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Happily Ambitious

Anthony Banayote & Sydney Senior

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Two young professionals navigating ambition, happiness, and the fast-paced tech industry. Follow along their journey, and learn a thing or two about yourself along the way.
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What's up everyone!! We have our first ever repeat guest on today's episode of Happily Ambitious! Blake Hudson is back to give us a masterclass on confidence, taking risks, and why the way we approach challenges is entirely up to us. Tune in to hear about - - how we went from struggling in English to becoming a writing tutor - how he uses stories t…
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In this episode, Dominic Fusco shares his life-changing experience and how it has shaped his perspective on life. He discusses the importance of the One Day Out mindset and how it has helped him appreciate each day. Dominic also talks about the role of faith in his journey and how it has given him the confidence to pursue his passions. He provides …
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In today's episode of Happily Ambitious, Jaron Erickson, founder and CEO of Sales Dojo, shares insights he's collected through building a business, interviewing dozens of people he's inspired by, and helping individuals from all walks of life break into tech sales. If you want to learn how he broke into sales, started a company, helps other people …
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In this episode, Danny Wasserman, the director of go-to-market enablement at Gong, shares his journey from the hospitality industry to SaaS sales. He emphasizes the importance of developing a growth mindset and finding a balance between ambition and satisfaction. Danny also discusses the value of putting in the hard work and practicing consistently…
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Today's episode is nothing short of a game changer. Kyle Willis is our incredible guest - 2x founder, community builder, Men's Fitness Model, dad, leader, health warrior, this man's discipline and intention is nothing short of superhuman. And he gave us an hour of his time to share: - how his chronic health struggles changed the trajectory of his l…
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Real Estate & investing are not for the faint of heart. It requires a lot of the same skills needed to be successful in sales. Add in building a personal brand, starting a company, and networking, it can seem impossible to juggle everything at once. This week we sat down with Tyler Lingle, Co-Founder of Roots Realty Co, Indianapolis based Real Esta…
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Today's episode is a quicker solo one - Sydney & Anthony chat through their new AE gigs, how they're ramping, and what they're learning. Tune in to hear - - how we're ramping as AEs at Gong and Deel - ways we're working to optimize our sales cycles - how we're keeping our mental health top of mind - some tips on calendar blocking - strategies we're…
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Up 100k followers on LinkedIn in the past 6 months. 4,300+ creators in his personal branding cohorts. 7x president's club winner. 2x Iron Man. Co-founded and exited business in less than a year. Another one being actively built. Just by the numbers, this week's guest is incredibly impressive. But what might be even more impressive is his mindset, d…
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Welcome back to this week's episode of Happily Ambitious. Sydney & Anthony sit down and unpack what it means to create an energy-giving relationship with work! We cover a variety of topics from: Facing the feeling of never doing enough Creating a space for you to reflect & grow Navigating a change in career Why executive coaching is important How t…
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This week, Sydney sat down with Joseph Ifiegbu - CEO and Co-Founder of eqtble, a People & Talent Data platform that helps HR teams not only make sense of all of their data, but also use it to promote diversity and better business decisions. Joseph's incredibly impressive resume takes him through leadership positions at Snap & WeWork, and has gone t…
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Sydney & Anthony run this episode solo, catching up on the reason for our hiatus, what we've been up to, and how we want to approach the podcast moving forward. We cover: - How Sydney landed a job at Deel - Anthony's plans to buy a house - How to navigate rejection from an opportunity you worked hard for - How we're planning to build the podcast (a…
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This week, Grayson Hogard, an electric entrepreneur with a passion for life and cookies, chats with us. Grayson and his wife started their business in 2021 and are on a mission to be the best B2B cookie gifters in the world. This week we talk about: The lessons Grayson learned from the military. How he and his wife got started on this entrepreneuri…
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This week, we were fortunate to sit down with Tom Alaimo, Founder of TA Sales, Co-Founder of The Revenue Lab, & Host of the Millennial Momentum Podcast. Tom is on a mission to positively impact the lives of salespeople and those around him. We got deep on this episode so make sure to follow along. We chat about: How Tom got started on this journey …
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This week, we had the incredibly opportunity to sit down with Jeff Riseley - founder of Sales Health Alliance, mental health expert, and man on a mission to teach sellers how to thrive under pressure so they can have more fulfilling careers. If you're in sales (or any stressful career) and want to learn how to turn that pressure and stress into a s…
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This week’s episode of Happily Ambitious is a very special one. Will and Sydney both met Matt when he hired them in the same class of SDRs at Chili Piper. While they are all now at different orgs, this was both of their introductions to the world of SaaS sales, a launching pad to everything they did after. We got deep on this one, digging into: Non…
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This week, we had the opportunity to sit down with Darin Alpert - VP of Strategy at RepVue, and 2x GTM Co-founder, one of which was backed by Mark Cuban. Darin has had a successful career in sales & even helped build out the team at G2. We unpack a wealth of knowledge in this week's episode so grab your notebook. In this episode, he shared with us …
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This week, we had the opportunity to sit down with Saad Khan - currently a sales leader at Vendr, Saad has been a strategic advisor to quite a few SaaS orgs, used to head up business development at Dooly, and has consistently led his teams to success. This was such a fun conversation - Saad has such a wealth of knowledge on all things SDR, personal…
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Our friend Brian LaManna, Mid-Market AE at Gong and 4x President's Club winner joins us on the show this week. Brian has been making a name for himself on LinkedIn & even launched his own mini-newsletter aimed to help sellers perform at their best. This week we talk about: Brian's process and how he was able to be a repeat P-Club winner How he sets…
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This week, we had the absolute pleasure of sitting down with Danny Luu. SDR turned community builder, Danny has created one of the most authentic and genuine communities on LinkedIn with his personal brand and work with a range of well known SaaS companies. Tune in to this episode to hear about How he transitioned from the world of banking (where h…
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This week we had the joy of sitting down with Dozie Anyaegbunam, Sr. Content & SEO Manager at UserGems, all-star marketer, amazing human, and freelance writer. He shared his knowledge about why marketing is so important espically during rocky economic times, how the buyer's journey has evolved, and the work he is doing to give a voice to others. Li…
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Welcome back everyone! This week we had the pleasure of sitting down with Chris Herring, Director of Business Development at Flashtract, all-star sales rep, amazing leader, and personal brand builder. He shared his wisdom about what sets top reps apart, how to have a top performer mindset, how to successfully lead a team through tough economic time…
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Back again with another wonderful guest Gabi Sayah. Gabi is not your typical BDR Manager. He's built a successful personal brand, and growing his team all while living his best life as a digital nomad. This week, we chat about : His advice on how to be a digital nomad and still crush your job How he created such a large successful personal brand Wo…
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What's up everyone, welcome back to this week's episode of Happily Ambitious! This week, we got to sit down with the amazing Elric Legloire - founder of the SDR Game podcast, newsletter, and community, SDR top performer and leader, and excellent personal brander. This week, we chat about: His advice for being a top performer What it’s like being an…
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This week we sat down with Blake Hudson, SDR Manager at Tapcart. Blake's path into sales was unconventional, and the journey he has taken from here has been one of great success. What we chat about: His journey into sales His background running for political office How to be a leader who practices what he preaches The importance of balance & mental…
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This week we sat down with a very special guest - an old friend, coworker, and absolute gem of a human. Amelia, like many of us, kind of fell into sales by accident - and the journey she has taken from there has been largely driven by the mission of helping people and spreading kindness. We chat about Her journey into sales What made her successful…
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This week we had the pleasure of sitting down with Anthony Natoli, an Enterprise AE, content creator, mental health advocate, and true case of leading by example. We chat about Anthony’s bias towards making hard decisions His journey up from “rock bottom” How he completely turned his life around in a few years LinkedIn strategies that helped him hi…
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This week, we sat down with Will Tayor, a partnerships wizard (seriously - he’s the Head of Partnerships at Partner Hacker) and discussed the state of the industry, how he got into the field, personal branding, and adding value. We chat about What is partnerships Current trends in the market The art of adding value Building a strong personal brand …
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This week, we had a great chat with AJ Aminrazavi, a reality TV Casting Director turned SDR turned AE. He's had a fascinating (and quite successful) career path - and he shared the details with us in this episode. We chat about Breaking into SaaS from a non-traditional background Dealing with imposter syndrome Breaking through cold call reluctance …
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This week, we sat down with Tom Slocum, who wears many hats from Strategic Advisor, Founder, fromer VP of Sales & much more. Tom opened up about how to successfully navigate a busy lifestyle, ways to improve oneself, tips on personal branding, and much more. We chat about How Tom broke into SaaS and made a name for himself in the space How to level…
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This week, we sat down with Joey Williams, the Senior SDR Manager at Chili Piper. In a conversation about motivations, career paths, and leadership, Joey gives us a deep dive on how he broke into SaaS, how he manages a team, and what it takes to be an excellent SDR. We chat about Joey’s transition from the non-profit to SaaS world How he quickly be…
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We think you’re going to love this one - from sales to customer success, to product marketing, Greg has quite a bit of experience in the SaaS space. He was an early hire at Gong and enjoys pushing his boundaries through feats like adventure races. In this episode we discuss: How Greg got into the SaaS space How he transitioned from sales to custome…
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This week, we give you a rundown of how to break into SaaS Sales - from the beginning. We wanted to break this topic down to the basics - what are all those acronyms? Where should you start? How should you prepare for interviews? What skills are attractive to employers? What we did, what we would do if we could start all over, and our recommendatio…
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This week we sat down with Daniel Wax, Co-Founder/CEO of ScaleUp, and discussed his journey into SaaS, sales, entrepreneurship, and becoming a founder at 24. Daniel excels at putting together sales enablement systems for startups - so he built a business around it. Some of what you can look forward to in this episode - His journey into sales What i…
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Build Your Network, Create New Opportunities & Change The Trajectory Of Your Career. Anthony and Sydney are both big believers in the power of personal branding - after all, it’s how they met and what helped both of them find the jobs they’re in now. In this episode, we get down to the basics about How to start (even from zero) Why you should even …
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We sat down with Adrian Cea, a Host and Sales Content Creator over at Sell Better by JB Sales, and discussed Breaking into SaaS sales, Getting over cold call anxiety, Content creation (and confidence) tips Dealing with social media addiction Being mindful about taking breaks and so much more. Be sure to subscribe wherever you listen to podcasts (an…
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Sydney and Anthony give a breakdown of the show, along with: What you can expect Episode format What’s behind the “Happily Ambitious” name Anthony & Sydney’s backgrounds (i.e. why we’re talking about these things) The benefits Anthony has seen from meditation Why you should start that thing you’re afraid of (even if you don’t feel like you’re ready…
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