Angel investor ·
Recorded investments.
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of dated first investments
were at Angel, Pre-Seed or Seed
One dot = one company at first recorded investment.
Written insights from the recorded portfolio, with the evidence linked below.
Ryan Holmes has dated investments in 14 companies. 12 first entries were at Angel, Pre-Seed or Seed (85.7%). An early-stage founder can use the sector and stage filters to find comparable companies before approaching the investor.
Explore the evidence ↗3 first company relationships appear in the latest 24 months, compared with 1 in the preceding window. The latest recorded investment is 2025-10-20. This describes observed activity through 2026-05-22; it does not establish current availability.
Explore the evidence ↗2 of 11 companies with a full 24-month observation window raised another equity round. This investor backed 0 of those companies again within that window. The difference is a reason to research the wider syndicate, rather than assume the same investor will fund the next round.
Explore the evidence ↗MarketingTech is the largest displayed sector by company count, appearing in 3 portfolio companies; sector tags overlap. 1 first entries carry a recorded lead flag and the median first-round syndicate includes 6.5 other named backers. Shared rounds are evidence of co-investment, not evidence of an introduction route.
Explore the evidence ↗Start with observed behavior.
Every rate has a defined denominator.
25th–75th percentile across 13 disclosed first rounds. Total round size; the investor’s own cheque is undisclosed.
Size your round ↗22 May 2024–22 May 2026, versus 1 in the preceding 24 months.
See the rhythm ↗2 of 11 companies with a full observation window. The next round can include any investor.
Follow the path ↗0 of the same 11 companies. Build a financing plan around the wider investor market.
Explore co-investors ↗Choose your sector and stage to find
companies he first backed in that space.
A match means a recorded investment in this category. It does not establish current interest or availability.
All sectors · All entry stages. Round amounts are total financing, in USD.
Provider of AI platform to find and draft winning proposals
$840K total first roundProductivity tools for sales team
$5.3M total first roundCloud based API integration platform
$81K total first round| Sector | Seed | Series A | All stages |
|---|---|---|---|
| MarketingTech | 3 | ||
| HR SaaS | 3 | ||
| HRTech | 3 | ||
| FinTech | 3 | ||
| Sales Force Automation | 2 | ||
| Future of Work | 2 | ||
| HRMS for SMBs | 2 |
Use stage-specific financing ranges
to frame the size of your syndicate.
Logarithmic scale. A dot marks the median; the band spans the 25th–75th percentiles. These are entire rounds, not individual cheques.
A subsequent round and repeat backing
answer different fundraising questions.
Includes first investments on or before 22 May 2024. 3 newer companies and 1 undated histories are excluded. Follow-up stops at the dataset’s latest round on 22 May 2026. These observations do not measure returns or predict a company’s outcome.
| First stage | Eligible companies | Next round ≤24 mo | Same investor again ≤24 mo |
|---|---|---|---|
| Seed | 10 | 2 / 10 | 0 / 10 |
| Series A | 1 | 0 / 1 | 0 / 1 |
Separate first investments from later
rounds in companies already backed.
*2026 is partial, through 22 May. Bar height counts first investments + repeat rounds; earlier years are complete calendar periods in this dataset.
Frequent shared rounds suggest a place
to investigate sector and stage alignment.
5 shared rounds · 5 companies
Latest shared round Oct 20253 shared rounds · 3 companies
Latest shared round Oct 20152 shared rounds · 2 companies
Latest shared round Sep 20171 shared rounds · 1 companies
Latest shared round Sep 2025Shared rounds establish recorded co-investment. They do not establish a personal connection, introduction route, or current willingness to invest.
First investment comes first.
Amounts refer to that entry round.
| Company | First backed | Entry stage | Total entry round | Same investor again? |
|---|---|---|---|---|
Bidaya ↗Calgary | Oct 2025 | Seed | $840K | No later round recorded |
Superpanel ↗San Francisco | Sep 2025 | Series A | $5.3M | No later round recorded |
Unified ↗Toronto | Oct 2024 | Seed | $81K | No later round recorded |
Retreats and Venues ↗Vancouver | Jan 2024 | Seed | Undisclosed | No later round recorded |
Surf ↗Toronto | Nov 2021 | Seed | $2.0M | No later round recorded |
WFHomie ↗Toronto | Sep 2021 | Seed | $1.5M | No later round recorded |
Acquire.com ↗San Mateo | Jul 2021 | Seed | $3.5M | No later round recorded |
SoleSavy ↗Vancouver | Dec 2020 | Seed | $2.0M | No later round recorded |
Klue ↗Vancouver | Sep 2017 | Seed | $4.0M | No later round recorded |
Allay ↗San Francisco | Oct 2015 | Seed | $3.4M | No later round recorded |
Procurify ↗Vancouver | Jul 2015 | Seed | $4.0M | No later round recorded |
Immediately ↗San Francisco | May 2015 | Series A | $2.0M | No later round recorded |
PayrollHero ↗San Francisco | Feb 2013 | Seed | $989K | No later round recorded |
Launchrock ↗Columbus | Nov 2011 | Seed | $800K | No later round recorded |
No companies match these filters. Try a broader sector or stage.
Kept in the 15-company portfolio; excluded from entry-timing calculations.
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