess Freedman on a recent panel I hosted — but he’s clearly finding success in building a firm in his own image.

The Serhant approach is the least replicable, because few brokers have that kind of reach (Elliman’s Fredrik Eklund or Josh Altman would be the only others that come to mind). But there’s a third approach coming into focus, one that seeks out stars but doesn’t seek to outshine them.

It’s best epitomized by Side, a venture-backed startup that bills itself as a “back office for top brokers,” and just landed, as my colleague Katherine Kallergis reported yesterday, two of the country’s most high-profile dealmakers, Tal and Oren Alexander.

Call them what you like — attention-obsessed, controversial, bro-y — it’s clear that the Alexanders are top performers. The Alexander team at Elliman said they brokered $1.8 billion in sales last year across New York, South Florida, the Hamptons and Aspen, and rode the wave when South Florida’s high-end market went bananas during the pandemic, breaking records and putting even Manhattan prices to shame. Side’s gain is a big loss for Elliman — the team represented a sizable 3.5 percent of the firm’s $51 billion book of business last year — and a direct challenge to New York’s establishment firms, whose other rainmakers might now question their own needs for a traditional brokerage.

Side founder Guy Gal seems to be channeling former Chicago Bulls head coach Doug Collins with his “Get the ball to Michael, everybody get the fuck out of the way” philosophy. His company, he’ll tell you, is a service provider to elite agents — nothing more.

“They can fire us whenever they feel like it,” he said of the Alexanders Tuesday. “We are a vendor to them.”

Side has ridden that approach to a $2.5 billion valuation and built a roster of star brokers in Los Angeles, San Francisco and Miami — all of whom manage their own brands and pocket 90 percent of the spoils — Side’s 10 percent cut is far smaller than what traditional firms would typically take in New York. The startup has had its own challenges to deal with — last week, Inman reported that it had laid off a tenth of its staff — but landing the Alexanders gave Gal another opportunity to question why New York’s rainmakers would give up so much of their commissions for hand-holding they don’t need. He referred to standard commission rates — traditionally, top New York firms keep anywhere from 25 percent to 50 percent of the agent’s commissions, depending on seniority, sales volume and other factors — as “outrageous and exploitative.”

“How are agents supposed to invest in their growth and service when they carry all the cost and risk, do all the work, and still give a quarter of their income to a company in exchange for a logo?” he told me on Twitter. “Wild.”

(Write to Hiten Samtani at [email protected] or @hitsamty on Twitter)