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Sam RossSR

Sam Ross

Co-Founder & CEO · NNumeral
About Sam

Sam Ross is the Co-Founder and CEO of Numeral, a company that automates sales tax compliance. He co-founded Numeral in 2022 with Matt DuVall. Ross's inspiration for Numeral came from his own experience dealing with sales tax across many states. Numeral provides an end-to-end service combining tax professionals' expertise with agentic capabilities for compliance.

Strengths: founder archetype

Domain operatorTechnical builder
Domain operator 5
Repeat founder 2
Technical builder 1
Young outlier –
Capital allocator –
Quant / trader –
Researcher –
Community builder –

one sourced signal · hover a cell for it, click for the source

Why domain operator

Sam Ross's primary archetype is 'Domain operator' because he founded Numeral based on his personal experience with the complexities of sales tax, indicating deep familiarity with the problem space. His frequent detailed posts about tax regulations and their nuances further support this. He also exhibits traits of a 'Technical builder' by focusing on AI and automation to solve these problems, and a 'Community builder' through his engagement on social media and support for other founders.

The signals behind it 6
  • Most folks don’t know that the inspo for @numeral was my own experience trying to deal with sales tax in 40+ states.Domain operator
    X
  • I spent years bootstrapping companies and almost didn’t apply to YC. @gustaf pushed me to think bigger.Repeat founder · Domain operator
    X
  • I run a tax compliance company. The Germany e-invoicing rollout is a masterclass in how operators get caught by a rule they weren’t tracking.Domain operator
    X
  • My favorite genre of AI founder is the guy who has: An agent to write emails An agent to summarize calls An agent to plan his day An agent to review his agent’s work A human manually filing sales tax in Ohio Brother.Technical builder · Domain operator
    X
  • You can create sales tax exposure by hiring one person. Say you are a remote startup and you hire someone in South Carolina. If your product is taxable there, that one hire can create physical presence and turn South CarDomain operator
    X
  • I spent years bootstrapping companies and almost didn’t apply to YC.Repeat founder
    X
PATH · 8 MILESTONES

Sam Ross | From personal pain to tax automation

2022 → 2026·1phases·nowNUMERAL CO-FOUNDER
20222023202420252026Numeral Co-founder, 2022–now | NUMERAL CO-FOUNDER |2022: Co-founded Numeral | FOUNDED NUMERAL | 2023: Numeral was founded | NUMERAL FOUNDED | Mar 4, 2025: Numeral raised $18M (Series A), led by Benchmark. $18M SERIES A · MAR '25 Sep 18, 2025: Numeral raised $35M (Series B+), led by Mayfield Fund. $35M SERIES B+ · SEP '25 Sep 19, 2025: Numeral raised $35m in a Series B round led by Mayfield, with additional investment from Benchmark, Uncork Capital, Y Combinator, and Mantis. | SERIES B | Sep 23, 2026: Numeral announced a $100 million Series C led by Insight Partners. | SERIES C | Sep 23, 2026: Numeral raised a $100 million Series C led by Insight Partners, with participation from Salesforce Ventures, Geodesic, Benchmark, Mayfield, FCVC, Y Combinator, and Uncork. | SERIES C | Sep 23, 2026: Numeral raised $100M (Series B+), led by Insight Partners. $100M SERIES B+ · SEP '26

Every tag links its source.

Network

Background

2
  • Role Co-founder/CEO
    X
  • Company Numeral
    X
Timeline, line by line 8

In their words

5
  • “Most folks don’t know that the inspo for @numeral was my own experience trying to deal with sales tax in 40+ states.”Discussing the inspiration behind Numeral. · Sep 25, 2026
    X
  • “I spent years bootstrapping companies and almost didn’t apply to YC. @gustaf pushed me to think bigger. Three years later, he’s still one of the first people to show up when things get hard. Startups are hard enough. Take every advantage you can get. We wouldn’t be here without Gustaf and @ycombinator.”Reflecting on the value of Y Combinator and mentorship. · Sep 23, 2026
    X
  • “One thing AI has done very successfully is expose how much modern work is just moving text between boxes.”Commenting on the impact of AI on work processes. · May 13, 2026
    X
  • “My favorite genre of AI founder is the guy who has: An agent to write emails An agent to summarize calls An agent to plan his day An agent to review his agent’s work A human manually filing sales tax in Ohio Brother.”Humorously pointing out a common oversight in AI automation. · May 1, 2026
    X
  • “You can create sales tax exposure by hiring one person. Say you are a remote startup and you hire someone in South Carolina. If your product is taxable there, that one hire can create physical presence and turn South Carolina into a state you now need to care about from a compliance standpoint.”Explaining how remote hiring impacts sales tax compliance. · Apr 20, 2026
    X

Team at Numeral

Interviews and coverage

6
How this is researched

Researched from public pages: press, interviews, the company's site and the founder's own posts. Each source logo links the page that states the row; anything we couldn't source is left out. The archetype is our reading of that record, from a fixed set so founders can be compared. Updated Oct 12, 2026.

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