Keep
-64%
est. 2Y upside i
Keep offers a chequing account and credit card for Canadian SMBs. Businesses get better cashback rewards on card spend, lower domestic and international wire fees, currency conversion at a fair price, and increased credit limits for working capital needs.
Rank
#864
Sector
Fintech
Est. Liquidity
~4Y
Data Quality
Data: MediumKeep is a fast-growing fintech ($14M ARR, +383% YoY) targeting the underserved Canadian SMB banking market with tailored solutions.
Last updated: March 10, 2026
Keep successfully expands its market penetration in Canada, leveraging its tailored solutions and AI automation to capture significant share from legacy banks and outcompete US-based fintechs. ARR grows to $70M+ by 2028, justifying a $1.5B+ valuation at 20x ARR.
Keep continues to grow steadily within the Canadian SMB market, establishing itself as a strong niche player but facing ongoing competition from incumbents and larger fintechs. ARR reaches $35M by 2028, leading to a $525M valuation at 15x ARR.
Increased regulatory hurdles, aggressive moves by legacy banks, or superior offerings from well-funded competitors like Brex and Ramp lead to stalled growth and market share loss. ARR stagnates at $18M by 2028, resulting in a down round to a $75M valuation, significantly impacting common stock value due to liquidation preferences.
Preference Stack Risk
moderateInvestors hold $28M in liquidation preferences ahead of common stock, representing 9.33% of the estimated $300M valuation.
Dilution Risk
highAs a Series A-1 company, Keep will likely undergo several more funding rounds (Series B, C, etc.) before an exit, leading to significant future dilution for common shareholders.
Secondary Liquidity
noneGiven the Series A-1 stage, there are currently no active secondary markets or tender offers for employee equity.
All — 2 roles
- Executive/Personal Assistant Hybrid (part time) · Miami
- Executive/Personal Assistant Remote (part time) · Remote - LATAM
Last updated: March 10, 2026
Questions to Ask at the Interview
Strategic questions based on Keep's data — designed to show you've done your homework.
- 1
“Given the high incumbent threat from established Canadian banks and well-funded global players like Brex and Ramp, how does Keep plan to maintain its competitive moat and differentiate beyond its Canadian-specific focus?”
- 2
“With $14M ARR and 383% YoY growth, what are the key drivers for scaling customer acquisition and revenue, and how do you plan to achieve your goal of 100,000 businesses by 2027?”
- 3
“As a Series A-1 company, what is the anticipated timeline for a liquidity event, and how does Keep plan to manage potential dilution for employees through future funding rounds?”
Community
Valuation Sentiment
Our model estimates -64% upside. What do you think?
Anonymous. Do not share material non-public information.
Community Discussion
Comments are reviewed before they appear publicly.
Loading comments...
Disclaimer: This analysis is AI-generated and does not constitute financial or career advice. Always conduct your own due diligence.