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- Keep Raises $78M
Keep Raises $78M
to Help Canadian Small Biz 💳

Welcome to Fintech Wire — your quick guide to what’s shaping finance and tech today.
What we’ll cover today:
📈 Keep raises $78M to help Canadian SMBs skip spreadsheets
🏦 Acrisure bags $2.1B to eat up more of the fintech pie
🗣️ Hot takes from fintech VCs on startup survival in 2025


Source : Marmore Mena
Toronto-based fintech Keep and investors like Tribe Capital, Treville, and SVB are backing tools for small Canadian businesses.
🚨Breaking News:
Keep just exited stealth mode with $78M in equity + debt to grow its business credit and finance tools.
⚡Wire Simplified –
Keep offers a credit card, financing, and expense management for small businesses.
It raised $24M equity, $51M credit, and $3M venture debt.
Already hit $14.5M in annual revenue and serves 3,000+ businesses.
Wants to reach 100,000 small businesses by 2027.
CEO Oliver Takach says the goal is to simplify finance for SMBs.
✔️Straight to the Point:
Keep wants to be the Swiss Army knife for small biz money management. With this raise, it's officially out of hiding.
🧾 Would you use a credit-card-meets-accounting-tool for your small business? |
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Source : Shutterstock
Acrisure, the Michigan-based fintech + insurance giant, raised $2.1B from Bain Capital and others to scale its mega empire.
🚨Breaking News:
With a new $2.1B raise, Acrisure is now valued at $32B and plans to acquire more and build faster tech services.
⚡Wire Simplified –
Acrisure used to focus on insurance. Now it’s in payroll, cyber, and wealth.
Investors include Bain, Apollo, Fidelity, BDT, and Gallatin.
19,000 employees, serving 5% of US businesses already.
Plans to use the money for refinancing and M&A.
Just hired ex-ICE execs to drive tech strategy.
✔️Straight to the Point:
Acrisure isn’t just an insurance firm anymore—it’s a fintech powerhouse grabbing everything from payroll to cybersecurity.

Google buying DeepMind in 2014 for $400-650 million might have been the greatest acquisition of all time
— Theo (@theojaffee)
5:43 PM • May 20, 2025
I don't know why the narrative is "AI isn't going to take your job."
Of course it is.
I'm predicting we'll see at least 4 million layoffs driven by AI over the next 24 months.
In 2022-23, tech companies laid off over 400000 employees. Google cut 12000. Meta slashed 21000.
— GREG ISENBERG (@gregisenberg)
11:36 AM • May 20, 2025

Blockchain Expo Europe 2025
While primarily blockchain-focused, this event includes significant FinTech topics such as digital payments, smart contracts, and decentralized finance.
Date: September 17–18, 2025 | Location: Amsterdam, Netherlands
APAC FinTech Forum 2025
This event dives into the FinTech ecosystem in the Asia-Pacific region, covering trends, regulations, and innovations.
Date: August 2025 | Location: Sydney, Australia
Middle East Banking Innovation Summit 2025
This event highlights the FinTech revolution in the Middle East, focusing on payments, digital currencies, and open banking.
Date: September 2025 | Location: Dubai, UAE
What do you think about today’s edition? |

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