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Coffee, Chaos, & Cashflow

Coffee, Chaos, & Cashflow

#69 Brian Raney: How to Build a Team For Profit and For Purpose

Sep 10, 2026 · 35 min · 11 segments

Send us Fan Mail Brian Raney is back for round two — this time for a themed deep dive on building a team, which he happens to do two very different ways at once: as CEO of APAX Software (for-profit)…

Send us Fan Mail Brian Raney is back for round two — this time for a themed deep dive on building a team, which he happens to do two very different ways at once: as CEO of APAX Software (for-profit) and Awesome Inc (the nonprofit startup community), under one roof. The contrast drives the whole episode. Regardless of which org, Brian's still hiring for the same culture and core-value fit — but Awesome Inc openly doesn't compete on compensation ("if salary's your top priority, this isn't the fit"), while APAX can match or beat market rates. He's candid that he c...

Send us Fan Mail Brian Raney is back for round two — this time for a themed deep dive on building a team, which he happens to do two very different ways at once: as CEO of APAX Software (for-profit)…

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Show signals: SuitabilitySafeBiasNot politicalAudience≈1 followers

Speakers: Brian RaneyGuestUnnamed Co-HostHostAram StreetHostGabbi McErleanHostYemi OgunbaseHost

Top entities: Cash flow×5 Kentucky×4 Lexington×3 Andy Stanley The Five Dysfunctions of a Team×2

Welcoming Brian Raney Back0:45 – 1:26

A

Aram StreetHost

0:45

So welcome back to Coffee, Chaos, and Cashflow.

A

Aram StreetHost

0:48

Today, we've got Brian Raney with us.

A

Aram StreetHost

0:51

And Brian is the CEO of APAC Software, as well as Awesome Inc.

A

Aram StreetHost

0:57

And he's building Kentucky startup community by helping people pursue their definition of awesome.

A

Aram StreetHost

1:04

Welcome, Brian.

A

Aram StreetHost

1:04

Glad to have you.

H

HostHost

1:07

Hey, thank you guys for having me.

H

HostHost

1:08

I'm glad to be here.

H

HostHost

1:10

Good to have you back.

H

HostHost

1:10

This is officially our round two with Brian.

H

HostHost

1:13

So you were one of our very, very early guests on the show back in the day.

H

HostHost

1:19

He believed.

Y

Yemi OgunbaseHost

1:21

He believed.

H

HostHost

1:21

Yeah.

H

HostHost

1:22

Thanks for having me

A

Aram StreetHost

1:24

back.

A

Aram StreetHost

1:25

Glad you're back.

Cash flowEntity
95%5 mentions
KentuckyAdministrative AreaUS state
85%4 mentions
LexingtonCityCity in Kentucky
75%3 mentions
Andy StanleyPersonAmerican clergyman
65%1 mention
The Five Dysfunctions of a TeamBookBook by Patrick Lencioni
55%2 mentions
BostonCityCity in Massachusetts
35%1 mention
New YorkCityCity in New York State
35%1 mention
San FranciscoCityCity in California
35%1 mention
GoogleCompanyTechnology corporation
15%1 mention
John C. MaxwellPersonAmerican author and orator
5%1 mention

Human ResourcesBusiness
Hiring for Cultural FitBusiness > Entrepreneurship > Team Building
Mission and Values AlignmentBusiness > Entrepreneurship > Team Building > Hiring for Cultural Fit
Trust, Execution, and Interpersonal FitBusiness > Human Resources > Recruitment and Selection > Candidate Assessment
Culture MaintenanceBusiness > Organizational Culture > Core Values
Goals, Feedback Loops, and Clear ExpectationsBusiness > Management > Performance Management > Accountability Systems
Distributed Team ManagementBusiness > Workplace Practices > Remote Work
ManagementBusiness
Remote WorkBusiness > Workplace Practices
Organizational CultureBusiness
Core ValuesBusiness > Organizational Culture
Recruitment and SelectionBusiness > Human Resources
Performance ManagementBusiness > Management
Workplace PracticesBusiness
Candidate AssessmentBusiness > Human Resources > Recruitment and Selection
Team BuildingBusiness > Entrepreneurship
Business
EntrepreneurshipBusiness
Accountability SystemsBusiness > Management > Performance Management

Welcoming Brian Raney Back0:45 – 1:26

A

Aram StreetHost

0:45

So welcome back to Coffee, Chaos, and Cashflow.

A

Aram StreetHost

0:48

Today, we've got Brian Raney with us.

A

Aram StreetHost

0:51

And Brian is the CEO of APAC Software, as well as Awesome Inc.

A

Aram StreetHost

0:57

And he's building Kentucky startup community by helping people pursue their definition of awesome.

A

Aram StreetHost

1:04

Welcome, Brian.

A

Aram StreetHost

1:04

Glad to have you.

H

HostHost

1:07

Hey, thank you guys for having me.

H

HostHost

1:08

I'm glad to be here.

H

HostHost

1:10

Good to have you back.

H

HostHost

1:10

This is officially our round two with Brian.

H

HostHost

1:13

So you were one of our very, very early guests on the show back in the day.

H

HostHost

1:19

He believed.

Y

Yemi OgunbaseHost

1:21

He believed.

H

HostHost

1:21

Yeah.

H

HostHost

1:22

Thanks for having me

A

Aram StreetHost

1:24

back.

A

Aram StreetHost

1:25

Glad you're back.

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