DOSSIER · UPDATED 18 NOV 2025

Cushion

Cushion is a venture-backed FinTech startup that is changing the way consumers pay their recurring bills. Our goal is to help Americans pay all of their bills in full and on time while avoiding nasty fees and penalties. To bring this…

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Founded: 2016
Headcount: 28
Open roles: 0
Last raised: Series A · $12M

SECTION I · THE BRIEF

Inside Cushion

Brief #73295Updated 18 NOV 2025SAN FRANCISCO500 STARTUPSSERIES A

Employbl Dossier

Cushion

Founded: 2016
Headcount: 28
Open roles: 0
Last raised: Series A · $12M

Section II — RestrictedMembers only

Engineering interview process at Cushion
Tech stack & infrastructure choices
Culture & day-to-day work style
Why join now vs. 6 months from now
Hiring focus & open headcount by team
Comp philosophy and band context

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LEADERSHIP

Founders & key people

Paul Kesserwani

OPEN ROLES

Hiring at Cushion

Current Job Listings

Listing 0 of 0 job openings

We don't currently have any jobs listed for this company. We suggest visiting the Jobs Search page if you are looking for exciting new tech and startup opportunities.

FUNDING

Capital raised

Total Amount Raised: $20,200,000

Cushion's Investors

500 Startups

Cushion Funding Rounds

Series A
$12,000,000
May 12, 2022
Series A
$12,000,000
May 11, 2022
Series A Investors
Rose Park Advisors
The Social Entrepreneurs Fund (TSEF)
TruStage Ventures
Flourish Ventures
Vestigo Ventures
Green Cow Venture Capital
Four Cities Capital
Series Unknown
$3,400,000
Feb 8, 2021
Series Unknown
$3,400,000
Feb 7, 2021
Series Unknown Investors
500 Startups
The Social Entrepreneurs Fund (TSEF)
Flourish Ventures
Vestigo Ventures
Afore Capital
Seed
$2,000,000
May 27, 2020
Seed
$2,000,000
May 26, 2020
Seed Investors
500 Startups
Seed
$2,800,000
Apr 30, 2019
Seed
$2,800,000
Apr 29, 2019
Seed Investors
Afore Capital
9Yards Capital
Flourish Ventures
Louis Beryl
Green Cow Venture Capital
Vestigo Ventures