Episode 15: Conquest of Trial and Error

November 26, 2025

52 mins

In the first episode of Zero Basis Points, hosts Haik Sahakyan and George Guidotti delve into the complexities of the wealth management industry, exploring the evolution of technology, the challenges of data management, and the value of their podcast as a platform for discussion.



Summary



Episode 15 of Zero Basis Points brings Haik Sahakyan and George Guidotti together with Brad Frey of Conquest Planning to unpack where financial planning is really headed. Haik and George dig into the limitations of legacy planning tools and why integration, data ownership, and enterprise flexibility have become non-negotiable. Brad shares how Conquest is approaching planning differently, using open APIs and AI to move beyond trial-and-error workflows. The conversation highlights Sam, Conquest’s smart assistant, as an example of AI that actually drives decisions and execution—not just insights. Throughout the episode, Haik and George challenge surface-level “AI” claims and emphasize trust, scale, and real operational impact. The takeaway is clear: modern planning platforms must adapt to firms—not force firms to adapt to them.



Key Topics Covered



  • Why legacy financial planning tools break at enterprise scale
  • The gap between “AI features” and real planning intelligence
  • Where integrations fail — and why open APIs matter
  • Eliminating trial-and-error planning with contextual AI
  • Turning plans into action through connected workflows
  • Owning the client experience inside large organizations
  • Where trust, compliance, and AI intersect in wealth management



Timecode


00:00 Guest welcome: Brad Frey

01:06 From golf pro to fintech veteran

04:25 Origin story of Conquest Planning

07:08 Challenges in traditional planning tools

10:45 Fitness talk: injuries, recovery, and staying sharp

16:10 Deadlift ETF and the discipline factor

19:00 Understanding SAM and AI-driven planning

24:14 The ugly truth about legacy integrations

29:10 Inside the eMoney rocket ship

42:20 How AI converts PDFs into real planning data

49:00 What Brad loves and hates about the industry

50:45 Why the industry hesitates to change

53:20 Final takeaways and what’s coming up next



About Guest




Brad Frey

Sales Director, Conquest Planning


Brad Frey has over 20 years of experience in financial services and fintech. He currently serves as U.S. Sales Director at Conquest Planning, where he focuses on helping firms adopt modern financial planning technology at scale.

Previously, Brad held senior business development and leadership roles at eMoney, FP Alpha, Skience, Western & Southern Financial Group, and JetTrade, gaining deep exposure to the evolving wealth-tech landscape. His early career as a PGA Professional helped shape a people-first, team-oriented approach to leadership.


Where to find Brad Frey:


If you want to follow Brad’s work or connect directly: 

LinkedIn: https://www.linkedin.com/in/wbradfrey/

Never Miss an Episode

Subscribe for episode drops, behind-the-scenes notes, and insights

we couldn’t say on air.

  • On-air archive

    Featured episodes

    See All Episodes

    Conquest of Trial-and-Error

    Haik Sahakyan and George Guidotti sit down with Brad Frey, Sales Director at Conquest Planning, for a candid look at the state of financial planning tech.

    15

    AdviseAI Hangover

    In this episode, Haik Sahakyan and George Guidotti share their insights on what really stood out at Advise AI.

     

    14

    Make WealthTech Open Again

    Episode 13 brings our first guest, Craig Uhlenkott, for a candid conversation on the evolution, current challenges, and future of wealth management technology.

    13

Zero Basis Points

Follow Zero Basis Points on your favourite platform.

Subscribe

Subscribe to get the latest episodes and exclusive content.

© 2025 Zero Basis Points. All rights reserved.

view more
view more
view more
view more

Episode 15: Conquest of Trial and Error

November 26, 2025

52 mins

In the first episode of Zero Basis Points, hosts Haik Sahakyan and George Guidotti delve into the complexities of the wealth management industry, exploring the evolution of technology, the challenges of data management, and the value of their podcast as a platform for discussion.



Summary



Episode 15 of Zero Basis Points brings Haik Sahakyan and George Guidotti together with Brad Frey of Conquest Planning to unpack where financial planning is really headed. Haik and George dig into the limitations of legacy planning tools and why integration, data ownership, and enterprise flexibility have become non-negotiable. Brad shares how Conquest is approaching planning differently, using open APIs and AI to move beyond trial-and-error workflows. The conversation highlights Sam, Conquest’s smart assistant, as an example of AI that actually drives decisions and execution—not just insights. Throughout the episode, Haik and George challenge surface-level “AI” claims and emphasize trust, scale, and real operational impact. The takeaway is clear: modern planning platforms must adapt to firms—not force firms to adapt to them.



Key Topics Covered



  • Why legacy financial planning tools break at enterprise scale
  • The gap between “AI features” and real planning intelligence
  • Where integrations fail — and why open APIs matter
  • Eliminating trial-and-error planning with contextual AI
  • Turning plans into action through connected workflows
  • Owning the client experience inside large organizations
  • Where trust, compliance, and AI intersect in wealth management



Timecode


00:00 Guest welcome: Brad Frey

01:06 From golf pro to fintech veteran

04:25 Origin story of Conquest Planning

07:08 Challenges in traditional planning tools

10:45 Fitness talk: injuries, recovery, and staying sharp

16:10 Deadlift ETF and the discipline factor

19:00 Understanding SAM and AI-driven planning

24:14 The ugly truth about legacy integrations

29:10 Inside the eMoney rocket ship

42:20 How AI converts PDFs into real planning data

49:00 What Brad loves and hates about the industry

50:45 Why the industry hesitates to change

53:20 Final takeaways and what’s coming up next



About Guest




Brad Frey

Sales Director, Conquest Planning


Brad Frey has over 20 years of experience in financial services and fintech. He currently serves as U.S. Sales Director at Conquest Planning, where he focuses on helping firms adopt modern financial planning technology at scale.

Previously, Brad held senior business development and leadership roles at eMoney, FP Alpha, Skience, Western & Southern Financial Group, and JetTrade, gaining deep exposure to the evolving wealth-tech landscape. His early career as a PGA Professional helped shape a people-first, team-oriented approach to leadership.


Where to find Brad Frey:


If you want to follow Brad’s work or connect directly: 

LinkedIn: https://www.linkedin.com/in/wbradfrey/

Never Miss an Episode

Subscribe for episode drops, behind-the-scenes notes, and insights

we couldn’t say on air.

  • On-air archive

    Featured episodes

    See All Episodes

    Conquest of Trial-and-Error

    Haik Sahakyan and George Guidotti sit down with Brad Frey, Sales Director at Conquest Planning, for a candid look at the state of financial planning tech.

    15

    AdviseAI Hangover

    In this episode, Haik Sahakyan and George Guidotti share their insights on what really stood out at Advise AI.

     

    14

    Make WealthTech Open Again

    Episode 13 brings our first guest, Craig Uhlenkott, for a candid conversation on the evolution, current challenges, and future of wealth management technology.

    13

Zero Basis Points

Follow Zero Basis Points on your favourite platform.

Subscribe

Subscribe to get the latest episodes and exclusive content.

© 2025 Zero Basis Points. All rights reserved.

view more
view more
view more
view more

Episode 15: Conquest of Trial and Error

November 26, 2025

52 mins

In the first episode of Zero Basis Points, hosts Haik Sahakyan and George Guidotti delve into the complexities of the wealth management industry, exploring the evolution of technology, the challenges of data management, and the value of their podcast as a platform for discussion.



Summary



Episode 15 of Zero Basis Points brings Haik Sahakyan and George Guidotti together with Brad Frey of Conquest Planning to unpack where financial planning is really headed. Haik and George dig into the limitations of legacy planning tools and why integration, data ownership, and enterprise flexibility have become non-negotiable. Brad shares how Conquest is approaching planning differently, using open APIs and AI to move beyond trial-and-error workflows. The conversation highlights Sam, Conquest’s smart assistant, as an example of AI that actually drives decisions and execution—not just insights. Throughout the episode, Haik and George challenge surface-level “AI” claims and emphasize trust, scale, and real operational impact. The takeaway is clear: modern planning platforms must adapt to firms—not force firms to adapt to them.



Key Topics Covered



  • Why legacy financial planning tools break at enterprise scale
  • The gap between “AI features” and real planning intelligence
  • Where integrations fail — and why open APIs matter
  • Eliminating trial-and-error planning with contextual AI
  • Turning plans into action through connected workflows
  • Owning the client experience inside large organizations
  • Where trust, compliance, and AI intersect in wealth management



Timecode


00:00 Guest welcome: Brad Frey

01:06 From golf pro to fintech veteran

04:25 Origin story of Conquest Planning

07:08 Challenges in traditional planning tools

10:45 Fitness talk: injuries, recovery, and staying sharp

16:10 Deadlift ETF and the discipline factor

19:00 Understanding SAM and AI-driven planning

24:14 The ugly truth about legacy integrations

29:10 Inside the eMoney rocket ship

42:20 How AI converts PDFs into real planning data

49:00 What Brad loves and hates about the industry

50:45 Why the industry hesitates to change

53:20 Final takeaways and what’s coming up next



About Guest




Brad Frey

Sales Director, Conquest Planning


Brad Frey has over 20 years of experience in financial services and fintech. He currently serves as U.S. Sales Director at Conquest Planning, where he focuses on helping firms adopt modern financial planning technology at scale.

Previously, Brad held senior business development and leadership roles at eMoney, FP Alpha, Skience, Western & Southern Financial Group, and JetTrade, gaining deep exposure to the evolving wealth-tech landscape. His early career as a PGA Professional helped shape a people-first, team-oriented approach to leadership.


Where to find Brad Frey:


If you want to follow Brad’s work or connect directly: 

LinkedIn: https://www.linkedin.com/in/wbradfrey/

Never Miss an Episode

Subscribe for episode drops, behind-the-scenes notes, and insights

we couldn’t say on air.

  • On-air archive

    Featured episodes

    See All Episodes

    Conquest of Trial-and-Error

    Haik Sahakyan and George Guidotti sit down with Brad Frey, Sales Director at Conquest Planning, for a candid look at the state of financial planning tech.

    15

    AdviseAI Hangover

    In this episode, Haik Sahakyan and George Guidotti share their insights on what really stood out at Advise AI.

     

    14

    Make WealthTech Open Again

    Episode 13 brings our first guest, Craig Uhlenkott, for a candid conversation on the evolution, current challenges, and future of wealth management technology.

    13

Zero Basis Points

Follow Zero Basis Points on your favourite platform.

Subscribe

Subscribe to get the latest episodes and exclusive content.

© 2025 Zero Basis Points. All rights reserved.

view more
view more

Episode 15: Conquest of Trial and Error

November 26, 2025

55 mins

Haik Sahakyan and George Guidotti sit down with Brad Frey, Sales Director at Conquest Planning, for a candid look at the state of financial planning tech. They talk about how it has evolved, why legacy stack and workflows still hold firms back, and what changes when you rebuild planning with open architecture and AI at the core.



Summary



Episode 15 of Zero Basis Points brings Haik Sahakyan and George Guidotti together with Brad Frey of Conquest Planning to unpack where financial planning is really headed. Haik and George dig into the limitations of legacy planning tools and why integration, data ownership, and enterprise flexibility have become non-negotiable. Brad shares how Conquest is approaching planning differently, using open APIs and AI to move beyond trial-and-error workflows. The conversation highlights Sam, Conquest’s smart assistant, as an example of AI that actually drives decisions and execution—not just insights. Throughout the episode, Haik and George challenge surface-level “AI” claims and emphasize trust, scale, and real operational impact. The takeaway is clear: modern planning platforms must adapt to firms—not force firms to adapt to them.



Key Topics Covered



  • Why legacy financial planning tools break at enterprise scale
  • The gap between “AI features” and real planning intelligence
  • Where integrations fail — and why open APIs matter
  • Eliminating trial-and-error planning with contextual AI
  • Turning plans into action through connected workflows
  • Owning the client experience inside large organizations
  • Where trust, compliance, and AI intersect in wealth management



Timecode


00:00 Guest welcome: Brad Frey

01:06 From golf pro to fintech veteran

04:25 Origin story of Conquest Planning

07:08 Challenges in traditional planning tools

10:45 Fitness talk: injuries, recovery, and staying sharp

16:10 Deadlift ETF and the discipline factor

19:00 Understanding SAM and AI-driven planning

24:14 The ugly truth about legacy integrations

29:10 Inside the eMoney rocket ship

42:20 How AI converts PDFs into real planning data

49:00 What Brad loves and hates about the industry

50:45 Why the industry hesitates to change

53:20 Final takeaways and what’s coming up next



About Guest




Brad Frey

Sales Director, Conquest Planning


Brad Frey has over 20 years of experience in financial services and fintech. He currently serves as U.S. Sales Director at Conquest Planning, where he focuses on helping firms adopt modern financial planning technology at scale.

Previously, Brad held senior business development and leadership roles at eMoney, FP Alpha, Skience, Western & Southern Financial Group, and JetTrade, gaining deep exposure to the evolving wealth-tech landscape. His early career as a PGA Professional helped shape a people-first, team-oriented approach to leadership.


Where to find Brad Frey:


If you want to follow Brad’s work or connect directly: 

LinkedIn: https://www.linkedin.com/in/wbradfrey/

Never Miss an Episode

Subscribe for episode drops, behind-the-scenes notes, and insights

we couldn’t say on air.

  • On-air archive

    Featured episodes

    See All Episodes

    Conquest of Trial-and-Error

    Haik Sahakyan and George Guidotti sit down with Brad Frey, Sales Director at Conquest Planning, for a candid look at the state of financial planning tech.

    15

    AdviseAI Hangover

    In this episode, Haik Sahakyan and George Guidotti share their insights on what really stood out at Advise AI.

     

    14

    Make WealthTech Open Again

    Episode 13 brings our first guest, Craig Uhlenkott, for a candid conversation on the evolution, current challenges, and future of wealth management technology.

    13

Zero Basis Points

Follow Zero Basis Points on your favourite platform.

Subscribe

Subscribe to get the latest episodes and exclusive content.

© 2025 Zero Basis Points. All rights reserved.

view more
view more