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Comparison · 16 material differences

The Lifestyle Investor Mastermind vs TIGER 21

This comparison was generated on request from the records. It carries no editorial verdict and is not indexed. The published comparisons are listed on the compare page.

Read down each column for one organization, across a row for the difference. A bronze mark at the left of a cell means the organizations differ on that row. A dash or “not published” means the organization does not disclose the fact — it is not a zero.

Verified September 2026
Paid mastermind

The Lifestyle Investor Mastermind

High-net-worth individuals seeking passive cash flow: entrepreneurs, business owners and high-earning employees, including people approaching or past a seven- to ten-figure exit…

Verified September 2026
Peer advisory

TIGER 21

Ultra-high-net-worth entrepreneurs, investors and executives with at least US$20 million in investable assets, many of them post-exit.

What the records say

Side by side

The Lifestyle Investor MastermindTIGER 21
Profile
Type Paid mastermind Peer advisory
Founded Not documented 1999 (Founded by Michael W. Sonnenfeldt with a single group of six entrepreneurs in New York City who had recently sold their businesses. The name is widely reported to stand for The Investment Group for Enhanced Returns in the 21st Century, which TIGER 21 does not state on the pages reviewed. Headquarters city reported by secondary sources; TIGER 21 does not state it on its about page.)
Headquarters Austin, United States New York, United States
Geographic footprint United States focused. Three annual gatherings are held in Austin, Texas, supplemented by member meet-ups around the country and international luxury trips. 162 groups across 54 cities worldwide, including North America, Europe, the Middle East, Asia and Oceania, plus virtual groups
Members Not publicly disclosed. The organization says it opens membership only a few times a year and, for 2026, is "opening the doors to just a few new members", but publishes no total. 1,900as of September 2026
Chapters No chapters. Activity centres on Austin events, national meet-ups and a virtual portal. 162
Primary audience High-net-worth individuals seeking passive cash flow: entrepreneurs, business owners and high-earning employees, including people approaching or past a seven- to ten-figure exit. A separate junior tier serves professionals under 35. Ultra-high-net-worth entrepreneurs, investors and executives with at least US$20 million in investable assets, many of them post-exit.
Typical member The mastermind page describes members with "net worths ranging from a few million to nine figures" and says the group is made up of high W-2 earners, successful entrepreneurs and people who are nearing or have completed exits at the seven-, eight-, nine- or ten-figure level. No net-worth minimum is published as a hard threshold. The separate Foundations tier is aimed at professionals under 35. Members are wealth creators rather than salaried executives: current and former entrepreneurs, investment managers and senior executives, typically after a liquidity event, whose central problem has shifted from building a business to preserving and allocating capital.
Qualification
Maximum age at joining Foundations tier only: aimed at driven professionals under 35Foundations is a separate, lower-priced mastermind described as being for "ambitious millennials" and "driven under-35 year olds"; it is not a restriction on the main mastermind.verified September 2026 · source ↗ No published maximum age at joining
Minimum net worth No published net worth minimum; members are described as ranging from a few million to nine figuresThe vetting page says the group is made up of high W-2 earners, successful entrepreneurs and people nearing or past seven- to ten-figure exits, but sets no stated threshold.verified September 2026 · source ↗ No published minimum net worth
Minimum investable assets No published minimum investable assets At least US$20,000,000 in verifiable investable assets or qualifying net worthExcludes personal-use assets. TIGER 21 states that meeting the minimum "does not guarantee admittance".verified September 2026 · source ↗
Invitation required Yes No
Sponsor required Not documented Not documented
Application process The published process has three steps: complete an application covering background, achievements and goals; a team review that weighs financial track record alongside mindset and fit; and, if selected, a personal invitation issued when enrolment opens. Doors open only a few times a year, and applicants who apply between cycles join a waitlist. Candidates submit an inquiry and are assessed by a Membership Development Director against the 5Cs. Vetting includes extensive background checks and interviews, and TIGER 21 states the process typically takes about two months. Meeting the capital minimum is explicitly not sufficient on its own.
Selectivity Not publicly disclosed as a rate. The organization says spots are "extremely limited", that it plans to admit "just a few new members" in 2026, and that it has rejected many applicants, but publishes no numbers. TIGER 21 states that meeting the US$20 million minimum "does not guarantee admittance" and that other qualitative requirements apply at its discretion. No acceptance rate is published.
Cost
Annual dues Not publicly disclosed. The main Lifestyle Investor Mastermind publishes no price; the page routes prospects to an application and waitlist. A member testimonial refers only to "my little entry fee".verified September 2026 · source ↗ $34,000 a yearNorth America. TIGER 21 states dues vary by location and that annual dues cover all costs of the eleven regularly scheduled monthly meetings.verified September 2026 · source ↗
Initiation fee The terms of service state that mastermind participation, courses and Justin AI access are paid or subscription services billed in US dollars through Stripe, that certain subscriptions auto-renew monthly, and that fees are non-refundable except as set out in the published return and refund policy. The organization states it takes no placement fees, commissions or financial incentives from deals shared with members. $5,000 one-timeOne-time initiation fee stated in TIGER 21's membership FAQ.verified September 2026 · source ↗
Programme fee $8,000–10,000 a yearFoundations Mastermind (the under-35 tier): "Mastermind Membership: $10,000", with an early rate of "Pay in Full: $8000 or 6 payments x $1400" before 1 January. The page lists a notional total value of US$60,000 for the components.verified September 2026 · source ↗ Dues vary by location; the published figures are for North America.
Retreat costs Not publicly disclosed. Members-only retreats and "Lifestyle Investor luxury trips abroad" are described but not priced.verified September 2026 · source ↗ Dues vary by location; the published figures are for North America.
Membership term Not publicly disclosed; the terms of service describe paid mastermind participation alongside recurring subscriptions that renew automatically. Annual dues covering eleven scheduled monthly meetings; TIGER 21 does not publish a minimum term
Structure
Meeting frequency Three gatherings a year in Austin (two live events and one members-only retreat), plus member meet-ups across the country, international trips, monthly virtual education sessions and live deal reviews Monthly group meetings, eleven times a year, with the calendar set up to a year in advance
Peer forums A single community rather than assigned small forums; retreats, meet-ups, monthly virtual sessions and a 24/7 member portal. The Foundations tier adds two monthly calls and multiple group meet-ups. Groups start with five founding members and grow selectively to a maximum of fifteen; members meet as a peer group with a moderating Chair.
Confidentiality The mastermind page cites confidentiality as a reason for limiting intake, and member results are published without names. The terms of service separately state that no confidentiality is guaranteed for content submitted through the website and its AI feature. Confidentiality is one of the four Conditions members must accept, alongside non-solicitation, participation and transparency.
Time commitment Not documented Eleven monthly meetings a year plus an annual Portfolio Defense presentation
Organized as Event-focused, Virtual, Cohort-based Forum-based, Event-focused, Virtual
Confidential peer forums Partial Yes
Local chapters No Yes
Virtual membership Partial Partial
Online community Yes Yes
Member directory Not documented Yes
Events Yes Yes
Programming
Educational programming Yes Yes
Leadership development Partial Partial
Retreats Yes Yes
Travel Yes Partial
Family programming No Partial
Spouse and partner programming Not documented Partial
Next-generation programming Partial Partial
Investment discussions Yes Yes
Investment opportunities Yes No
Philanthropic component Partial Partial
Networking emphasis High Medium
Social emphasis Medium Medium
Every value comes from the same records as the individual pages; a dash means the fact is not published or verifiable. Rows are grouped by what a reader decides on, not by data type.

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Sources

Drawn from the sources listed on each page: The Lifestyle Investor Mastermind · TIGER 21