Jackson Cummings

VC @ Wellington | co-founder @blckventureinst | @KauffmanFellows class 25 | ex @Stanford athlete | tech+investing+culture | my thoughts are my own

[Zaid Rahman @zaidrmn]

Q3 was Flex’s strongest quarter yet as we build the global financial home for HNW business owners.

A few highlights:

- Revenue grew 2.5x YoY at scale
- $20B+ annualized TPV
- Revenue outside business cards grew 7x YoY
- Accounts Payable now accounts for ~39% of revenue
- Texas and Florida are our largest markets, with customers across construction, wholesale, healthcare, ecommerce brands, local government, and more
- 98% gross logo retention
- Global banking now represents 12% of revenue, up from just 0.4% at the start of the year, fueled by spend management, stablecoin, and multi-currency accounts
- Canada is our largest market outside the US, followed by the UAE
- Cross-border payments revenue grew 5.5x YoY

On the consumer side, thousands of HNW individuals have joined the waitlist for Flex Elite, our new personal credit card offering up to 5% cashback on everything.

We're onboarding members in phases. DM us for priority.

Our ambition is simple: build the full financial home for founders, across both their businesses and personal lives. And every quarter reminds me of how underserved traditional businesses are globally.

I joined Gstaad Guy's podcast to share what we've been up to. Watch below.

[Marcus Eagan @MarcusForPeace]

Today we released v1.7.2!

https://t.co/i7YcGwCHv4

6 months since v1.0.0 we have hundreds of companies using NativeLink across a variety of industries and nearly 80 contributors. We also have grown enterprise users by >=700% YoY. 🤯

ty ty @sharpshoot for everything!

[Zaid Rahman @zaidrmn]

Today, we're opening Flex Elite to the public.

The personal credit card from Flex (@flexsuperapp).

Invite only. Built for high spenders. Up to 5% cashback on everything*, no annual fee.

More than two years in the making. Members get:

> Up to 5% cashback on every category*

> 24/7 travel concierge

> Top hotels through our own partner network: Aman, Dorchester Collection, Rosewood, Eden Rock St Barths and more

> Flights, private jets, villas, yachts with our travel advisory team

> VIP access to Flex-curated experiences: Monaco F1, Art Basel, the Super Bowl and more

> Personal and business finances in one dashboard, one login

Founders who run their personal and business finances through Flex get the highest rewards tier in the industry.

Request your invite: https://t.co/XLSjaAzJjC

[Zaid Rahman @zaidrmn]

Today, Stablecoin Wallet & Payments are rolling out on @FlexSuperApp. Our early customers are already transacting billions in annualized volume with us. 

No more juggling multiple platforms for your fiat and stablecoin operations.

You can now hold, send, receive, convert, and spend stablecoins directly through Flex in a 170 countries:

> seamless on/off ramps
> settlement in seconds
> USDC & USDT 
> best in class banking with
> all popular chains
> available 24/7/365
> private banking support 
> on-chain credit globally
> global visa cards (coming in Q4)

If your business runs on both fiat and stablecoins, bring it all under one roof with Flex.

Request access to be in the first group.

[Zaid Rahman @zaidrmn]

Day 1. Barely scratched the surface of our multi decade vision.

[Zaid Rahman @zaidrmn]

Proud to share Flex has 4x'd its annualized total payment volume (TPV) since the end of 2025, adding $10B in just a quarter.

Grateful for our team's ambition and velocity!

We are hiring. Come join one of the most cracked teams in all of tech today.

[PHYND Smart TV Gaming @phyndgames]

🚨 BIG NEWS 🚨
PHYND is officially live on LG in the U.S.!

Whether you're racing, solving puzzles, or playing with the family, your next favorite game is just a few clicks away—and it's completely free.

Search "PHYND" on your LG Smart TV (2021+) and start playing today.
🎮 No console. No downloads. No subscriptions.

Read more: https://t.co/pydYmMvKtk @LGGamingGlobal
#LGTV #CloudGaming #PHYND #Playfree

[Zaid Rahman @zaidrmn]

We conquered the US over the last 3 years.

Flex grew to a $1.2B+ valuation and $10B+ in annualized payment volume.

Today, we’re bringing that same experience to businesses all around the world.

Introducing Flex Global:

170+ countries
32 currencies
2% cashback
24 products

[Zaid Rahman @zaidrmn]

Today, @FlexSuperApp, raised $70M Series B1 to launch The Full Financial Home for Business Owners. Making Flex officially a unicorn.

Led by @RyanQualtrics and @ryanjsweeney’s @halo_fund, with participation from existing investors.

And we're introducing Flex Global.

[Zaid Rahman @zaidrmn]

If you're affected by Parker Cards, @FlexSuperApp is here to help.

- Net60 credit cards
- Highest rewards
- Working capital (12 months)
- Support new businesses to multi-billion dollar companies
- Global banking, available in 170 countries*
- 32 currencies (EUR, RMB, INR, etc)

[Zaid Rahman @zaidrmn]

Proud to see Flex listed by Fast Company’s Most Innovative Companies in 2026 list with great company like Nvidia, Anthropic, Robinhood, Bilt, Plaid, and Circle. Day 1.

@FlexSuperApp

[Flex @FlexSuperApp]

Flex is growing unbelievably fast.

Now at $6.5B in Total Payment Volume (TPV) in <2.5 years.

Growing 20%+ MoM.

Fuel your ambition: https://t.co/RUG5kysZRP

[Zaid Rahman @zaidrmn]

Silicon Valley forgot to build for the middle market, the 350K HNW business owners employing 40% of America’s payroll.

Today, we’re fixing that.

@FlexSuperApp's $60M Series B equity round led by @portageinvest, building the "AI-Native Private Bank" for HNW owners.

[Leyla D. Seka @LeylaSeka]

Yesterday we finished cohort 7 of @BlckVentureInst & I can honestly say, the cohorts just get more impressive. Cheers to you Cohort 7! Can't wait to see what you do! Big love to all our #BVIFam for always bringing it. ❤️❤️@RobertGordonIV #BVI4Life

[Robert Gordon IV @RobertGordonIV]

Happening Now: Our co-founder @Syd_Lykes leading a #LEGENDARY session with @chudson of @PrecursorVC for one of today's #BlackVentureInstitute sessions for Cohort 6!

#BLCKVC #BlackVenture

[Robert Gordon IV @RobertGordonIV]

1. This panel with @4ocho, @julian_eison, @JacksonTheVC is soooo GOOD! Exploring the landscape of athletes' participation in VC & strategies, challenges, and opportunities they encounter.
2. Love that our #BlackVentureInstitute Panels are all #BVI alums!

#VentureCapital #BLCKVC

[Robert Gordon IV @RobertGordonIV]

🎉 Exciting times at @BLCKVC as we kick off Cohort 6 of the #BlackVentureInstitute! Filled with immense joy and pride, witnessing a new group destined to redefine Black-led investments. Here’s to their journey ahead!

#BVI #Cohort6 #FutureOfVC #Day2 #DiversityAndInclusion ✊🏾

[Jackson Cummings @JacksonTheVC]

Back at it with our next cohort of @BlckVentureInst!! Welcome Cohort 6!! Incredible group of leaders 🔥 🚀 #BVIFam

[Leyla D. Seka @LeylaSeka]

Oh my word, @BlckVentureInst cohort 6 begins today and the epic journey of our #BVIFam continues. #BVI4Life

[Elliott Robinson @TheValuesVC]

I’ve had the honor of watching @JacksonTheVC build this platform from Day Zero. My pride in him @frederikg191 @SashaMac17 & @LaVandezJones knows no bounds! CONGRATS on the $150M WAV Fund 1 close 🙌🏽

Thx @alexrkonrad + @Wellington_Mgmt + @KauffmanFellows

https://t.co/Msf7Ecc6Tb

[Robert Gordon IV @RobertGordonIV]

What an incredible moment - I remember @JacksonTheVC manifesting this (my brother - I'm so proud of you!) - AND what a team he has alongside him - @frederikg191, @SashaMac17, and @LaVandezJones!

@Wellington_Mgmt WAV $150M Fund 1 in the books!

Great article @alexrkonrad