WMYT - What makes YOU Tick? Tech Leaders Career Stories

Richard and Tolu @ Tick Talent

Conversations with high-performing tech leaders, breaking down the decisions, failures, and strategies behind exceptional careers. It all starts by asking "what makes you tick?" Designed for founders and operators who want practical lessons from people who’ve built, scaled, and led in the real world. No theory. No hype. Just insights you can use.

  1. 1d ago

    Startup Leadership Masterclass: Building Revenue Teams Without Silos

    Startups rarely fail because they have bad people who aren't capable (although sometimes they just hire badly). They really fail because of silos, with Sales, Product, Marketing, and Customer Success all pulling in different directions. In this Best Bits episode, Rich sits down with revenue leader Kartik Gade, Strategic Sales Leader at HashiCorp and formerly of Puppet and Oracle, to talk deeply about what modern revenue organisations look like, why traditional sales structures are breaking down, and how founders can build teams that scale without creating silos. We cover: 1. Why the customer journey has fundamentally changed 2. Why "sales is a team sport" more than ever 3. How Product, Marketing, Sales, and Customer Success should work together 4. The hidden cost of siloed teams 5. Why customers get frustrated with fragmented buying experiences 6. How to shorten enterprise sales cycles 7. How to build a revenue organisation that scales with your business Whether you're a founder building your first GTM team, a CRO redesigning your revenue engine, or a revenue leader trying to improve cross-functional collaboration, this episode is packed with practical ideas you can apply immediately. Brought to you by Tick Talent, go-to-market recruitment for early-stage tech startups: https://www.tick-talent.com/ Where to find Kartik Gade: LinkedIn: https://www.linkedin.com/in/kartikgade/ Where to find Rich: LinkedIn: https://www.linkedin.com/in/richwash/ Subscribe so you never miss an episode. New episodes every Wednesday, Best Bits every Sunday.

    Startup Leadership Masterclass: Building Revenue Teams Without Silos
  2. 5d ago

    E.143 - AI Is Replacing Salespeople. Here's Who Survives. 50 Years of Sales Wisdom

    Rick Roberge has been in sales for over 50 years, written more than 1,000 articles, and is the mind behind Project 200 and the Referral Tree. After 10,000 cold calls in the 1980s, he made his business phone number non-published and decided to work by referral only, and he's had an endless stream of referrals ever since. In this episode of Making Revenue Tick, he joins Rich to share what five decades of selling has taught him, and who survives as AI reshapes the profession. We discuss: 1. Why the "scaly" sales model stripped 80% of the job away from salespeople 2. Who survives when AI can replace parts of the sales role 3. Project 200: the referral system Rick built 40 years ago that still works 4. The Referral Tree, and why you either start a new branch or make one bushier 5. Why you should let prospects prioritise themselves instead of chasing them 6. How Rick was the common factor behind two people who each built half of HubSpot's business 7. Why you should stop asking for referrals if you actually want to get them Brought to you by Tick Talent, go-to-market recruitment for early-stage tech startups: https://www.tick-talent.com/ Where to find Rick Roberge: LinkedIn: https://www.linkedin.com/in/rickroberge/ Website: https://rickroberge.com https://www.rickroberge.com/how-to-get-referrals Where to find Rich: LinkedIn: https://www.linkedin.com/in/richwash/ Subscribe so you never miss an episode. New episodes every Wednesday, Best Bits every Sunday.

    E.143 - AI Is Replacing Salespeople. Here's Who Survives. 50 Years of Sales Wisdom
  3. Jul 22

    E.142 - Why the World's Best SaaS Companies Are Betting on Customer Success to Drive Revenue

    Marco Carrubba is a customer success leader who has spent his career at some of the biggest technology companies in the world, including Microsoft, VMware, and now LinkedIn. In this episode of Making Revenue Tick, he joins Rich to unpack why customer success has moved from a support function into the commercial engine of the world's best SaaS businesses, and how AI is reshaping the discipline in real time. We discuss: 1. How customer success became a revenue-owning function 2. Why 70% of job skills will change by 2030, and which won't 3. Why most companies aren't seeing ROI on AI 4. How the biggest companies actually roll out AI 5. What token-based pricing means for customer success 6. Why human relationships still win in an AI world 7. What Marco is most excited and most fearful about Brought to you by Tick Talent, go-to-market recruitment for early-stage tech startups: https://www.tick-talent.com/ Where to find Marco Carrubba: LinkedIn: https://www.linkedin.com/in/marcocarrubba/ Where to find Rich: LinkedIn: https://www.linkedin.com/in/richwash/ Subscribe so you never miss an episode. New episodes every Wednesday, Best Bits every Sunday. #customersuccess #SaaS #B2BSaaS #AI #revenueleadership #NRR #customerretention #netrevenueretention #GTM #gotomarket #tokenpricing #futureofwork #AIskills #makingreveneutick #whatmakesyoutick #ticktalent #richwashington #marcocarrubba #linkedin #customerexperience

    E.142 - Why the World's Best SaaS Companies Are Betting on Customer Success to Drive Revenue
  4. Jul 19

    The #1 Mistake US Tech Companies Make When Expanding into Europe

    Michael Schirrmacher, the current RVP New Business at Zuora, has spent his career building and scaling for US tech companies. This is a Best Bits episode covering the single biggest mistake US companies make when landing in EMEA: hiring one AE to break open an entire continent. This is a Best Bits episode covering the single biggest mistake US companies make when landing in EMEA: hiring one AE to break open an entire continent. We discuss: 1. Why hiring a single salesperson to open a region is sink or swim, and why Michael advises avoiding it at all costs 2. What it actually feels like to be the first hire, sat in a home office 5,000 miles from every colleague 3. The Bloomreach story: an AE 18 months in, genuinely good, and still set up to fail 4. Why dialling a solution consultant in from the States tells your customers you are not serious about their region 5. Why hiring a leader first works better, and why that leader should be a VP or GM rather than a manager 6. Why the head of Europe and the head of the East Coast are called peers but do completely different jobs 7. Why you cannot scale a region from a base of individual contributors each running their own operating system Brought to you by Tick Talent, go-to-market recruitment for early-stage tech startups: https://www.tick-talent.com/ Where to find Michael Schirrmacher: LinkedIn: https://www.linkedin.com/in/michaelschirrmacher/ Where to find Rich: LinkedIn: https://www.linkedin.com/in/richwash/ Subscribe so you never miss an episode. New episodes every Wednesday, Best Bits every Sunday.

    The #1 Mistake US Tech Companies Make When Expanding into Europe
  5. Jul 15

    E.141 - The AI Talent War: Why Some People Are Suddenly Worth Millions

    This is Jacob's fifth appearance on What Makes You Tick, and it's the wildest yet. In the last 90 days he has negotiated over $50 million in lift across deals touching eight billionaires. Jacob Warwick is an executive negotiation coach who helps senior operators negotiate better salary, equity, titles, and severance packages. He has worked with leaders across tech and Hollywood, was previously a founder and CEO himself, and has helped clients secure millions in additional compensation. His approach focuses on collaboration over confrontation, understanding motivations, and treating job searches like enterprise sales processes. We discuss: 1. Why product leaders and research scientists have overtaken sales and engineering as the highest paid people in tech 2. How AI collapsed deal timelines from four months to four days 3. Why you can't slow a deal down when the person signing it is Sam Altman 4. Why performance-based compensation signals confidence and expands the pie for everyone 5. How to prepare for a negotiation by thinking like a consultant, not a candidate 6. Why executives should be thinking three years out, not 90 days 7. Why building an audience and IP can become more valuable than the day job Brought to you by Tick Talent, go-to-market recruitment for early-stage tech startups: https://www.tick-talent.com/ Where to find Jacob Warwick: Substack: https://www.execsandthecity.com YouTube: https://www.youtube.com/@predetermined-media Website: https://www.thinkwarwick.com Where to find Rich and Tolu: Rich: https://www.linkedin.com/in/richwash/ Tolu: https://www.linkedin.com/in/toluadebekun/ Subscribe so you never miss an episode. New episodes every Wednesday, Best Bits every Sunday.

    E.141 - The AI Talent War: Why Some People Are Suddenly Worth Millions
  6. Jul 8

    Investor Ready or Just Fundable? What Investors Really See Beneath the Pitch | Making Revenue Tick

    A great product isn't enough anymore. Investors are backing businesses that look scalable, organised, and operationally mature. In this Making Revenue Tick panel, Rich Washington is joined by three of Canada's sharpest operators to unpack what investors are really evaluating beneath the pitch. Dean Leesui brings the technology and digital maturity lens, Deanne Kelleher brings operations and workflow, and Neil Gray brings sales and marketing. Together they cover why operational maturity is now a genuine differentiator when raising funding, and what founders get wrong on the road to investment. The conversation covers why investors assess execution risk and operational maturity, not just product and vision, why scaling too early turns founder-led chaos into company-wide chaos, why AI amplifies whatever already exists (automate a broken process and you just break things faster), why operational maturity can add 12 to 15% to the value of a business, and why the best talent now evaluates your processes before they join. 🎙️ Guests:Dean Leesui — Fractional CIO: https://www.linkedin.com/in/deanleesui/Deanne Kelleher — Operations & Workflow: https://www.linkedin.com/in/deannekelleher/Neil Gray — Sales & Marketing: https://www.linkedin.com/in/neilsgray/🎙️ Host: Richard Washington — Founder, Tick Talent🔗 Connect with Rich: https://www.linkedin.com/in/richwash/🌐 Tick Talent: https://www.tick-talent.com/👉 Subscribe so you never miss an episode — Making Revenue Tick drops regularly on the  @WhatMakesYouTick  channel.#investorready #fundable #operationalmaturity #raisinginvestment #startupfunding #scalingup #digitalmaturity #AIinbusiness #founders #executionrisk #duediligence #seriesA #seedfunding #businesssystems #exitstrategy #makingreveneutick #whatmakesyoutick #ticktalent #richwashington #scaleup

    Investor Ready or Just Fundable? What Investors Really See Beneath the Pitch | Making Revenue Tick
  7. Jul 5

    WMYT Edition | Stop Banning AI in Hiring, and Start Planning for 2027 Now | Field Notes

    This is a WMYT takeover of Field Notes where Rich Washington and James Bissell cover two topics that every revenue leader should be thinking about right now.Topic one: AI in hiring. Most businesses are banning candidates from using AI in their application process — but Rich argues this is exactly the wrong response. If these people will have access to AI in the role, why ban it in the process? The better approach is to let candidates use it and ask them to show their workings. What prompt did they build? What was their thought process? How did they sense-check the output? That tells you far more about their resourcefulness, creativity, and problem-solving than any old-school role play. Anthropic already does this — they encourage candidates to use Claude and just ask them to show how they used it.Topic two: 2027 planning. It is June. Most revenue leaders won't start thinking about next year's headcount until December, when the new targets land and the panic begins. James breaks down why the planning conversation needs to start now — and how to work backwards from a February ramp target to show why recruiting needs to begin in August.🎙️ Hosts: Rich Washington & James Bissell🔗 Connect with Rich: https://www.linkedin.com/in/richwash/🔗 Connect with James: https://www.linkedin.com/in/james-bissell1/🌐 Tick Talent: https://www.tick-talent.com/👉 Subscribe so you never miss an episode.#AIhiring #recruitment #salesleadership #CRO #VPsales #2027planning #headcountplanning #GTM #B2Bsales #revenueleadership #promptengineering #AIskills #workforceplanning #salesrecruitment #alwaysonrecruitment #fieldnotes #whatmakesyoutick #ticktalent #richwashington #jamesbissell

    WMYT Edition | Stop Banning AI in Hiring, and Start Planning for 2027 Now | Field Notes

About

Conversations with high-performing tech leaders, breaking down the decisions, failures, and strategies behind exceptional careers. It all starts by asking "what makes you tick?" Designed for founders and operators who want practical lessons from people who’ve built, scaled, and led in the real world. No theory. No hype. Just insights you can use.