The GTM bets that shouldn't have worked, and did
One grew revenue 50x after half his team quit over the strategy. One brought in 50K signups in a single day with no paid budget. One generated 100M+ views from a stunt that took 50 hours to conceive. One asked every prospect to demo the product themselves instead of demoing it for them.
None of them followed the safe playbook. They treated GTM like an experiment, moved before they had proof, and made bets most founders would never get approved.
HubSpot for Startups documented all 6 stories in the free Bold Bets Playbook. The risks they took, why it was risky, and what it returned.

Good morning Monmouth County! And Happy Memorial Day Eve! The rain continues. But on the bright side, we’re getting to use more of the fire wood we got from Wild Logs. If you haven’t heard of them yet, check them out here. We’re never buying fire wood from anyone else. And they didn’t even pay us to say that.
Let’s Gooo!!
~ Amanda & Rob

Today’s Buzz 🐝
🇺🇸 Memorial Day Services
🎭 Paramount Theater Restoration
🥩 The Drawing Room
🚂 Model Trains at InfoAge
🦋 Live Butterfly Release
🍎 Farmers Markets
👻 Haunted Pub Tour
🎸 Matawan Blues & Cruise
🎭 Heroes Off Duty Comedy Tour
🏃♀ Bakes Run Club
⚽ FC Monmouth Women
🌊 Ocean Temp/Tides



📰 NEWS
🎭 Paramount Theater Restoration
If you’ve been to the Asbury Park waterfront recently you may have noticed scaffolding on the Ocean Ave. side of the building. Well, the highly anticipated restoration of the Paramount Theatre has officially moved into its active construction phase. Following a brief setback when the project’s original contractor unexpectedly withdrew, the Asbury Park City Council swiftly approved a crucial resolution authorizing an updated agreement with master developer Madison Asbury Retail (MAR). A powerhouse replacement team has been assembled, introducing Pullman SST, Inc. as the incoming contractor and the renowned Michael Graves Architecture as the construction manager. Backed by a $13 million allocation from the state's Boardwalk Preservation Fund grant, this team is tasked with rescuing this legendary entertainment crown jewel that has been closed due to public safety and structural integrity concerns.
The immediate focus of this critical phase, known as Phase II, centers entirely on protecting the exterior of the historic theater to make the entire facility completely watertight and structurally sound. Because the project relies on competitive state preservation grants, the construction team is operating on a strict, high-stakes timeline. All exterior restoration and stabilization work must be fully completed by December 2026 to secure the state funding. While interior revitalization will still require subsequent phases, this decisive structural milestone represents a massive, long-awaited step toward safely reviving the architectural splendor of the landmark oceanfront complex.

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🇺🇸 Memorial Day
Little Silver Memorial Day Parade & Ceremony | 5/25 8:30am | Memorial Park (Little Silver) | info
Sea Girt Memorial Day Parade | 5/25 8:45am | Bell Place (Sea Girt) | info
Belmar Memorial Day Ceremony | 5/25 9am | Monmument Row (Belmar) | info
Oceanport Memorial Day Parade | 5/25 9:30am | Black Berry Bay Park - Port Au Peck Firehouse (Oceanport) | info
Freehold Boro Memorial Day Parade | 5/25 10am-2pm | Main St. (Freehold) | info
Spring Lake Memorial Day Parade | 5/25 10am | St. Mary's Church (Spring Lake) | info
Wall Memorial Day Ceremony | 5/25 10am-11am | Town Hall (Wall) | info
Middletown Memorial Day Parade | 5/25 10am | Bayshore Middle School - American Legion Post 338 (Middletown) | info
Neptune Memorial Day Parade | 5/25 10am | Neptune High School - Ocean Grove Youth Temple (Neptune) | info
Manasquan Memorial Day Parade | 5/25 10:30am | Manasquan High School (Manasquan) | info
Holmdel Memorial Day Ceremony | 5/25 11am | New Jersey Vietnam Veterans' Memorial and Museum (Holmdel) | info
Memorial Day Weekend Kickoff | 5/25 11am-10pm | Wave Resport, Pier Village (Long Branch) | info
Howell Memorial Day Services | 5/25 11am | Soldier Park (Howell) | info
Marlboro Memorial Day Ceremony | 5/25 11am | Town Hall (Marlboro) | info
Decorating Day Celebration | 5/25 12pm-3pm | Historic Longstreet Farm (Holmdel) | info
Farmingdale Memorial Day Parade | 5/25 2pm | Main Street (Farmingdale) | info

🎡 FAMILY
Raritan Valley Hi-Railers (Model Trains) | 5/25-5/28 8am-5pm | InfoAge (Wall) | info
Storytime & Crafts | 5/26-5/28 11am-11:30am | Monmouth Museum- Wonder Wing (Lincroft) | info
Tween Book Club | 5/26 4:15pm-5pm | Colts Neck Library (Colts Neck) | info
Kids Karate on BroadWalk | 5/27 11am-12pm | Downtown Red Bank (Red Bank) | info
Meet Toby the Highland Cow and Friends | 5/27 3:45pm-4:45pm | Ocean Township Library (Ocean Township) | info
Kids Takeover | 5/28 4pm-6pm | Downtown Red Bank (Red Bank) | info
YMCA Family Fun Night in Union Beach | 5/28 4:30pm-6:30pm | Union Beach Boro Hall (Union Beach) | info
PONKS - Parents of Neurodivergent Kiddos Support Group | 5/28 6:30pm-8:45pm | Allentown Library (Allentown) | info
Freehold Family YMCA Community Celebration! | 5/28 6:30pm-8:30pm | 618 Restaurant (Freehold) | info

📍 LOCAL EVENTS
Lost and Found: Bereavement Support Group | 5/27 6:45pm-8pm | Manalapan Library (Manalapan) | info
Marlboro Library Big Book Sale | 5/28 9am-7:30pm | Marlboro Library (Marlboro) | info

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🕺 JUST FUN
Summer House Watch Party | 5/26 8pm | Asbury Lanes (Asbury Park) | info
FRESH Farmers & Makers Market | 5/27 11am-4pm | Bell Works (Holmdel) | info
Tour of The Paranormal Museum | 5/27 & 5/28 Wed & Thur 12pm, 1:15pm, 2:30pm, Wed 3:45pm | The Paranormal Museum (Asbury Park) | info
Tall Oaks Farm & Makers Market | 5/27 3pm-7pm | Tall Oaks Farm & Brewery (Colts Neck) | info
Pollinators Event with Live Butterfly Release | 5/27 4pm-7pm | Tall Oaks Farm & Brewery (Farmingdale) | info
Marlboro Library Big Book Sale | 5/28 9am-7:30pm | Marlboro Library (Marlboro) | info
Main St. Blues & Cruise | 5/28 6pm-9pm | Main St. (Matawan) | info
Knit Wits: Any Craft, Knit, and Crochet | 5/28 6:30pm-8:30pm | Manalapan Library (Manalapan) | info
Crafty Crab: Mosaic Flower Pot Workshop | 5/28 7pm-9pm | Bakes Brewing Co. (Wall) | info

🍔 FOOD & 🍹 DRINK
🥩 The Drawing Room
Perched elegantly on the fourth floor of the luxurious Asbury Ocean Club Hotel, The Drawing Room has officially transitioned from an exclusive, guest-only sanctuary into a highly anticipated public dining destination. Designed to resemble a floating glass house weightlessly resting on the surface of a tranquil reflection pool, this striking, light-soaked space seamlessly blends high-end coastal elegance with contemporary architectural design. Now accepting public reservations via Tock, the cashless venue welcomes foodies and locals alike to experience its sophisticated, all-day culinary transition, which spans upscale breakfast, lunch, and dinner menus alongside craft cocktails. Framed by expansive glass walls just steps from the oceanfront pool terrace, the 45-seat lounge functions as an intimate neighborhood retreat by day and a vibrant musical and cultural gathering spot by night, making it one of the most scenic and sought-after tables on the Asbury Park waterfront this season.

Jersey Shore Food Truck Festival - Day #3 | 5/25 11am-5pm | Monmouth Park (Oceanport) | info
Bell Works Fresh Farmers & Makers Market | 5/27 11am-4pm | Bell Works (Holmdel) | info
Tall Oaks Farm & Makers Market | 5/27 3pm-7pm | Tall Oaks Farm & Brewery (Colts Neck) | info
Haunted Bar Tour | 5/27 7:30pm | The Paranormal Museum (Asbury Park) | info
Tiers & Cheers Workshop | 5/28 6:30pm-8pm | Beach Bee Meadery (Long Branch) | info

🎨 ART, HISTORY & EDUCATION
“Vibrant” – A Colorful Art Exhibit | 5/9-6/21 Varies | Art629 (Asbury Park) | info
Garden State Watercolor Society Juried Exhibition | 5/25, 5/27 & 5/28 11am-4pm | Middletown Arts Center (Middletown) | info
Tech Tuesday-Design with Canva Basics In-Person | 5/26 2:30pm-4pm | Middletown Library (Middletown) | info
Shore Writers | 5/26 10:30am-12:30pm | Sea Girt Library (Sea Girt) | info
Art Reception Debra S. Bruno: Beauty & Blooming | 5/26-5/28 Tues/Wed 9am-9pm, Thur 9am-5pm | Shrewsbury Library (Shrewsbury) | info
Exhibit Showcasing Shrewsbury's Centennial 1926-2026 | 5/26-5/28 9am-9pm | Shrewsbury Library (Shrewsbury) | info
Novel Idea: Intermezzo by Sally Rooney | 5/27 10:30am-12:20pm | Manalapan Library (Manalapan) | info
Adult Zining Workshop - Journaling for Zines | 5/27 1pm-2:30pm | Middletown Library (Middletown) | info
Alcohol Ink Art | 5/27 6pm | Sun Moon Studios (Keyport) | info
Sandy Hook During the Revolution with Todd Braisted | 5/27 7pm-8:30pm | Middletown Library (Middletown) | info
Watercolor Painting Workshop | 5/28 11:30am-1:30pm | Belmar Arts Center (Belmar) | info
The Poetry of Tennyson | 5/28 2pm-3:30pm | Shrewsbury Library (Shrewsbury) | info


🎭 THEATER, CINEMA & COMEDY
Long Branch- Barbs | 5/25 7pm-10pm | My Way Cafe (Long Branch) | info
The Vlassic Classic Open Mic | 5/26 9pm-12am | The Chubby Pickle (Highlands) | info
Belmar- Barbs on The Beach | 5/26 7pm-10pm | 3 Brothers Pizza Belmar (Belmar) | info
Live Comedy Show | 5/27 7pm-10pm | Asbury Park Brewery (Asbury Park) | info
Heroes Off Duty Comedy Tour | 5/28 7:30pm | Count Basie- HMH Theatre (Red Bank) | info


🎸 LIVE MUSIC 🎙
Jazz Arts Jam Sessions | 5/25 6pm | Triumph Brewing (Red Bank) | info
Happy Monday: Redhead Redemption, Green Knuckle Material, The Band Palm, Fern | 5/25 7pm | The Wonder Bar (Asbury Park) | info
YOUNG M.A Live In Concert! | 5/26 7pm | House of Independents (Asbury Park) | info
Mikayla Cohen sings the music of Carole King | 5/27 7pm | NJ Repertory Company (Long Branch) | info
SummerWeen with Redhead Redemption, Super Jack, Ashy Finn, and Horrendous Downplay | 5/28 6:30pm-10pm | Asbury Park Brewery (Asbury Park) | info
Jess and the Dropouts, Kevin Clark, Blood Moons, & Public Saxophone | 5/28 6:30pm | Wild Air Beerworks (Asbury Park) | info
Duunes with Christian Sparacio & Jwaltt | 5/28 7pm-11pm | The Wonder Bar (Asbury Park) | info
Bob Fest: The Music of Bob Dylan | 5/28 7:30pm | Count Basie - The Vogel (Red Bank) | info
Tommy James & the Shondells with Herman's Hermits starring Peter Noone | 5/28 7:30pm | PNC Bank Arts Center (Holmdel) | info
DUUNES Christian Sparacio, Jwalttz | 5/28 8pm | The Wonder Bar (Asbury Park) | info

🏃♀ FITNESS/WELLNESS
National Senior Health and Fitness Day | 5/27 9am-12:30pm | Freehold, Old Bridge & Red Bank Family YMCA (Monmouth County YMCA's) | info
Riptide-Cawes Mountain Bike Race & Triton Pizza Pop-Up | 5/28 5:30pm-8pm | Screamin' Hill Beer Farm (Cream Ridge) | info
Bakes Run Club | 5/28 6:30pm | Bakes Brewing Co. (Wall) | info

🏀 SPORTS
BlueClaws vs Frederick | 5/26-5/28 Tues 6:05pm, Wed 11:05am, Thur 7:05pm | Shoretown Ballpark (Lakewood) | info
FC Monmouth Women vs Kensington SC | 5/28 7:30pm-9:30pm | Count Basie Park (Red Bank) | info

🌊 ☀ BEACH
Asbury Park - Ocean Temp. 56°F
Mon 5/25: High 3:14am | Low 9:41am | High 3:58pm | Low 10:13pm | Sunrise 5:33am | Sunset 8:14pm
Tue 5/26: High 4:10am | Low 10:28am | High 4:50pm | Low 11:04pm | Sunrise 5:33am | Sunset 8:15pm
Wed 5/27: High 5:05am | Low 11:11am | High 5:38pm | Low 11:51pm | Sunrise 5:32am | Sunset 8:16pm
Thu 5/28: High 5:56am | Low 11:53am | High 6:22pm | Sunrise 5:30am | Sunset 8:16pm

❤ Thank You!
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