May We Suggest: High Time to Blaze New Trails

It’s a new week, and the cannabis calendar isn’t slowing down. From advocacy roundtables to outdoor fests, this week’s event roundup is packed with movement, momentum, and maybe even your next opportunity.

Speaking of momentum… the latest High Functioning podcast episode unpacks what’s actually holding back local cannabis businesses. Jason sits down with Ryan Dominguez, Executive Director of the Massachusetts Cannabis Coalition, to break down outdated rules, licensing headaches, and the roadblocks facing small, equity-focused operators.

1. CannaPitch NYC - New York, NY

   Three women-led cannabis ventures pitch live. Great for networking, investing, or just staying in the loop.
   

2. Toke & Trail May 10th Meetup - Rockport, MA
   Unwind with the MPAA at Halibut Point State Park for a scenic hike, community connection, and cannabis advocacy.

3. LEBANON VALLEY SUMMER CANNA FEST - Lebanon, PA

   Over 175 vendors, live music, beer, food trucks, card renewals, camping, and more. It’s an outdoor cannabis carnival you won’t want to miss.

4. We ALL Pause for Menopause - Mount Vernon, NY

   An open convo on menopause, featuring cannabis, hormone therapy, wellness tips, and plant-based solutions.

High Functioning Podcast

Now Streaming: Business Shouldn’t Be This Hard (with Ryan Dominguez)!

This week on High Functioning, we’re digging into the policies and politics that are quietly strangling small cannabis businesses. Jason Reposa sits down with Ryan Dominguez, Executive Director of the Massachusetts Cannabis Coalition, to unpack what’s broken—and what we can do to fix it.

From license caps to outdated ad rules, this episode is a must-listen for anyone navigating the cannabis space or advocating for real change.

🎧 Ready to get informed (and maybe a little fired up)?

Watch or listen here: https://linktr.ee/highfunctioningpodcast

Tuesday, May 13 @ 8:30a - Flourish Fundamentals: Hands-On Workshop For NY Cultivators and Processors - Hudson, NY - FREE

A hands-on crash course for NY cultivators and processors to master seed-to-sale software and streamline compliance. Event details>

Saturday, May 17@ 11:00a - Lift Off! Tour stop: Uplift the Community Summit - Brooklyn, NY - FREE

Empower your cannabis journey with panels, activations, and career support at this summit dedicated to uplifting communities impacted by prohibition. Event details>

Thursday, May 15 @ 6:00p - Third Thursday NYC - East Coast Cannabis Friends - New York, NY - FREE

Connect casually with fellow cannabis industry pros at Third Thursday—NYC’s friendly monthly meetup. Come early to enjoy the free happy hour and network with the community driving New York’s cannabis future. Event details>

Monday, May 19 @ 6:00p - CB2 CANNABIS LICENSING COMMITTEE MEETING - New York, NY - FREE

Stay informed and get involved! Join Community Board 2’s Cannabis Licensing Committee meeting to discuss cannabis business licensing and neighborhood updates in Manhattan. Event details>

Wednesday, May 21 @ 6:00p - CannaPitch NYC - New York, NY - $28.52

Three women-led cannabis ventures pitch live. Great for networking, investing, or just staying in the loop. Event details>

Friday, May 23 @ 1:00P - Stoner Walking Tours: Downtown Cannabis-Friendly Tour - New York, NY - $43.45

Light up and explore iconic neighborhoods with comic insights, chill stops, and surprise laughs along the way. Event details>

Saturday, May 31 @ 12:00p - We ALL Pause for Menopause - Mount Vernon, NY -  $28.52

An open convo on menopause, featuring cannabis, hormone therapy, wellness tips, and plant-based solutions. Event details>

Tuesday, May 6 @ 9:00a - Mint Belmont Job Fair – Budtender & Retail Lead Interviews - Belmont, MA - FREE

Mint Cannabis is hiring! Drop in for a scheduled interview and apply for Budtender or Retail Lead roles at their Belmont dispensary. Bring your resume, good vibes, and join the team that’s growing in Massachusetts. Event details>

Saturday, May 10 @ 2:00p - Toke & Trail May 10th Meetup - Rockport, MA - FREE

Unwind with the MPAA at Halibut Point State Park for a scenic hike, community connection, and cannabis advocacy. It’s a relaxing way to stay engaged with reform efforts while soaking up spring vibes outdoors. Event details>

Sunday, May 25 @ 2:00p - Puff N’ Process - Cambridge, MA - FREE

Spend an empowering afternoon reflecting on motherhood through guided conversation and community healing. This free session blends mindful dialogue, cannabis culture, and connection in a private, Black-owned lounge. Event details>

Friday, May 30 @ 4:00p - Higher Vibes Round 2: Meditation, Slow Flow & Cannabis - Hyannis, MA

Yoga, cannabis, and coastal calm collide—returning by popular demand for a grounding, elevated evening on the Cape. Event details>

Thursday, June 5 @ 6:00p - Wheeler Memorial Library: Cannabis Pollinator Garden Program - Orange, MA - FREE

Learn how to grow cannabis while supporting bees, birds, and butterflies. A free, eco-minded garden talk hosted by Weedscape’s Ronny LeBlanc. Event details>

Saturday, May 17 @ 10:30a - An Elevated Industry Experience - Brunch, Panel & Networking Event - Providence, RI - $65

A curated brunch + panel + networking mixer that dives deep into cannabis industry insights. Space is limited, but the inspiration’s high. Event details>

Sunday, May 18 @ 12:00p - Stoned Souls Artisans Market - Spring Series - Providence, RI - FREE

Support local makers at this cannabis-friendly market full of live music, food, raffles, and creative energy. Free, laid-back, and full of good vibes. Event details>

Tuesday, May 27 @ 8:00a - 420 Weekend at TCP — Day Three | The Grand Finale - Jersey City, NJ

It’s your last chance to snag exclusive drops, deals, and high-energy vibes at TCP’s 420 Weekend finale. Doors open at 8AM—come through before it all sells out! Event details>

Saturday, July 12 @ 12:00p - Dab-Stravaganza II - Atlantic City, NJ - $12.51

A 710-friendly concentrate celebration with dab bars, edibles, and industry pros—BYO and roll up at the Rolling Station. Event details>

Saturday, June 14 @ 2:00p - Nova Farms Kickball Fundraiser - Woodbury, NJ - FREE

Join Nova Farms for a fun kickball tournament to support Alex’s Lemonade Stand and fight childhood cancer! Expect pop-ups, prizes, and a day full of friendly competition and industry networking. Event details>

Saturday, May 17 @ 1:00p - Mountain Mayhem - Gilead, ME - FREE

A free, family-friendly cannabis and music festival nestled in the Maine mountains, complete with live reggae, med vendors, glassblowing, camping, and a bonfire under the stars. It’s not just a vibe—it’s the whole mountain. Event details>

Friday, May 23 @ 5:30p - Herbal Consumption Retreat - Philadelphia, PA - $120

Hop on a cannabis-friendly bus for a mobile retreat featuring scenic routes, food stops, dispensary runs, and mellow vibes. New destination each month—ride, relax, repeat. Event details>

Saturday, June 7 @ 10:00a - LEBANON VALLEY SUMMER CANNA FEST - Lebanon, PA - $10 – $18

Over 175 vendors, live music, beer, food trucks, card renewals, camping, and more. It’s an outdoor cannabis carnival you won’t want to miss. Event details>

Tuesday, May 13 @ 6:00p - Plant Medicine Leaders Round Table Session LA - Los Angeles, CA - $28.52

Join cannabis and psychedelics entrepreneurs for an intimate night of conversation, collaboration, and community building in the growing plant medicine space. Event details>

Wednesday, May 14 @ 5:00p - Cannabis Connect: Maryland Edition - Baltimore, MD - FREE

Network and learn about compliant branding in Maryland’s tight cannabis market with insights from a powerhouse panel. Limited seats—bring your marketing hat. Event details>

Thursday, May 15 @ 6:00p - CLAB Tallahassee Networking at Proof Brewing Company - Tallahassee, FL - $0 – $500

Mix, mingle, and build your cannabis career at CLAB’s Tallahassee meetup. Learn from experts, grow your network, and share a brew with the industry’s finest. Event details>

Saturday, May 17 @ 11:00a - KEEFY CANNAFEST 2025 - Tilton, IL - $30 – $35

Get ready for a high-energy Cannafest featuring legal on-site consumption, 50+ vendors, a dab bar, and live performances from RITTZ and Lil Wyte. It’s a full-day cannabis party on the border! Event details>

Tuesday, May 27 @ 6:00p - The Future of Cannabis in California - San Francisco, CA - $18.54

A deep dive into California cannabis taxes and AB 564 with industry leaders and advocates—hosted at Manny’s SF. Event details>

Friday, May 30 @ 10:00a - Lucky Leaf Expo Louisville KY 2025 - Louisville, KY - $35 – $499

Celebrate the end of cannabis prohibition in Kentucky at this milestone expo! Explore panels, products, and business opportunities in one of the South’s most anticipated new markets. Event details>

Saturday, May 31 @ 12:00p - Cleveland Cannabis Music Expo - Middleburg Heights, OH - $12.51

Live music, cannabis education, and good vibes at this all-day expo at the Cuyahoga County Fairgrounds. Event details>

Thursday, June 5 @  6:00p - Maryland Cannabis & Commerce: The MCA's Approach to Economic Development - Annapolis, MD - From $43.45

Join Tea Pad for an evening of live jazz, networking, and industry insights with Maryland’s top cannabis regulator, Tabatha Johnson. Connect with decision-makers and explore emerging trends shaping the state's cannabis economy. Event details>

Thursday, June 5 @ 6:00p - Let's Talk About Cannabis | Roundtable Discussion - Waldorf, MD - FREE

Pull up a chair at this roundtable for a candid cannabis talk in Southern Maryland. Bonus: show up and stay for a chance to win a $50 Visa gift card. Event details>

Saturday, June 7 @ 10:00a - Lebanon Valley Summer Canna Fest - Lebanon, PA

Vibes, vendors, and live tunes await at this outdoor festival with 175+ booths, food trucks, MMJ certifications, camping, and more. A must for PA canna fans! Event details>

Friday, July 18 @ 12:00p - The 4th Annual Maine Womens Cannabiz Symposium - Corinth, ME - $75

Calling all Maine women in cannabis: unplug and connect at this inspiring 3-day outdoor retreat packed with networking, workshops, and community vibes. Event details>

Thursday, June 19 @ 9:00a - Summer Retreat '25 - a Cannabis Collective Event - Woodstock, NY - $49

A cannabis retreat on a private 80-acre farm, blending education, networking, and relaxation. VIP perks include a private dinner and a Woodstock concert. Event details>

Monday, June 23 @ 8:00a - 3rd Annual East Coast Cannabis Classic: Veterans Fundraiser - York, ME

Grab your team and hit the green for a full day of golf, food, raffles, and fundraising for the Maine Veterans Project. All proceeds support essential services for Maine vets—because getting high should also lift others up. Event details>

Saturday, May 17 @ 5:00p - St. Louis Cannabis Expo - St Louis, MO - $10

Meet 100+ cannabis brands, growers, dispensaries, and medical professionals at this must-attend expo for networking and industry insights. Event details>

Sat, May 24 @ 10:00a - Steel City Cannabis Convention - Monroeville, PA - $10

Explore top vendors, catch expert talks, and meet exciting new faces from the cannabis world. It’s the perfect weekend to connect with other enthusiasts and dive into the latest trends. Event details>

Friday, May 30-31 @ 10:00a - Lucky Leaf Expo Louisville KY 2025 - Louisville, KY - $39.28 – $499

Kentucky’s first cannabis convention debuts with insight into the state’s new medical and pending recreational markets. Event details>

Wed, Jun 4-5 - CWCB Expo - New York, NY - $225

Join the premier destination for professionals and companies who are serious about growth, innovation, and making deals happen in cannabis. Event details>

Wed, Jun 4 @ 10:00a - Flower Expo - Greenfield, MA - $249.99

The Northeast’s top B2B cannabis trade show returns! Connect with leading brands, dispensaries, and industry professionals over two days packed with networking and innovation. Event details>

Sun, Jun 8-10 - Benzinga Cannabis Capital Conference ‘25 - Chicago, IL

Connect with top investors, industry leaders, and decision-makers to raise capital, close deals, and grow your cannabis business. Event details>

Thu, Jun 12-13 @ 10:00a - CannaCon - Rochester, NY - $100-$150

Join the industry growers at CannaCon, the nation’s leading industry conference. Register to attend the next conference in New York. Event details>

Thursday, August 14 @ 7:00p - Women in Cannabis Expo: Stigma Breakers 2025 - Reno, NV - $250 – $2,500

Connect, inspire, and grow at WICE’s biggest event yet! This 6th annual expo brings together women leaders and aspiring pros across all corners of the cannabis, CBD, and hemp industries. Break barriers, build networks, and spark new opportunities in Reno. Event details>

Fri, Aug 30 - Time TBD - Women in Cannabis Expo - Lake Tahoe, NV

Discover opportunities at the Women in Cannabis Expo! This event connects women from across the globe who are working or aspire to work in the cannabis industry. Event details>

Wed, Sep 3-5 - MJ Unpacked - St. Louis, MO

Discover, connect, and grow at MJ Unpacked—the national event curated for licensed operators, scientists, and investors to elevate their businesses and ignite new opportunities. Event details>

Monday, October 6 @ 8:00a - 2025 Cannabis Research Conference - Avenue Portland, OR - $135.23

Three days of science, innovation, and equity-focused cannabis research for both hemp and marijuana sectors. Event details>

Fri, Dec 5-7- Terp Basel 2025 - Miami FL - TBD

This is the ultimate celebration of cannabis culture, art, music, fashion, skateboarding, and technology. This three-night extravaganza features a dynamic lineup of live performances, exclusive brand activations, and mesmerizing art installations by renowned creators. Event details>

If you don't see your event listed, email us or submit the event.

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Thank you!
Jason + Karen

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DISCLAIMER: We don't vouch for any of these events. We may not even go to any of them ourselves. This newsletter is strictly educational and is not an endorsement of a company or product that may appear here. Please be careful and do your own research🌿 💐