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Upside

Employees Ask Their CEOs ANYTHING (No Boundaries) | Upside #100

Aug 18, 2026 · 28 min · 10 segments

Welcome to our special 100th episode of Upside, recorded live in the Cambridge countryside! To celebrate this milestone, we flipped the script and put our CEOs, Ali Shariat and Zamir Cajee, in the hot…

Welcome to our special 100th episode of Upside, recorded live in the Cambridge countryside! To celebrate this milestone, we flipped the script and put our CEOs, Ali Shariat and Zamir Cajee, in the hot seat for an unfiltered, no-holds-barred Ask Us Anything where our team could ask absolutely anything without boundaries.

Welcome to our special 100th episode of Upside, recorded live in the Cambridge countryside! To celebrate this milestone, we flipped the script and put our CEOs, Ali Shariat and Zamir Cajee, in the hot…

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Speakers: Ali ShariatHostZamir CajeeHostTeam Member Asking QuestionsGuestTeam Member Asking QuestionsGuestTeam Member Asking QuestionsGuestTeam Member Asking QuestionsGuestMatthiasGuestJamesGuestTeam Member Asking QuestionsGuestTeam Member Asking QuestionsGuestGigiGuest

Top entities: Amazon.com×8 Glitter×4 China×3 North America×2 WhatsApp

Show signals: SuitabilitySafeBiasNot politicalAudience≈2k followers

Welcome to the Hot Seat0:00 – 0:22

Ali ShariatHost

0:00

If you could ask your boss anything, what would it be? That's what we're doing today on Upside, where our team asks us anything they want, no holds barred, out here in this beautiful Cambridge countryside.

Ali ShariatHost

0:10

Let's go! So this is like one of those Love Island retreats.

Ali ShariatHost

0:17

That's how I feel about you, Ben.

J

JamesGuest

0:19

Welcome to the hot seat.

J

JamesGuest

0:20

Thank you.

J

JamesGuest

0:21

Ask us anything you want.

Read the full transcript.

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Amazon.comCompanyE-commerce company
96%8 mentions
GlitterEntity
88%4 mentions
ChinaCountryCountry in East Asia
81%3 mentions
North AmericaContinentContinent
73%2 mentions
WhatsAppSoftware ApplicationWeb site
65%1 mention
United KingdomCountryCountry in Europe
58%2 mentions
PhilippinesCountryCountry in Asia
46%1 mention
United StatesCountryCountry in North America
46%1 mention
Steve JobsPersonAmerican businessman and former CEO of Apple
35%1 mention
Elon MuskPersonBusinessman and former Senior Advisor to the President of the United States
27%1 mention
Uber TechnologyCompanyTransport company
19%1 mention
EnglandCountryUK constituent country
12%1 mention
GodEntitySupreme being
4%1 mention

Team ManagementBusiness > E-commerce > Consultancy
Success and FailureBusiness > E-commerce > Consultancy > Team Management
Amazon MarketplaceBusiness > Marketing > Brand Development
Client SuccessBusiness > Marketing > Brand Development > Amazon Marketplace
Intrinsic ValuesPersonal Development > Motivation > Career Goals > Work-Life Balance
FinanceBusiness
MarketingBusiness
Career GoalsPersonal Development > Motivation
MotivationPersonal Development
Growth StrategiesBusiness > Entrepreneurship > Startups
Team DynamicsBusiness > Entrepreneurship > Startups > Growth Strategies
Investment StrategiesBusiness > Finance > Cash Flow Management
Cash Flow ManagementBusiness > Finance
E-commerceBusiness
Risk ManagementBusiness > Finance > Cash Flow Management > Investment Strategies
Personal Development
Work-Life BalancePersonal Development > Motivation > Career Goals
Brand DevelopmentBusiness > Marketing
Business
EntrepreneurshipBusiness
ConsultancyBusiness > E-commerce
StartupsBusiness > Entrepreneurship

Welcome to the Hot Seat0:00 – 0:22

Ali ShariatHost

0:00

If you could ask your boss anything, what would it be? That's what we're doing today on Upside, where our team asks us anything they want, no holds barred, out here in this beautiful Cambridge countryside.

Ali ShariatHost

0:10

Let's go! So this is like one of those Love Island retreats.

Ali ShariatHost

0:17

That's how I feel about you, Ben.

J

JamesGuest

0:19

Welcome to the hot seat.

J

JamesGuest

0:20

Thank you.

J

JamesGuest

0:21

Ask us anything you want.