Bridge the Gap™ by Revenue Reimagined

Are you treating generative AI like a shortcut instead of a strategy?In this episode of Bridge the Gap, we sit down with Justin Trombold, founder and president of Antesyn Advisors, to break down how enterprise leaders can move past hype and build AI work that fits how the business actually runs.We cover readiness, process clarity, governance, and how to choose win-now plays without betting the company on experiments that will never scale.Key Highlights:✓ Why most AI strategies fail when they sit outside operations✓ Start with the problem first then match the right tech✓ Readiness signals: people, proficiency, collaboration governance, change muscle✓ Win now win later roadmap that leaders can actually run✓ How to turn pilots into repeatable programs with metricsIf you lead strategy, ops, or go to market and want AI work that creates measurable value, this episode is for you.Connect with Justin – / justintromboldSponsor info: We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results! Learn more about Sendoso today at https://www.sendoso.com…   ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour...  🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here.

Explore the fallout of the AI hype in 2025 and why focusing on outcomes is crucial. Discover the dangers of spam outreach and the importance of niche marketing. Learn how pipeline panic can derail growth and why foundational strategies still prevail amidst uncertainty. The discussion touches on leveraging deep discovery and problem-led messaging to close deals. Finally, predictions for 2026 highlight the rise of customer success roles and the need for leaders fluent in LLMs.

Is your team talking but nothing is landing?In this special birthday episode of Bridge the Gap, we sit down with Mike Simmons, founder of Catalyst, to break down why execution breaks when communication breaks. We cover how teams lose alignment through said heard remembered, why complexity becomes a hiding place, and how to turn meetings into clear ownership and next steps.Key Highlights:✓ Said, heard, remembered, and why teams misalign✓ Confirm what people heard before you move on✓ Use a call plan for those in the room, objective, and next steps✓ Simplify work to expose what is not getting done✓ Lock execution with who will do what by whenIf you lead a team and want faster alignment and cleaner execution, this episode is for you.Connect with Mike - mikesimmonsSponsor info: We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results! Learn more about Sendoso today at https://www.sendoso.com…   ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour...  🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here.

Heath Barnett, VP of Revenue at Mixmax and expert in scaling revenue teams, digs into the pitfalls of reactive hiring. He explains the concept of productizing sales, emphasizing the need to define 'what good looks like' for repeatable success. The conversation covers aligning go-to-market strategies with ideal customer profiles, leveraging automation to enhance productivity, and hiring for GRIP to foster growth. Barnett highlights the importance of tracking meaningful metrics over call volume, aiming for sustainable revenue without an overstaffed team.

Are buyers bouncing the moment your site asks for a form?In this episode of Bridge the Gap, we sit down with Omer Gotlieb, founder and CEO of SalesSpeak.ai and former co-founder of Totango, to break down how to turn a static website into a real sales conversation. We cover self-directed buying, when to bring in a human, and the signals your site should capture to guide deals instead of gating them.Key Highlights:Turn pages into live conversations that qualify, route, and book next stepsRemove friction: fewer gates, clearer pricing signals, honest competitor contextMatch answers to intent, role, and channel preference in real timeBalance automation with expert help at the right momentBuild the insight loop: questions buyers ask, content gaps, and campaign qualityIf you lead go-to-market and want a faster path from visit to qualified conversation without more traffic, this episode is for you.Connect with Omer - omergotliebSponsor info: We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results! Learn more about Sendoso today at https://www.sendoso.com…   ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour...  🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here.

Are your cold calls getting screened while reps drown in admin?In this episode of Bridge the Gap, we sit down with Colin Specter, SVP of Global Sales at Orum, to break down human-led calling in an AI world. We cover how to coach first, where automation actually helps, why follow up wins deals, and the real playbook for higher connect rates and cleaner pipeline.Key HighlightsCoach first beats pipeline first for durable growthiOS call screening can lift connects when you stay humanBefore, during, after the call automation that removes frictionWeekly tape review, clear WAN targets, and call scoring that sticksRep to manager sweet spot is 5–7 with smart prepIf you are a founder, GTM leader, or operator who wants a practical calling and coaching system that drives real conversations and real pipeline, this episode is for you.Connect with Colin- colinspecterSponsor info: We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results! Learn more about Sendoso today at https://www.sendoso.com…   ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour...  🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here.

Are your cold emails getting ignored while LinkedIn sits idle?In this episode of Bridge the Gap, we sit down with AJ Cassada, co-founder and CEO of Revenue Boost, to break down outbound that actually converts. We cover how to run LinkedIn and email together, what to test, the only metric that matters, and the modern outbound setup that scales without spray and pray.Key HighlightsHow to use LinkedIn for warm touch and email for scaleThe one metric that matters is contacts per positive replyPersonalization that helps deliverability without fluffTesting ideas that lift replies across crowded inboxesThe modern outbound team GTM engineer plus SDR focusIf you are a founder, GTM leader, or operator who wants to get practical tooling tips for sending, tracking, and follow-up, this episode is for you. Connect with AJ - ajcassataSponsor info: We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results! Learn more about Sendoso today at https://www.sendoso.com…   ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour...  🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here.

What actually moves a deal forward when you’re not in the room?In this episode of Bridge the Gap, we sit down with Kim Hacker, COO of Arrows, to break down how to turn follow-ups into real buyer momentum. We dig into what buyers do when you’re not there, why generic “thanks for the call” emails stall deals, and how a single shared link can align champions, finance, legal, and ops without endless back-and-forth.🔑 Key HighlightsSend a tailored room within 5–10 minutes after the demoOutline buyer's next steps and track them in the room and CRMSee the real buying committee by tracking who views the roomUse confidence scoring in CRM to clean up your forecastAdd onboarding steps at signature to carry momentum to activationIf you are a founder, GTM leader, or operator who wants a simple follow-up workflow your team can ship after every demo, this episode is for you.Connect with Kim- kimhackerSponsor info: We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results! Learn more about Sendoso today at https://www.sendoso.com…   ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour...🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here.

What does it take to build a team that wins on impact and keeps customers?In this episode of Bridge the Gap, we sit down with Tiffany Gonzalez, a GTM leader and startup advisor who led revenue at Microsoft and Amazon, took startups public, and rebuilt how she leads after a life-altering family crisis.This conversation shifts from activity to impact, from revenue theater to real retention, and from generic roles to teams built around superpowers.Key HighlightsDefine roles around superpowers and measurable outcomesUse jobs to be done to place the right person in the right seatMake disagreement safe with “help me understand” and factFix stalled teams by talking to six customers this weekKill manual busywork stop it, make it valuable or automate itPrioritize leading indicators that tie to retention over vanity metricsIf you are a founder, GTM leader, or operator who wants a superpower teams that win for real, this episode is for you.Connect with Tiffany- tiffanygonzalezSponsor info: We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results! Learn more about Sendoso today at https://www.sendoso.com…   ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour...  🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here.

Are you treating AI like another tool or like a teammate you onboard?In this episode of Bridge The Gap, we sit down with Austin Myers, VP of sales and marketing at SalesAI, to unpack why GTM teams keep pressing the “more” button and how to shift from volume to signal with AI that actually drives revenue. We cover the DPT framework, building capacity that converts, and why AI belongs on your org chart, not just in your toolstack.🔑 Key HighlightsCapacity isn’t math and it improves when you focus on moments that actually convertAI readiness follows DPT and it means clean data, defined processes, and real training with reinforcement.Treat AI like a teammate and give it goals, playbooks, owners, and feedback loopsIntent matters more than MQL counts and measuring genuine buying behavior protects your lists from burnout.Frameworks outperform scripts and systems scale better than hero reps.If you are a Founder, CRO, RevOps, or GTM leader looking for a repeatable revenue engine, not another noisy tool, this episode is for you.Connect with Austin- austinmyersSponsor info: We are proudly supported by Sendoso - Where Thoughtful Gifting Drives Results! Learn more about Sendoso today at https://www.sendoso.com…   ZoomInfo is another proud sponsor: https://www.zoominfo.com/gtm?utm_sour...  🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here.