Private Markets, Angel and Secondary Investing, Sacra

Sacra

Private Markets, Angel and Secondary Investing

Bringing transparency to private markets so investors, founders, and employees can build on conviction. Sacra delivers deeply researched insights on the private companies shaping tomorrow's markets. By surfacing the data, context, and operator perspective that are missing from private markets today, we help secondary buyers and sellers price equity accurately and unlock liquidity for the people building these businesses.

Private Capital Markets

<ul><li>Wingspan raised $24M in Series B funding in July 2025, led by Touring Capital, bringing total capital raised to $54M.</li><li>Wingspan provides an all-in-one platform designed specifically for onboarding, paying, and supporting independent contractors, freelancers, and gig workers.</li><li>The big opportunity for Wingspan is to build a closed loop payments network for the $1.4T and growing of freelancer payments made every year.</li></ul>

Wingspan raised $24M in Series B funding in July 2025, led by Touring Capital, bringing total capital raised to $54M.Wingspan provides an all-in-one platform designed specifically for onboarding, paying, and supporting independent contractors, freelancers, and gig workers.The big opportunity for Wingspan is to build a closed loop payments network for the $1.4T and growing of freelancer payments made every year.

<ul><li>Sacra estimates that Deel hit $1.5B in annualized revenue in June 2026, up from $1.3B at the end of 2025.</li><li>Deel&#39;s revenue growth has been driven by both organic expansion and strategic acquisitions, including Playgroup (payroll and HCM), Capbase (equity management), and Safeguard Global&#39;s enterprise payroll division (effective March 2025).</li><li>Deel has raised approximately $1.6B since its 2019 founding.</li></ul>

Sacra estimates that Deel hit $1.5B in annualized revenue in June 2026, up from $1.3B at the end of 2025.Deel&#39;s revenue growth has been driven by both organic expansion and strategic acquisitions, including Playgroup (payroll and HCM), Capbase (equity management), and Safeguard Global&#39;s enterprise payroll division (effective March 2025).Deel has raised approximately $1.6B since its 2019 founding.

<ul><li>Deel announced that it had appointed ex-Credit Karma CEO &amp; CFO Joe Kauffman as CFO, moving co-founder &amp; CEO Alex Bouaziz’s father Philippe from CFO to CSO as it prepares to go public.</li><li>Deel’s global payroll push required investment in physical infrastructure—local entities &amp; licenses, in-country legal/HR staff, and jurisdiction-specific compliance engines—taking on that operational &amp; compliance responsibility for customers and creating a moat against competition that upstarts &amp; rivals cannot replicate through code alone.</li><li>Its fastest growing customer segment, Deel’s approach to the enterprise (recent wins with FedEx, Databricks, Verizon) looks to bypass the decade-long Workday displacement cycle with its bundle-unbundle strategy of selling any single product for any number of seats and expanding from there—with a 2026-7 IPO eyed to strengthen its positioning as enterprise-grade.</li></ul>

Deel announced that it had appointed ex-Credit Karma CEO &amp; CFO Joe Kauffman as CFO, moving co-founder &amp; CEO Alex Bouaziz’s father Philippe from CFO to CSO as it prepares to go public.Deel’s global payroll push required investment in physical infrastructure—local entities &amp; licenses, in-country legal/HR staff, and jurisdiction-specific compliance engines—taking on that operational &amp; compliance responsibility for customers and creating a moat against competition that upstarts &amp; rivals cannot replicate through code alone.Its fastest growing customer segment, Deel’s approach to the enterprise (recent wins with FedEx, Databricks, Verizon) looks to bypass the decade-long Workday displacement cycle with its bundle-unbundle strategy of selling any single product for any number of seats and expanding from there—with a 2026-7 IPO eyed to strengthen its positioning as enterprise-grade.

Alex Bouaziz, CEO Of Deel, On Deel's bundle-unbundle Strategy

<ul><li>Now at a Sacra-estimated $1.15B in annualized revenue, up 70% YoY, Deel is colliding with Rippling & Gusto as global payroll goes domestic & vice versa as all three fight to own the full stack of payroll & HR.</li><li>Expanding from contractor payments, Deel launched EOR services (late 2020) to help companies hire full-time employees abroad, and then into global payroll (mid 2022) to unify compliance, tax & payments across their entire team, scaling from $4M annualized revenue in early 2020 to $295M by end of 2022, reaching an estimated $1.15B by August 2025 (up 70% YoY) at a $12.6B valuation for a 11x multiple.</li><li>After burning sub-$10M in 2021 and turning profitable in 2022, Deel has continued expanding its margins, hitting 16% EBITDA margin in 2025 with ~85% gross margins (vs. ADP at 46%), positioning the company for its stated goal of going public as early as 2026-2027.</li></ul>

Now at a Sacra-estimated $1.15B in annualized revenue, up 70% YoY, Deel is colliding with Rippling & Gusto as global payroll goes domestic & vice versa as all three fight to own the full stack of payroll & HR.Expanding from contractor payments, Deel launched EOR services (late 2020) to help companies hire full-time employees abroad, and then into global payroll (mid 2022) to unify compliance, tax & payments across their entire team, scaling from $4M annualized revenue in early 2020 to $295M by end of 2022, reaching an estimated $1.15B by August 2025 (up 70% YoY) at a $12.6B valuation for a 11x multiple.After burning sub-$10M in 2021 and turning profitable in 2022, Deel has continued expanding its margins, hitting 16% EBITDA margin in 2025 with ~85% gross margins (vs. ADP at 46%), positioning the company for its stated goal of going public as early as 2026-2027.

Employment Hero / Private Capital Markets

<ul><li>Employment Hero is defending its core market for HR & payroll while opening a North American beachhead via its acquisition of Humi in Canada.</li><li>Sacra estimates Employment Hero reached $163M in annual recurring revenue (ARR) in January 2025, up from $155M in December 2024 and $110M in December 2023.</li><li>Now geographic expansion has brought its competitors to Australia’s shores, with Deel and Rippling both invading Australia in 2024 going after Employment Hero's core geography where it serves 20% of all private companies.</li></ul>

Employment Hero is defending its core market for HR & payroll while opening a North American beachhead via its acquisition of Humi in Canada.Sacra estimates Employment Hero reached $163M in annual recurring revenue (ARR) in January 2025, up from $155M in December 2024 and $110M in December 2023.Now geographic expansion has brought its competitors to Australia’s shores, with Deel and Rippling both invading Australia in 2024 going after Employment Hero's core geography where it serves 20% of all private companies.

Australia

Employment Hero Pty Ltd provides software solutions. The Company offers human resource software solutions for employee benefits and payroll. Employment Hero serves customers in Australia.

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Employment Hero (1415972D AU)

Primer: Wingspan - 24 Aug 2026

Payroll and compliance software for companies managing large networks of independent contractors

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Primer: Deel - 17 Aug 2026

Software for hiring, paying, and managing global contractors and employees compliantly

Sacra

Alex Bouaziz, CEO Of Deel, On Deel's bundle-unbundle Strategy

Congratulations on the Series E. Can you talk about why you raised, the timing, who's leading, who's involved, and the milestone moment...

Sacra

Deel At $1.15B/year Growing 70%+ YoY

TL;DR: Rising domestic labor costs and COVID catalyzed Deel’s explosive growth as a service that let startups hire globally from day one. Now at a...

Sacra

$163M/year Gusto Of Australia

TL;DR: With Deel and Rippling invading Australia, Employment Hero is defending its core market for HR & payroll while opening a North American...

Sacra

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