Software Without Borders
Software Without Borders is the essential listen for technology leaders and business owners in the software sector who crave insights from the industry’s top minds. Picture a relaxed, coffee-driven chat where tech veterans discuss cutting-edge projects and business strategies shaping their industry. Tune in to join conversations that traverse the intersections of technology and business, helping you stay ahead in a rapidly evolving industry.
Episodes

Tuesday Nov 18, 2025
#36 You Can’t Scale Chaos (VIDEO)
Tuesday Nov 18, 2025
Tuesday Nov 18, 2025
In this episode of Software Without Borders Podcast, Andy Hilliard sits down with Olivier Poulard, Accelerance’s Head of Global Software Engineering Strategies, to unpack one of the biggest myths in global software delivery: that adding more people solves delivery problems. Olivier shares what really drives predictability—clear alignment across people, process, technology, and data—and why so many organizations unknowingly “scale chaos.” Together, they dive into recurring SDLC pitfalls, hidden costs, and proven frameworks to turn fragmented delivery into a cohesive, measurable system. If you lead distributed teams or manage offshore partners, this conversation delivers a playbook for building sustainable, high-quality software outcomes.
Guest Introduction:
Olivier Poulard leads Global Software Engineering Strategies at Accelerance, bringing decades of experience on both sides of the delivery equation—as a global client managing teams of over 1,000 engineers and as a strategic partner architecting offshore and nearshore delivery systems. His practical, systems-level insights help clients design efficient, scalable, and high-performing software operations built on clarity and alignment rather than chaos.
Key Takeaways:
You can’t scale chaos—adding people only multiplies inefficiency without fixing underlying issues.
True delivery success requires alignment across people, process, technology, and data.
Clear, complete requirements (including transition and information requirements) prevent rework and estimation failures.
“Definition of Done” is critical for predictability—teams need shared clarity on what completion means.
Leaders must control scope and observe team dynamics to restore stability before scaling again.
Context switching, unclear requirements, and unmanaged change requests are among the costliest hidden inefficiencies.
Chapter Markers:
0:00 Intro
0:09 Guest Introduction: Olivier Poulard
1:16 Evolution of Accelerance’s Consulting Arm
3:03 The Myth of “Adding More People”
5:09 Aligning Clients and Partners for Real Outcomes
8:18 Why You Can’t Scale Chaos
10:46 The Two-to-Tango Rule in Global Delivery
12:28 Top SDLC Bottlenecks: Ambiguous Requirements & Bad Estimation
18:42 Building Predictable Estimation Models
21:19 The Power of a Strong Definition of Done
22:24 Using Checklists to Stabilize Teams
24:00 The Hidden Costs of Context Switching
27:13 Controlling Change Before It Controls You
29:11 Restoring Predictability Without Stalling Delivery
32:37 Measuring Team Health and Stress Indicators
34:03 Final Thoughts on Effective Partner Collaboration
Keywords:
Software Without Borders, Andy Hilliard, Olivier Poulard, Accelerance, software delivery, global engineering, software development lifecycle, SDLC bottlenecks, outsourcing strategy, agile transformation, software estimation, offshore teams, nearshore delivery, global software operations, leadership in tech

Tuesday Nov 18, 2025
#36 You Can’t Scale Chaos (AUDIO)
Tuesday Nov 18, 2025
Tuesday Nov 18, 2025
In this episode of Software Without Borders Podcast, Andy Hilliard sits down with Olivier Poulard, Accelerance’s Head of Global Software Engineering Strategies, to unpack one of the biggest myths in global software delivery: that adding more people solves delivery problems. Olivier shares what really drives predictability—clear alignment across people, process, technology, and data—and why so many organizations unknowingly “scale chaos.” Together, they dive into recurring SDLC pitfalls, hidden costs, and proven frameworks to turn fragmented delivery into a cohesive, measurable system. If you lead distributed teams or manage offshore partners, this conversation delivers a playbook for building sustainable, high-quality software outcomes.
Guest Introduction:
Olivier Poulard leads Global Software Engineering Strategies at Accelerance, bringing decades of experience on both sides of the delivery equation—as a global client managing teams of over 1,000 engineers and as a strategic partner architecting offshore and nearshore delivery systems. His practical, systems-level insights help clients design efficient, scalable, and high-performing software operations built on clarity and alignment rather than chaos.
Key Takeaways:
You can’t scale chaos—adding people only multiplies inefficiency without fixing underlying issues.
True delivery success requires alignment across people, process, technology, and data.
Clear, complete requirements (including transition and information requirements) prevent rework and estimation failures.
“Definition of Done” is critical for predictability—teams need shared clarity on what completion means.
Leaders must control scope and observe team dynamics to restore stability before scaling again.
Context switching, unclear requirements, and unmanaged change requests are among the costliest hidden inefficiencies.
Chapter Markers:
0:00 Intro
0:09 Guest Introduction: Olivier Poulard
1:16 Evolution of Accelerance’s Consulting Arm
3:03 The Myth of “Adding More People”
5:09 Aligning Clients and Partners for Real Outcomes
8:18 Why You Can’t Scale Chaos
10:46 The Two-to-Tango Rule in Global Delivery
12:28 Top SDLC Bottlenecks: Ambiguous Requirements & Bad Estimation
18:42 Building Predictable Estimation Models
21:19 The Power of a Strong Definition of Done
22:24 Using Checklists to Stabilize Teams
24:00 The Hidden Costs of Context Switching
27:13 Controlling Change Before It Controls You
29:11 Restoring Predictability Without Stalling Delivery
32:37 Measuring Team Health and Stress Indicators
34:03 Final Thoughts on Effective Partner Collaboration
Keywords:
Software Without Borders, Andy Hilliard, Olivier Poulard, Accelerance, software delivery, global engineering, software development lifecycle, SDLC bottlenecks, outsourcing strategy, agile transformation, software estimation, offshore teams, nearshore delivery, global software operations, leadership in tech

Thursday Oct 30, 2025
#35 AI, Talent, and the Future of Product Development with Raja Musunuru (VIDEO)
Thursday Oct 30, 2025
Thursday Oct 30, 2025
On today's episode, we sit down with Raja Musunuru, CPO at Tiffin and a seasoned leader with over 25 years across Fortune 500 companies and innovative startups. Raja shares how AI is transforming the way products are built—shortening cycles from months to days, empowering small but mighty teams, and reshaping the global talent model. From crisis leadership lessons at Gaylord Hotels to redefining donor-advised funds with AI-driven innovation, Raja brings a wealth of insight into what it means to lead in today’s era of rapid disruption.
If you’re a leader looking to understand how AI impacts product development, talent strategies, and business growth, this conversation is one you won’t want to miss.
Guest Introduction:
Raja Musunuru is the Chief Product Officer at Tiffin, with an impressive background spanning 25 years at organizations like Sony, AAA, Amicus, and Gaylord Entertainment. Today, Raja is at the forefront of AI-powered product innovation, blending technical depth with visionary leadership. He’s passionate about building lean teams that deliver with speed, excellence, and purpose—shaping the future of wealth management, investment intelligence, and beyond.
Key Takeaways:
True leadership shines in crisis: Raja’s experience during the 2010 Nashville flood taught him radical prioritization that still guides his approach.
AI isn’t just hype—it’s slashing product development cycles from months to days, enabling faster feedback and clarity between product and engineering teams.
Small, focused teams deliver better results than bloated headcount—especially when empowered by modern AI tools.
Senior engineers who adapt thrive with AI, while new grads must become “AI natives” to succeed in today’s market.
Success doesn’t come from selling AI—it comes from solving real problems better than anyone else.
The global outsourcing model is shifting from “more people” to “more excellence.”
Chapter Markers:
0:00 Intro
0:15 Guest Introduction – Raja Musunuru’s career highlights
3:00 Defining moments in leadership: lessons from the Nashville flood
7:00 Radical prioritization and the “tour of duty” mindset at Tiffin
10:00 Building lean product teams and rapid MVP cycles
12:00 Where AI creates true disruption in product development
17:30 Aligning stakeholders in a fast-moving AI environment
19:00 How AI is reshaping engineering talent and global delivery models
23:00 Senior vs. junior engineers in the age of AI
26:00 Lowering barriers: from AWS to AI-powered MVPs
29:00 Redefining donor-advised funds with AI and automation
31:00 Global teams: from volume outsourcing to excellence-driven delivery
35:00 What AI means for hiring and talent pipelines
40:00 Closing thoughts and key advice for leaders
Keywords:
Raja Musunuru, Rich Wanden, Tomas Hilliard, It Comes Down To This podcast, AI disruption, product development, lean teams, MVP cycles, global talent model, outsourcing, engineering productivity, donor-advised funds, wealth management innovation, Tiffin, product leadership

Thursday Oct 30, 2025
#35 AI, Talent, and the Future of Product Development with Raja Musunuru (AUDIO)
Thursday Oct 30, 2025
Thursday Oct 30, 2025
On today's episode, we sit down with Raja Musunuru, CPO at Tiffin and a seasoned leader with over 25 years across Fortune 500 companies and innovative startups. Raja shares how AI is transforming the way products are built—shortening cycles from months to days, empowering small but mighty teams, and reshaping the global talent model. From crisis leadership lessons at Gaylord Hotels to redefining donor-advised funds with AI-driven innovation, Raja brings a wealth of insight into what it means to lead in today’s era of rapid disruption.
If you’re a leader looking to understand how AI impacts product development, talent strategies, and business growth, this conversation is one you won’t want to miss.
Guest Introduction:
Raja Musunuru is the Chief Product Officer at Tiffin, with an impressive background spanning 25 years at organizations like Sony, AAA, Amicus, and Gaylord Entertainment. Today, Raja is at the forefront of AI-powered product innovation, blending technical depth with visionary leadership. He’s passionate about building lean teams that deliver with speed, excellence, and purpose—shaping the future of wealth management, investment intelligence, and beyond.
Key Takeaways:
True leadership shines in crisis: Raja’s experience during the 2010 Nashville flood taught him radical prioritization that still guides his approach.
AI isn’t just hype—it’s slashing product development cycles from months to days, enabling faster feedback and clarity between product and engineering teams.
Small, focused teams deliver better results than bloated headcount—especially when empowered by modern AI tools.
Senior engineers who adapt thrive with AI, while new grads must become “AI natives” to succeed in today’s market.
Success doesn’t come from selling AI—it comes from solving real problems better than anyone else.
The global outsourcing model is shifting from “more people” to “more excellence.”
Chapter Markers:
0:00 Intro
0:15 Guest Introduction – Raja Musunuru’s career highlights
3:00 Defining moments in leadership: lessons from the Nashville flood
7:00 Radical prioritization and the “tour of duty” mindset at Tiffin
10:00 Building lean product teams and rapid MVP cycles
12:00 Where AI creates true disruption in product development
17:30 Aligning stakeholders in a fast-moving AI environment
19:00 How AI is reshaping engineering talent and global delivery models
23:00 Senior vs. junior engineers in the age of AI
26:00 Lowering barriers: from AWS to AI-powered MVPs
29:00 Redefining donor-advised funds with AI and automation
31:00 Global teams: from volume outsourcing to excellence-driven delivery
35:00 What AI means for hiring and talent pipelines
40:00 Closing thoughts and key advice for leaders
Keywords:
Raja Musunuru, Rich Wanden, Tomas Hilliard, It Comes Down To This podcast, AI disruption, product development, lean teams, MVP cycles, global talent model, outsourcing, engineering productivity, donor-advised funds, wealth management innovation, Tiffin, product leadership

Friday Sep 12, 2025
Friday Sep 12, 2025
Welcome back to Software Without Borders! I'm Andy Hilliard, and today I'm thrilled to dive into the world of hiring with John Collins, a leader who's shaped talent strategies at Microsoft, Apple, and scale-ups like Snapchat and Flixbus. As the founder of Yogan, John's tackling universal hiring headaches—like one-size-fits-all processes, AI biases, and lengthy interviews—that slow down growth and inflate costs. We explore how hiring has evolved over the last decade, the pitfalls of outsourcing and over-relying on AI, and Yogan's game-changing approach to faster, fairer, more cost-effective talent acquisition. John shares his vision for empowering recruiters, boosting offer acceptance rates, and using AI thoughtfully to transform hiring forever. If you're a business leader navigating global software teams and talent challenges, this episode is packed with actionable insights—subscribe now and join the conversation!
Guest Introduction:
I'm excited to have John Collins with us—a proven leader with over two decades at powerhouses like Microsoft and Apple, plus scale-ups such as Snapchat, Vinted, and Flixbus. Now, as founder of Yogan, John's on a mission to overhaul hiring, making it faster, fairer, and more strategic for growth. His global experience brings fresh perspectives on talent acquisition in today's evolving tech landscape.
Key Takeaways:
Hiring challenges are universal—whether at big corps or startups—often stemming from outdated, one-size-fits-all processes that introduce bias and inefficiency.
The last decade's shifts, like AI in resumes and interviews, can amplify biases if not handled right; human oversight remains key to fair evaluations.
Outsourcing recruitment might cut costs short-term, but it risks disconnects—internal recruiters as strategic partners yield better long-term results.
Yogan disrupts by auditing processes for free, quantifying risks like added stages costing $3,000 or dropping acceptance rates, and training interviewers for better experiences.
Focus on candidate experience boosts acceptance rates and retention; gamified AI training in Yogan makes interviewers prepared and engaging.
Communicating ROI to C-levels is tough but vital—highlight hidden costs in delays, turnover, and lost opportunities to show hiring's business impact.
Chapter Markers:
0:00 Intro
0:04 Welcome and Host Introductions
0:21 Guest Welcome and Background
1:06 Universal Hiring Challenges
3:38 Changes in Hiring Over the Decade
7:36 Yogan's Disruption and Vision
10:02 Risk Assessment in Hiring Processes
10:46 Interviewer Training and Preparation
15:45 Impact on Candidate Experience
19:20 Global Hiring and Cultural Alignment
26:28 AI's Role in Yogan
41:22 Gamified Training with AI
43:10 Communicating ROI to C-Level
48:55 Wrapping Up and Final Insights
51:43 Closing and Call to Action
Keywords:
Andy Hilliard, John Collins, Software Without Borders, hiring challenges, AI in hiring, talent acquisition, Yogan startup, global software teams, recruiter empowerment, interview processes, hiring ROI, candidate experience, tech hiring evolution, outsourcing recruitment, bias in AI

Friday Sep 12, 2025
Friday Sep 12, 2025
Welcome back to Software Without Borders! I'm Andy Hilliard, and today I'm thrilled to dive into the world of hiring with John Collins, a leader who's shaped talent strategies at Microsoft, Apple, and scale-ups like Snapchat and Flixbus. As the founder of Yogan, John's tackling universal hiring headaches—like one-size-fits-all processes, AI biases, and lengthy interviews—that slow down growth and inflate costs. We explore how hiring has evolved over the last decade, the pitfalls of outsourcing and over-relying on AI, and Yogan's game-changing approach to faster, fairer, more cost-effective talent acquisition. John shares his vision for empowering recruiters, boosting offer acceptance rates, and using AI thoughtfully to transform hiring forever. If you're a business leader navigating global software teams and talent challenges, this episode is packed with actionable insights—subscribe now and join the conversation!
Guest Introduction:
I'm excited to have John Collins with us—a proven leader with over two decades at powerhouses like Microsoft and Apple, plus scale-ups such as Snapchat, Vinted, and Flixbus. Now, as founder of Yogan, John's on a mission to overhaul hiring, making it faster, fairer, and more strategic for growth. His global experience brings fresh perspectives on talent acquisition in today's evolving tech landscape.
Key Takeaways:
Hiring challenges are universal—whether at big corps or startups—often stemming from outdated, one-size-fits-all processes that introduce bias and inefficiency.
The last decade's shifts, like AI in resumes and interviews, can amplify biases if not handled right; human oversight remains key to fair evaluations.
Outsourcing recruitment might cut costs short-term, but it risks disconnects—internal recruiters as strategic partners yield better long-term results.
Yogan disrupts by auditing processes for free, quantifying risks like added stages costing $3,000 or dropping acceptance rates, and training interviewers for better experiences.
Focus on candidate experience boosts acceptance rates and retention; gamified AI training in Yogan makes interviewers prepared and engaging.
Communicating ROI to C-levels is tough but vital—highlight hidden costs in delays, turnover, and lost opportunities to show hiring's business impact.
Chapter Markers:
0:00 Intro
0:04 Welcome and Host Introductions
0:21 Guest Welcome and Background
1:06 Universal Hiring Challenges
3:38 Changes in Hiring Over the Decade
7:36 Yogan's Disruption and Vision
10:02 Risk Assessment in Hiring Processes
10:46 Interviewer Training and Preparation
15:45 Impact on Candidate Experience
19:20 Global Hiring and Cultural Alignment
26:28 AI's Role in Yogan
41:22 Gamified Training with AI
43:10 Communicating ROI to C-Level
48:55 Wrapping Up and Final Insights
51:43 Closing and Call to Action
Keywords:
Andy Hilliard, John Collins, Software Without Borders, hiring challenges, AI in hiring, talent acquisition, Yogan startup, global software teams, recruiter empowerment, interview processes, hiring ROI, candidate experience, tech hiring evolution, outsourcing recruitment, bias in AI

Friday Sep 12, 2025
#33 (VIDEO) Leading Teams and Transformations with Mike Hostetler
Friday Sep 12, 2025
Friday Sep 12, 2025
Hey folks, Andy Hilliard here with another episode of Software Without Borders! I’m pumped to sit down with Mike Hostetler, an AI/ML guru and software builder who’s reshaping enterprises at ServiceCore. We trace Mike’s journey from coding QBasic games as a kid to pioneering open source like jQuery and now driving AI transformations. He shares game-changing insights on orchestrating AI agents, the rise of the Chief Agent Officer role, and leading high-performing distributed teams. From tools like AMP and Cursor to avoiding intelligence hyperinflation, Mike’s wisdom is a must-hear for tech leaders. If you’re ready to unlock AI’s potential and build global software teams that thrive, hit play and subscribe for more episodes that dive deep into software’s impact worldwide!
Guest Introduction:
I’m thrilled to welcome Mike Hostetler, a seasoned AI/ML specialist and entrepreneur who’s all about building. From his early days with open source projects like jQuery to leading AI-driven change at ServiceCore, Mike’s got a knack for blending C-suite strategy with hands-on coding. His insights on AI agents and global teams make him the perfect guide for navigating today’s tech landscape.
Key Takeaways:
Mike’s story—from QBasic to AI leadership—shows how a builder’s curiosity can spark decades of innovation.
AI in enterprises isn’t just tech; it’s about people, processes, and a new Chief Agent Officer to connect the dots across departments.
Leading remote teams means prioritizing clarity, human connection, and leadership over mere management to unlock their full potential.
Tools like AMP and Cursor are transforming coding, but human skills like taste and long-term planning are still the secret sauce.
To stay ahead, focus on learning velocity—train teams to adapt fast and outpace competitors in the AI era.
Rewriting software isn’t taboo anymore; AI’s cost-cutting power makes upgrading brownfield projects a smart move.
Chapter Markers:
0:00 Intro
0:04 Host Welcome and Show Intro
0:23 Guest Welcome and Career Kickoff
1:44 Mike’s Early Days as a Builder
2:48 QBasic, Modems, and the Internet’s Dawn
5:32 Diving into AI and Machine Learning
9:39 Bots, Agents, and Classical AI Foundations
10:39 AI’s Role in Enterprises and the Chief Agent Officer
19:20 Tackling Intelligence Hyperinflation
26:28 Secrets to Leading Distributed Teams
39:23 Measuring Remote Team Success
45:00 AI Tools: Capabilities and Limits in Engineering
53:28 AI’s Impact on Productivity and Quality
57:41 Defining ROI and Value in AI Initiatives
1:05:28 Closing Remarks and Thanks
Keywords:
Andy Hilliard, Mike Hostetler, Software Without Borders, AI transformation, global software development, distributed teams, Chief Agent Officer, AI agents, software innovation, remote work leadership, coding tools, intelligence hyperinflation, open source software, enterprise AI, software engineering

Friday Sep 12, 2025
#33 (AUDIO) Leading Teams and Transformations with Mike Hostetler
Friday Sep 12, 2025
Friday Sep 12, 2025
Hey folks, Andy Hilliard here with another episode of Software Without Borders! I’m pumped to sit down with Mike Hostetler, an AI/ML guru and software builder who’s reshaping enterprises at ServiceCore. We trace Mike’s journey from coding QBasic games as a kid to pioneering open source like jQuery and now driving AI transformations. He shares game-changing insights on orchestrating AI agents, the rise of the Chief Agent Officer role, and leading high-performing distributed teams. From tools like AMP and Cursor to avoiding intelligence hyperinflation, Mike’s wisdom is a must-hear for tech leaders. If you’re ready to unlock AI’s potential and build global software teams that thrive, hit play and subscribe for more episodes that dive deep into software’s impact worldwide!
Guest Introduction:
I’m thrilled to welcome Mike Hostetler, a seasoned AI/ML specialist and entrepreneur who’s all about building. From his early days with open source projects like jQuery to leading AI-driven change at ServiceCore, Mike’s got a knack for blending C-suite strategy with hands-on coding. His insights on AI agents and global teams make him the perfect guide for navigating today’s tech landscape.
Key Takeaways:
Mike’s story—from QBasic to AI leadership—shows how a builder’s curiosity can spark decades of innovation.
AI in enterprises isn’t just tech; it’s about people, processes, and a new Chief Agent Officer to connect the dots across departments.
Leading remote teams means prioritizing clarity, human connection, and leadership over mere management to unlock their full potential.
Tools like AMP and Cursor are transforming coding, but human skills like taste and long-term planning are still the secret sauce.
To stay ahead, focus on learning velocity—train teams to adapt fast and outpace competitors in the AI era.
Rewriting software isn’t taboo anymore; AI’s cost-cutting power makes upgrading brownfield projects a smart move.
Chapter Markers:
0:00 Intro
0:04 Host Welcome and Show Intro
0:23 Guest Welcome and Career Kickoff
1:44 Mike’s Early Days as a Builder
2:48 QBasic, Modems, and the Internet’s Dawn
5:32 Diving into AI and Machine Learning
9:39 Bots, Agents, and Classical AI Foundations
10:39 AI’s Role in Enterprises and the Chief Agent Officer
19:20 Tackling Intelligence Hyperinflation
26:28 Secrets to Leading Distributed Teams
39:23 Measuring Remote Team Success
45:00 AI Tools: Capabilities and Limits in Engineering
53:28 AI’s Impact on Productivity and Quality
57:41 Defining ROI and Value in AI Initiatives
1:05:28 Closing Remarks and Thanks
Keywords:
Andy Hilliard, Mike Hostetler, Software Without Borders, AI transformation, global software development, distributed teams, Chief Agent Officer, AI agents, software innovation, remote work leadership, coding tools, intelligence hyperinflation, open source software, enterprise AI, software engineering

Wednesday Aug 13, 2025
#32 - Driving Product Success in a Data-Driven World (VIDEO)
Wednesday Aug 13, 2025
Wednesday Aug 13, 2025
Hey, folks! Andy Hilliard here, your host of Software Without Borders, bringing you a game-changing chat with Andrew Hosman, VP and Head of Product at EigenRisk. We’re diving deep into how AI is revolutionizing product management, from slashing grunt work to sparking customer-focused innovation. Andrew shares his journey from coder to product leader, revealing tips on crafting killer SaaS products, leading global teams, and leveraging data analytics to stay ahead. Want to know how to build products that dominate markets? This episode’s packed with insights! Subscribe, drop a five-star review, and let’s keep the innovation flowing!
Guest Introduction:Say hello to Andrew Hosman, a product genius who’s mastered the art of building winning SaaS solutions. As VP and Head of Product at EigenRisk, Andrew’s expertise spans insurance, risk management, and IoT. His knack for blending tech know-how with customer empathy makes him a powerhouse. Tune in for his secrets to driving innovation and nailing product strategy!
Key Takeaways:• Andrew’s coder-to-leader path shows how understanding tech and customers creates unstoppable SaaS products.• AI’s your sidekick, not your boss—use it to cut busywork and focus on game-changing ideas.• Visuals like flowcharts and mockups are your secret weapon for uniting global teams across cultures.• Data’s your superpower: descriptive, predictive, and prescriptive analytics drive smarter product choices.• Roadmaps are living tools—use them to spark conversations, not lock in rigid plans.• Ditch outdated features to keep your product lean, cost-effective, and ready for market shifts.
Chapter Markers:0:00 Intro0:12 Guest Introduction1:41 Andrew’s Journey to Product Management5:34 AI’s Role in Product Management10:31 Enhancing Products with Machine Learning14:53 Fostering Innovation in Teams17:02 Prioritizing Customer Needs19:04 Crafting Effective Roadmaps20:54 Managing Global Teams23:28 Vertical-Agnostic Best Practices26:22 Andrew’s Teaching Aspirations28:27 Data-Driven Product Strategies31:31 Predictive Analytics Challenges33:44 Future Trends in Product Development38:14 Building Successful Product Portfolios39:32 Sustainable Product Growth42:26 Closing
Keywords:Andy Hilliard, Andrew Hosman, Olivier Poulard, Software Without Borders, product management, SaaS products, AI in product development, data analytics, customer-centric design, global team management, product roadmaps, innovation strategies, predictive analytics, risk management, IoT solutions

Wednesday Aug 13, 2025
#32 - Driving Product Success in a Data-Driven World (AUDIO)
Wednesday Aug 13, 2025
Wednesday Aug 13, 2025
Hey, folks! Andy Hilliard here, your host of Software Without Borders, bringing you a game-changing chat with Andrew Hosman, VP and Head of Product at EigenRisk. We’re diving deep into how AI is revolutionizing product management, from slashing grunt work to sparking customer-focused innovation. Andrew shares his journey from coder to product leader, revealing tips on crafting killer SaaS products, leading global teams, and leveraging data analytics to stay ahead. Want to know how to build products that dominate markets? This episode’s packed with insights! Subscribe, drop a five-star review, and let’s keep the innovation flowing!
Guest Introduction:Say hello to Andrew Hosman, a product genius who’s mastered the art of building winning SaaS solutions. As VP and Head of Product at EigenRisk, Andrew’s expertise spans insurance, risk management, and IoT. His knack for blending tech know-how with customer empathy makes him a powerhouse. Tune in for his secrets to driving innovation and nailing product strategy!
Key Takeaways:• Andrew’s coder-to-leader path shows how understanding tech and customers creates unstoppable SaaS products.• AI’s your sidekick, not your boss—use it to cut busywork and focus on game-changing ideas.• Visuals like flowcharts and mockups are your secret weapon for uniting global teams across cultures.• Data’s your superpower: descriptive, predictive, and prescriptive analytics drive smarter product choices.• Roadmaps are living tools—use them to spark conversations, not lock in rigid plans.• Ditch outdated features to keep your product lean, cost-effective, and ready for market shifts.
Chapter Markers:0:00 Intro0:12 Guest Introduction1:41 Andrew’s Journey to Product Management5:34 AI’s Role in Product Management10:31 Enhancing Products with Machine Learning14:53 Fostering Innovation in Teams17:02 Prioritizing Customer Needs19:04 Crafting Effective Roadmaps20:54 Managing Global Teams23:28 Vertical-Agnostic Best Practices26:22 Andrew’s Teaching Aspirations28:27 Data-Driven Product Strategies31:31 Predictive Analytics Challenges33:44 Future Trends in Product Development38:14 Building Successful Product Portfolios39:32 Sustainable Product Growth42:26 Closing
Keywords:Andy Hilliard, Andrew Hosman, Olivier Poulard, Software Without Borders, product management, SaaS products, AI in product development, data analytics, customer-centric design, global team management, product roadmaps, innovation strategies, predictive analytics, risk management, IoT solutions

Andy Hilliard
Chief Executive Officer, Accelerance
As CEO, Andy leads and advocates for the globalization and collaboration of great software teams with companies in search of talent, innovation and a globally-distributed extension of their engineering function and culture.
Andy founded the ground-breaking nearshore software development services company, Isthmus Costa Rica. He began his global software services career as a division manager at Cognizant during their early formative years.
Andy is originally from Sonoma, CA and has visited more than 60 countries. His passion for global travel, cultural appreciation and cross-border collaboration stems originally from his experience as a Peace Corps Volunteer in Costa Rica in the late 1980’s.
Andy holds an MBA in International Business, Finance and Marketing from the Kellogg School of Management at Northwestern. He received a Bachelor’s degree in Business and Epistemology from the University of Denver after attending Phillips Academy in Andover, MA.

Jarret Streiner
Director of Marketing, Accelerance
As Accelerance's Director of Marketing, Jarret oversees our omnichannel marketing model with expertise in digital channels, analytics, and trends.
As a cross-functional marketing leader with a focus on innovation and emerging technologies, Jarret has a track record of implementing high-level projects to improve process efficiency, reduce errors and expenses, and maintain or increase output quality and performance. With expertise in SEO/PPC, CRO, ROI, content, social media, web analytics, business intelligence, A/B testing, channel attribution, product management, and tag management administration, he has successfully directed strategies across digital, website, social media, paid search, and content for global companies.
With a Bachelor of Arts in Mass Communication from Wright State University and certification and training in digital marketing, management, and specialized skills, including Google Analytics, Google Ads, Hubspot, and Agile/Scrum, Jarret is an effective communicator with expertise in campaign management, team building, leadership and development, reporting and analysis, digital marketing optimization, process improvement, market research, strategy development, and project management. He is a Florida native and has visited 44 countries on five continents.








