Stiira
Portland, US · Founded 2022 · Delaware LLC · 2 known investors
Stiira is a purpose-built leave management platform that automates tracking, requests, approvals, and reporting for employee leaves of absence, helping organizations manage compliance with regulations such as FMLA, ADA, PFML, and PFL. It serves HR teams and third-party administrators handling complex, multi-state leave programs.
Founders & leadership
Stiira was founded in 2022 by Calvin Gower.
CG

Calvin GowerinCEO & FounderCalvin Gower spent nearly a decade at HR services firm Trüpp, joining as a marketing coordinator in 2014 and moving through roles as digital marketing specialist, instructional designer, and product marketing manager. He left in 2023 to start Stiira.
Board
JR
Jean RoqueBoard director
Investors · 2
Reported raises · per SEC filings
Form D private placements$752.5K disclosed across 1 round · 2024
▶$752.5KraisedSep 2025 · 8 investors · Other TechnologyRule 506(b)
▶$752.5KraisedSep 2025 · 8 investors · Other Technology
Rule 506(b)Officers, directors & promoters on the filing
- Calvin GowerExecutive Officer, Director
- Jean RoqueDirector
- Offering amount
- $1M
- Amount sold
- $752.5K
- First sale
- Jan 2024
- Incorporated
- Limited Liability Company, Delaware, 2022
- Federal exemptions
- 06b
Source: SEC EDGAR Form D. Amounts as filed; amended filings shown once at their latest values.
Competitors · 4
by search overlapShrm126 shared keywordsSHRM, a human resources professional organization with influence over 362 million workers worldwide, provides guidance on managing workplace civility and conflict through executive thought leadership and strategic resources for organizations.
Standard Dental114 shared keywordsFull-stack software and services solution combining dental software, RCM, and billing.
AbsenceSoft78 shared keywordsAbsenceSoft provides a leave of absence and accommodations management platform for HR teams, automating compliance with laws such as FMLA, ADA, and PWFA across 200+ federal and state regulations. The software offers centralized case tracking, employee self-service portals, customizable workflows, and automated communications to help employers and third-party administrators manage leave requests.
RubyWell59 shared keywordsRubyWell connects family caregivers of homebound older adults with Medicare Advantage plans and home health agencies, offering care navigation support, training, and monthly stipends through a structured study program. Its technology helps caregivers identify early health signals and access Medicare-covered home health services to reduce avoidable hospitalizations for chronically ill patients in the US.
Companies competing with Stiira for the same Google search keywords, organic and paid, via search-intersection analysis.
In the news
Frequently asked questions
- What does Stiira do?
- Stiira is a purpose-built leave management platform that automates tracking, requests, approvals, and reporting for employee leaves of absence, helping organizations manage compliance with regulations such as FMLA, ADA, PFML, and PFL. It serves HR teams and third-party administrators handling complex, multi-state leave programs.
- Who founded Stiira?
- Stiira was founded by Calvin Gower in 2022.
- Who are Stiira's investors?
- Stiira's investors include Long Way Ventures, Cascade Seed Fund.
- How much funding has Stiira raised?
- Stiira has disclosed $752.5K raised across 1 round.
- Where is Stiira headquartered?
- Stiira is headquartered in Portland, US.


