BEGIN:VCALENDAR
VERSION:2.0
PRODID:-//Hustler's Library - ECPv6.15.20//NONSGML v1.0//EN
CALSCALE:GREGORIAN
METHOD:PUBLISH
X-ORIGINAL-URL:https://hustlerslibrary.com
X-WR-CALDESC:Events for Hustler's Library
REFRESH-INTERVAL;VALUE=DURATION:PT1H
X-Robots-Tag:noindex
X-PUBLISHED-TTL:PT1H
BEGIN:VTIMEZONE
TZID:America/Los_Angeles
BEGIN:DAYLIGHT
TZOFFSETFROM:-0800
TZOFFSETTO:-0700
TZNAME:PDT
DTSTART:20250309T100000
END:DAYLIGHT
BEGIN:STANDARD
TZOFFSETFROM:-0700
TZOFFSETTO:-0800
TZNAME:PST
DTSTART:20251102T090000
END:STANDARD
BEGIN:DAYLIGHT
TZOFFSETFROM:-0800
TZOFFSETTO:-0700
TZNAME:PDT
DTSTART:20260308T100000
END:DAYLIGHT
BEGIN:STANDARD
TZOFFSETFROM:-0700
TZOFFSETTO:-0800
TZNAME:PST
DTSTART:20261101T090000
END:STANDARD
BEGIN:DAYLIGHT
TZOFFSETFROM:-0800
TZOFFSETTO:-0700
TZNAME:PDT
DTSTART:20270314T100000
END:DAYLIGHT
BEGIN:STANDARD
TZOFFSETFROM:-0700
TZOFFSETTO:-0800
TZNAME:PST
DTSTART:20271107T090000
END:STANDARD
END:VTIMEZONE
BEGIN:VTIMEZONE
TZID:America/New_York
BEGIN:DAYLIGHT
TZOFFSETFROM:-0500
TZOFFSETTO:-0400
TZNAME:EDT
DTSTART:20250309T070000
END:DAYLIGHT
BEGIN:STANDARD
TZOFFSETFROM:-0400
TZOFFSETTO:-0500
TZNAME:EST
DTSTART:20251102T060000
END:STANDARD
BEGIN:DAYLIGHT
TZOFFSETFROM:-0500
TZOFFSETTO:-0400
TZNAME:EDT
DTSTART:20260308T070000
END:DAYLIGHT
BEGIN:STANDARD
TZOFFSETFROM:-0400
TZOFFSETTO:-0500
TZNAME:EST
DTSTART:20261101T060000
END:STANDARD
BEGIN:DAYLIGHT
TZOFFSETFROM:-0500
TZOFFSETTO:-0400
TZNAME:EDT
DTSTART:20270314T070000
END:DAYLIGHT
BEGIN:STANDARD
TZOFFSETFROM:-0400
TZOFFSETTO:-0500
TZNAME:EST
DTSTART:20271107T060000
END:STANDARD
END:VTIMEZONE
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260513
DTEND;VALUE=DATE:20260516
DTSTAMP:20260427T050727
CREATED:20260327T192430Z
LAST-MODIFIED:20260327T213052Z
UID:22862-1778630400-1778889599@hustlerslibrary.com
SUMMARY:SaaStr Annual 2026
DESCRIPTION:Official Hustler’s Library Review\nEstimated Dates: May 13–15\, 2026 (dates subject to confirmation)\nLocation: San Mateo County Event Center\, San Mateo\, CA \nSaaStr Annual is not a software conference. It is the operating system for the global SaaS economy. When forty thousand founders\, operators\, and investors converge on the San Francisco Bay Area for three days in May\, what unfolds is less a conference and more a parallel market. Deals are made on the lawn. Partnerships are signed between sessions. Hiring conversations begin at the coffee stations. The programming is excellent. It is also secondary to the room itself. \nHustler’s Library considers SaaStr Annual one of the five most important business events in the world for anyone building recurring revenue businesses. Not because of the stages. Because of the concentration of SaaS-native decision makers operating at every revenue tier from $1M ARR to $1B ARR simultaneously in one location. \nNote: 2026 dates are estimated based on historical scheduling. Confirm at saastrannual.com. \nWhy It Matters\nSaaStr was built by Jason Lemkin from a single insight: SaaS founders needed a community that understood their specific model. Recurring revenue changes everything. It changes how you think about churn\, expansion\, sales cycles\, and capital deployment. Most business conferences do not address these dynamics at the depth SaaStr does. The content is native to the model\, not adapted from generic business frameworks. \nThe result is an event where the calibration happens fast. When you are in a room where everyone understands NRR\, payback periods\, and the mechanics of enterprise sales motion\, the conversations skip the preamble. You get to the substance faster than anywhere else. That compression of signal is the event’s core value proposition. \nSaaStr 2026 will reflect the state of AI-native SaaS at a pivotal moment. The shift from traditional SaaS to AI-integrated and AI-first products is accelerating the disruption of established revenue models. The conversations about pricing\, competitive positioning\, and churn in an AI era will be sharper here than anywhere else this year. \nWhat’s Happening\nThree days of programming across multiple stages. The main stage carries keynotes from category-defining SaaS leaders. Breakout sessions go deep on sales motion\, product-led growth\, AI integration\, customer success architecture\, board dynamics\, and fundraising mechanics. The “Ask Me Anything” format\, where founders interview investors and operators in an unscripted exchange\, consistently produces the most candid and usable content of the conference. \nThe lawn at San Mateo is where the networking infrastructure lives. It is designed for mass interaction. Tables\, activation spaces\, and informal meeting zones create a physical environment where serendipitous but high-value collisions are engineered into the layout. Do not spend all three days inside the session rooms. The lawn hours are not optional for serious attendees. \nWho’s There\nSaaS founders at every stage from pre-seed to post-IPO. Chief Revenue Officers and VP Sales from mid-market and enterprise SaaS companies. Venture partners and growth equity investors with SaaS-specific mandates. Product leaders navigating AI integration. Customer success and go-to-market operators at scale. Analysts\, journalists\, and advisors covering the SaaS sector. \nIndustries in Play\nEnterprise software\, vertical SaaS platforms\, developer tools\, marketing technology\, sales intelligence\, HR technology\, fintech infrastructure\, cybersecurity software\, healthcare technology\, and AI-native applications. The common thread is not the industry. It is the recurring revenue model. Everyone here is building subscription infrastructure of some kind. \nWho Benefits Most\nFounders between $1M and $100M ARR who are actively navigating scale challenges. Sales and GTM leaders looking to benchmark their approach against what is working at peer companies. Investors seeking concentrated deal flow in the SaaS vertical. Technical founders who need exposure to the commercial side of SaaS that their product backgrounds often leave underdeveloped. \nSaaStr rewards founders who come with specific questions they want answered and a short list of people they want to meet. It punishes passive attendance. With forty thousand people present\, you must create structure for yourself or you will spend three days in a very expensive crowd. \nHustler’s Library Private Mixer\nHustler’s Library will host a private founder and operator mixer in the Bay Area during SaaStr Annual 2026. The room will be curated for founders and revenue leaders who want a focused conversation environment away from the main conference floor. \nAttendance is limited by design. To request consideration and receive details\, contact Hustler’s Library directly. \nFinal Thoughts\nSaaStr Annual 2026 arrives at a moment of structural disruption in the SaaS model. AI is not just an add-on product feature. It is rewriting the assumptions behind pricing\, retention\, and competitive moat. The conversations happening on the San Mateo lawn this May will shape how the next generation of software companies is designed and funded. \nFor founders and operators inside the SaaS model\, missing this event is a strategic disadvantage. The intelligence gathered here does not appear in blog posts until six months later. The relationships built here compound for years. See the Hustler’s Library events calendar for other key 2026 gatherings.
URL:https://hustlerslibrary.com/event/saastr-annual-2026/
LOCATION:San Mateo County Event Center\, 1346 Saratoga Dr\, San Mateo\, CA\, 94403\, United States
ATTACH;FMTTYPE=image/png:https://hustlerslibrary.com/wp-content/uploads/2026/03/Screenshot-2026-03-27-at-14.29.52-scaled.png
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260514
DTEND;VALUE=DATE:20260515
DTSTAMP:20260427T050727
CREATED:20260327T192429Z
LAST-MODIFIED:20260327T212654Z
UID:22861-1778716800-1778803199@hustlerslibrary.com
SUMMARY:Small Business Expo – New York 2026
DESCRIPTION:Official Hustler’s Library Review\nEstimated Date: May 14\, 2026 (dates subject to confirmation)\nLocation: Javits Center\, New York\, NY \nThe Small Business Expo New York is the flagship stop of the national tour. This is not a regional event. New York is the largest single-day small business conference in the country. The Javits Center hosts tens of thousands of business owners\, entrepreneurs\, vendors\, and operators across a single day of structured chaos that\, when navigated correctly\, produces more value per hour than almost any conference format running today. \nHustler’s Library has tracked the Small Business Expo circuit for years. New York is where the network density peaks. The combination of the city’s sheer business volume and the event’s concentrated format creates a floor that rewards preparation and punishes wandering. \nNote: 2026 dates are estimated based on historical scheduling patterns. Confirm directly at thesmallbusinessexpo.com. \nWhy It Matters\nNew York is where money and ambition concentrate in ways that no other American city replicates at scale. The Small Business Expo landing at Javits means you are operating in a room where Brooklyn-based e-commerce founders are standing next to Wall Street-adjacent financial service providers\, next to Bronx-based franchise operators\, next to Manhattan tech consultants. That cross-borough\, cross-sector density is singular. \nNew York also brings a financial services and professional services contingent that the other expo stops cannot match. Banking\, insurance\, legal\, accounting\, and advisory firms show up in force because New York’s small business community is enormous and deeply connected to institutional infrastructure. The vendor mix reflects that reality. You will find solutions at this expo that do not appear at the Dallas or Chicago stops. \nFor operators based in or building toward the Northeast market\, this event is a standing obligation. The cost of not being in the room compounds over time. \nWhat’s Happening\nThe full Small Business Expo format runs at maximum capacity here. Hundreds of exhibitors on the main floor. Multiple workshop stages running simultaneously on topics spanning digital marketing strategy\, business credit and financing\, sales systems\, legal structuring\, and operational frameworks. Speed networking sessions throughout the day. A dedicated seminar track featuring practitioners who have built real businesses and are sharing real playbooks. \nThe volume at the New York stop means you need a plan before you arrive. Walk in without one and you will spend three hours circling a floor that has genuine value buried in it but will not surface that value without intentional navigation. Walk in with a short list of vendor categories to evaluate\, specific sessions to attend\, and a networking objective\, and the day delivers. \nWho’s There\nSmall and medium-sized business owners from across the New York metropolitan area and the broader Northeast. Franchise developers and multi-unit operators. Financial services professionals. Digital agency owners and marketing consultants. Technology vendors serving the SMB market. Real estate operators and investors at the smaller end of the deal spectrum. Early-stage founders using the expo to test market positioning and gather competitive intelligence. \nIndustries in Play\nFinancial services\, professional services\, digital marketing\, e-commerce\, retail\, real estate\, food and hospitality\, health and wellness\, technology services\, legal and accounting\, staffing and HR\, and franchise development. New York’s breadth means the industry mix here outpaces every other expo stop on the national circuit. \nWho Benefits Most\nOperators in the 1 to 200 employee range who need vendor solutions\, partnership conversations\, and peer calibration in a single day. Sales professionals and account executives targeting the SMB segment in the Northeast. Service providers and consultants expanding their client base in a market with enormous demand. Founders seeking traction conversations rather than theoretical ones. \nHustler’s Library Private Mixer\nHustler’s Library will host a private mixer in New York City during the Small Business Expo. The room will be curated and attendance will be limited. This is not a cocktail hour. It is a structured opportunity for operators who want to build relationships with intention. \nTo request an invitation and receive details\, contact Hustler’s Library directly. \nFinal Thoughts\nThe Small Business Expo New York is the most important stop on the national tour. It is not the most selective event on the 2026 business calendar. It is accessible by design. That accessibility is its power. The volume of qualified operators in the room on this single day creates a concentration of practical\, deployable opportunity that most events three times the cost cannot match. \nGo with a plan. Execute the plan. Follow up before the week ends. That formula turns one day at Javits into ninety days of momentum. Check the full Hustler’s Library events calendar for other key 2026 dates.
URL:https://hustlerslibrary.com/event/small-business-expo-new-york-2026/
LOCATION:Javits Center\, 429 11th Ave\, New York\, 10001\, United States
CATEGORIES:New York
ATTACH;FMTTYPE=image/jpeg:https://hustlerslibrary.com/wp-content/uploads/2026/03/expo-306-min-1-scaled-1.jpeg
END:VEVENT
END:VCALENDAR