Pavilion

Topline

The #1 podcast for founders, operators, and investors in B2B tech. Tune in every week to hear Sam Jacobs, AJ Bruno and Asad Zaman discuss and debate the trends, news, and developments impacting the B2B tech world. Enjoy the hot takes, strong opinions, and dry humor.

Author

Pavilion

Category

Technology

Podcast website

listen.casted.us

Latest episode

Jul 5, 2026

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Episodes

SPOTLIGHT: Resilience and Growth with LucidLink CEO Pete Thompson 17.04.2025

LucidLink CEO and Co-founder Pete Thompson offers an inside look into how he rapidly scaled LucidLink, a company that transforms cloud storage into an accessible, high-performance drive. Pete discusses the critical steps and strategies that propelled the company from its inception in 2016, through struggles to find product-market fit, to achieving breakthrough success during the pandemic. Key Mome...

E104: Tariffs, Turbulence, and Tough Calls: Operating in an Era of Economic Whiplash 13.04.2025

What should founders and operators prioritize when the market swings 6% in a day?  In this episode, Sam, Asad and AJ break down the fallout from historic tariff whiplash, trillion-dollar market swings, and the signals that separate resilient companies from risky bets. They debate: Defensive moves vs. offensive plays : When to cut costs, when to lean into growth, and why "profitable efficiency" is...

SPOTLIGHT: Optimizing Growth in B2B Tech with Mike Dzik 10.04.2025

Most SaaS companies don't fail because they grow too slowly—they fail because they grow  too fast  and ignore the warning signs. In this episode of Topline Spotlight, the team engages with Michael Dzik, an operating partner at Radian Capital. Mike shares insights from his extensive experience in the B2B technology sector, discussing the challenges and strategies for companies at different stages o...

E103: AI Agents and the Future of Enterprise Tech with Box CTO Ben Kus 06.04.2025

In this episode, Sam, Asad, and AJ sit down with Ben Kus , Chief Technology Officer at Box, to unpack how AI is reshaping enterprise tech—from the seismic shift to cloud-native infrastructure to the rise of AI agents that collaborate across platforms. We dive into the realities of leading through volatility, why AI adoption is moving faster than past platform shifts, and how enterprises can naviga...

SPOTLIGHT: How to Master Multi-Threading in Complex Sales 03.04.2025

Centralize's Co-Founders Rachit Kataria and William Wang tackle one of the most common sales challenges: deals stall when teams fail to connect with the right stakeholders. Their solution? Visualizing relationship networks to identify gaps, leverage extended connections, and ensure engagement with decision-makers. Listen to this week's episode to learn how to turn relationship intelligence into a...

E102: Why Sales Hiring Fails and How to Fix It 30.03.2025

Why do so many sales hires fail? In this episode, Ben Tagoe , CEO of Objective Management Group , breaks down the three critical components when assessing sales hires: fundamental selling skills, sales-specific beliefs, and mindset. Discover how bringing science to the art of sales talent development can dramatically reduce costly hiring mistakes. You're invited! Join the free Topline Slack channe...

SPOTLIGHT: Instilling Operational Rigor in a Growing Business with Anna Talerico, CEO of CFI 27.03.2025

Many companies hit a growth ceiling—not because of a lack of ideas, talent, or market opportunity, but because they lack operational rigor. In this episode, we sit down with Anna Talerico, CEO of Corporate Finance Institute (CFI), to unpack how she tackled this challenge head-on. Anna shares her journey of stepping into a successful yet "execution-challenged" organization and the hard lessons she...

SPOTLIGHT: How CEO Kevin Smith Turned Snipd's Monetization Struggles Into a Sustainable Business 26.03.2025

Snipd CEO Kevin Smith shares how his team navigated the challenge of monetizing their app after realizing they couldn't rely on investor funding and were headed toward bankruptcy. In this episode of Topline Spotlight, Kevin shares the emotional highs and lows of launching Snipd's monetization strategy, handling user backlash, and questioning whether they made the right move. He also reveals the un...

E101: Why Rippling and Deel Are a Warning to Every Tech Company 25.03.2025

When does healthy competition cross the line into corporate espionage? In this episode, we dive into the explosive saga unfolding between HR tech giants Rippling and Deel. What started as a high-growth race has spiraled into lawsuits, spy allegations, and one of the most bizarre B2B scandals in recent memory — complete with honeypots, toilet phones, and Slack search histories. But beyond the drama...

E100: Driving Business Growth When Uncertainty is the Only Constant 20.03.2025

In this milestone episode, Sam, Asad, and AJ reflect on how they've grown as leaders, how their perspectives have evolved, and what lessons they've learned along the way. We discuss the increasing difficulty of leadership in volatile times and why mental resilience is more critical than ever. From the exhaustion of constant adaptation to the importance of maintaining optimism, we explore the reali...

SPOTLIGHT: Shifting ICPs Without Breaking CS with Demetra Anagnostopoulos of SurePeople 13.03.2025

In this Topline Spotlight episode, Demetra Anagnostopoulos, CCO at SurePeople, shares insights on navigating a critical shift in SurePeople's Ideal Customer Profile (ICP) from serving large enterprises to targeting startups. Demetra dives into the challenges of aligning customer success processes, redefining customer journeys, and ensuring her team has the skills to manage diverse expectations. De...

E99: How GTM Revenue Leaders Are Operationalizing AI for Growth with Kyle Norton of Owner.com 09.03.2025

AI is revolutionizing the way revenue teams operate, but how much of the hype is real? In this episode of Topline, Sam, AJ, and Asad are joined by Kyle Norton to dive deep into how AI is actually being used in go-to-market strategies. They explore the balance between centralized AI tools and individual adoption, the impact of AI on productivity, and whether AI is leveling the playing field or wide...

SPOTLIGHT: Alon Talmor, CEO of Ask-AI, on Why Most AI Solutions Fail to Prove Their Worth 06.03.2025

The AI market is noisy, but real business value is hard to prove. In this episode, Alon Talmor, CEO of Ask-AI, tackles the biggest challenge in AI adoption—demonstrating measurable ROI. He shares why many AI solutions fail to justify their cost, how Ask AI approaches value-driven AI, and what businesses should consider before investing.   Thanks for tuning in! Want more content from Pavilion?    N...

E98: Ryan Burke on Zilla Security's $175M Aquisition and the Realities of M&A 02.03.2025

In this episode of Topline, we sit down with Ryan Burke, VP of Sales at CyberArk (former VP of Sales at Zilla Security), to dive deep into the $175 million acquisition of Zilla. Ryan shares what it's really like to navigate an exit in today's market—from the unexpected nature of M&A deals to the grueling due diligence process and the tough decisions that founders and executives face. We also explo...

SPOTLIGHT: Kyle Lacy of Jellyfish on Improving Pipeline Quality and Forecasting Predictability 27.02.2025

How do you build a revenue engine that doesn't just generate pipeline—but generates the right pipeline? In this episode, Kyle Lacy, CMO of Jellyfish, shares how his team tackled one of the biggest challenges in B2B go-to-market: pipeline predictability.   In this episode of Topline Spotlight, Kyle explains why traditional metrics like Stage 1 pipeline weren't cutting it, how Jellyfish revamped its...

E97: Dead or Alive? The Great Outbound Sales Debate 23.02.2025

Is outbound sales really dead, or are we just doing it wrong? In this episode of Topline, AJ and Asad dive into one of the most debated topics in B2B sales—whether outbound still works in today's market. Asad argues that companies with strong product-market fit can still crush outbound, while AJ pushes back, saying it's no longer the best way to scale. They break down cold call connect rates, chan...

SPOTLIGHT: Shensi Ding of Merge on the High-Stakes Search for a Stage-Appropriate CRO 20.02.2025

Hiring a CRO is one of the most high-stakes decisions a founder can make—especially when a company is transitioning from SMB to enterprise sales. In this episode of Topline Spotlight, Shensi Ding, Co-Founder of Merge, shares her experience navigating the search for a stage-appropriate revenue leader after raising their Series B in 2022. She breaks down the challenges of finding a CRO who wasn't ju...

E96: The B2B Marketing Identity Crisis 16.02.2025

In this episode, Sam Jacobs, Asad Zaman, and AJ Bruno break down a viral LinkedIn post that sparked a heated debate about the role of B2B marketing in go-to-market strategy. Has marketing become too focused on pipeline at the expense of brand? Are CMOs being pushed out in favor of CROs? The team explores how marketing's role is evolving, the tension between short-term revenue goals and long-term b...

SPOTLIGHT: How Josh Guttman Landed Investors for SELLIT9 by Being Himself 13.02.2025

Fundraising isn't just sales—something Josh Guttman, co-founder and CEO of SELLIT9, learned the hard way. After spending years in SaaS sales and leadership, including a 12-year run at Salesforce, Josh thought his natural ability to pitch and build relationships would give him an edge in raising capital. But he quickly discovered that VCs don't want to be sold—they want to believe.   In this episod...

E95: Growth vs. Efficiency in 2025 09.02.2025

In this episode, hosts Sam, AJ, and Asad dive into the strategic choices behind building teams in Latin America, focusing on compensation arbitrage and offshoring. They offer guidance for junior talent in North America, who now face competition from equally skilled and cost-effective professionals abroad, all while navigating the impact of AI on traditional roles. The conversation also tackles the...

SPOTLIGHT: Co-CEO Alina Vandenberghe on Taking Over Marketing to Scale Demand at Chili Piper 06.02.2025

In this episode of Topline Spotlight, hosts Sam Jacobs and Asad Zaman sit down with Alina Vandenberg, co-CEO of Chili Piper, to discuss the significant challenges she faced and overcame in her dual role as acting CMO. Alina delves into the complexities of scaling a rapidly growing company while maintaining a cohesive marketing strategy. She shares how she tackled the challenge of aligning data-dri...

E94: Navigating AI Challenges in Established Tech Companies 02.02.2025

In this episode of Topline, Sam Jacobs, AJ Bruno, and Asad Zaman explore AI's growing influence on go-to-market strategy, growth, and operations. They break down the difference between AI-first and AI-enabled companies, why some integrate AI seamlessly while others fall behind, and the operational roadblocks leaders face. The conversation covers the rise of AI Ops roles, legal pushback on AI-drive...

SPOTLIGHT: Keith Frankel of Totango on Creating a Unified Culture in Mergers 30.01.2025

In this episode of Topline Spotlight, hosts Sam Jacobs, AJ Bruno, and Asad Zaman speak with Keith Frankel, Chief Product Officer at Totango, to explore the intricacies of merging company cultures post-acquisition. Keith shares his journey from founding enterprise AI companies to leading product teams at Totango, highlighting the challenges of integrating distinct cultures and product lines. The di...

E93: Dissecting Carta's 2024 State of Startups Report 26.01.2025

In this episode of Topline, hosts Sam Jacobs, AJ Bruno, and Asad Zaman review insights from Carta's State of Startups 2024 report. They explore the rise of down rounds in 2023 and 2024, highlighting the financial challenges many startups face today. The conversation shifts to the increasing prevalence of solo founders, noting a significant rise from 17% in 2017 to 36% in 2024. The trio also examin...

SPOTLIGHT: OrgChart's Tom McCarty on Narrowing Total Addressable Market to Drive Growth 23.01.2025

Topline is excited to introduce our newest segment – Topline Spotlight. In this series, our hosts sit down with top B2B tech leaders to explore the biggest challenges they've faced and how they conquered them.   In this episode of Topline Spotlight, our hosts sit down with Tom McCarty, CEO of Org Chart, to discuss a pivotal challenge he faced: narrowing the total addressable market (TAM) to drive...

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