Shows
Happily Ambitious37: Choose Confidence Today - Blake Hudson is back!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 to create compelling pitches in sales and interviews- the new talk show he's starting!!- his advice for navigating layoffs- why c...
2024-03-1352 minHappily AmbitiousSetbacks to Success with Dom FuscoIn 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 practical advice on building consistency and finding your passion. Lastly, he emphasizes the importance of learning from setbacks and using them as opportunities for growth. In this conversation, Dom Fusco shares insights on balancing future success and...
2024-02-1955 minHappily Ambitious35: How to Break Into Tech Sales & Tackle Huge Goals with Jaron EricksonIn 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 change their careers, balances all of his hobbies, passions, and work obligations - give it a listen.This was such a fun episode. Jaron has had a massive impact on his community and had so many incredible takeaways...
2024-02-1458 minHappily Ambitious34: Elevated Energy: Lessons from a former restaurateur turned Enterprise SaaS seller with Danny WassermanIn 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 to excel in any field. He encourages individuals to pursue their passions but acknowledges the need to be practical and strategic in career choices. Overall, Danny's insights highlight the importance of continuous learning, authenticity, and perseverance in achieving success. In this conversation, Danny Wasserman shares his...
2024-02-0154 minHappily Ambitious33: Building Real Community & The Cheat Codes for Lasting Success with Kyle WillisToday'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 life- why building real community is one of his driving forces- how he switched from VP of Sales to full time entrepreneur- how he finds the time to take care o...
2023-10-1852 minHappily Ambitious32: The Mindset Behind Successful Real Estate Investing: Tyler LingleReal 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 Estate Agent & InvestorTyler breaks down How he got into real estate What it takes to be a successful entrepreneur How to take the first step in your entrepreneur journey Ways to build a consis...
2023-10-1157 minHappily Ambitious31: Starting Strong in New AE RolesToday'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 using to stop tasks from slipping through the cracks ... and more.If you're curious what the first few months of being an AE...
2023-10-0434 min
The Daily Sales ShowCold Email Tactics to Hook Your Prospect’s AttentionWhen it comes to cold emails, it can be hard to find the right framework to stand out in your prospects' inboxes.But what if you could find the formula to hook your prospect's attention at scale?Join us as we discuss the science behind cold emails and attention-grabbing strategies you can use today. You’ll walk away with insight into why these strategies work and how to apply them so your emails stand out within a crowded inbox.You'll Learn:Key difference between cold emailing as an AE versus a SDRWhy mo...
2023-09-0645 minHappily Ambitious30: Andy Mewborn - Influence, Perseverance, and the Ultimate Personal BrandUp 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, drive, and intuition.This week, Andy breaks down - how he decides which opportunities to pursue- the key trait that sets him apart- why the level of competition is so low (and how t...
2023-08-2359 minHappily Ambitious29: Promotion Update & How to Land Your Next PromotionQuick mini-episode with an exciting update! Anthony & Sydney break down navigation promotions, and steps you can take to set yourself up to be successful as you look to grow in your career!
2023-08-0221 minHappily Ambitious28: TedX Speaker, Executive Coach & Creating Energy with Nalani (Genser) RodriguezWelcome 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 enoughCreating a space for you to reflect & grow Navigating a change in career Why executive coaching is important How to avoid burnout and much Make sure to like, subscribe and follow! If you found this episode to be beneficial please share with us. Stay Happily Ambitious :)
2023-07-261h 01Happily Ambitious27: Running Your Own Race, Building the People Data Company of the Future - Joseph IfiegbuThis 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 through Y Combinator with eqtble.Joseph shared his approach to passion, burnout, entrepreneurship, learning, and how influences throughout his upbringing shaped his perpsectives.Tune in to learn about how- He co-founded eqtble while...
2023-07-1950 minHappily Ambitious26: Landing a New Job, Navigating Rejection, and the Podcast Marketing PlanSydney & 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 (and mistakes we've made so far)- The importance of a sustainable approach to work- A reflection on how much networking has impacted our...
2023-07-1248 minThe Daily Sales ShowHow to Craft Persuasive CTAs in Your Cold EmailsA good call to action (CTA) can make all the difference. So in this show, we will dive into the art and science of CTA’s, the subtle yet powerful drivers of sales. This highly interactive session will explore real-life examples, highlighting what’s working right now in the field and how to avoid common pitfalls. As a sales professional you know your CTA impacts your reply rate, and ultimately your sales. You'll Learn:Understand modern CTA’s and how to use themOptimal spots to put CTA’s in your emailTop performing evergreen C...
2023-06-2330 minHappily Ambitious25: The secret to happiness is...selling cookies? FT Grayson "The Cookie Man" HogardThis 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 entrepreneurial journey. How he went about growing his business.The power of networking and Linkedin How he's teaching himself sales and marketing through his favorite podcasts. Grayson has an infectious energy about him that w...
2023-04-2657 minHappily Ambitious24: Positively Impacting Salespeople Everyday - Tom AlaimoThis 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 The impact taking ownership of your life can have The importance of setting boundaries and making sacrificesHow he rose to be an elite seller and now founderHis advice for folks sta...
2023-04-1958 minHappily Ambitious23: Stress Less, Sell More - Jeff Riseley on Thriving Under PressureThis 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 superpower - listen on.We chat about:How he started his entrepreneurial journeyThe life event that made him decide to take a chance on his dreamHow he's overcome feelings of imposter...
2023-04-1254 minHappily Ambitious22: Non-Linear Career Paths, True Leadership, and Having Fun Along the Way with Matthew RobertsThis 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-linear career paths (and why we can’t plan everything)His advice for people trying to find their own pathHow he's spreading positivity and gratitude on LinkedInAn experience that comp...
2023-04-0553 minHappily Ambitious21: Mark Cuban backed Co-Founder, People First Sales Leader, Inside the Mind of an Entrepreneur, Finding Your Why with Darin Alpert 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 Why it's important to know your whyHow to set yourself up for future successEffective ways to sell in today's marketHow the buyer journey is changing His passion for...
2023-03-291h 03Happily Ambitious20: True Work Life Balance, SDR Empowerment, and Personal Branding the Right Way with Saad KhanThis 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 branding, and genuinely enjoying life.In this episode, he shared with us How he balances the stress of work with the fun of lifeHow he got started on LinkedIn (and w...
2023-03-221h 00Happily Ambitious19: Mental Fortitude, Loving the Journey, & Driving Revenue with Brian LaMannaOur 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 winnerHow he sets up his day to winGives advice to those looking for new roles The mental toughness that it takes to be in salesHow he manages his own mental health Share some laughs and much mor...
2023-03-1557 minHappily Ambitious18: Authenticity, Community Building, and Overcoming Ego with Danny LuuThis 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 he thought he'd retire) into the SaaS spaceHow a low moment in his life led him to turning things around completelyHow he struggled with - and let go of - his ego and g...
2023-03-0157 minHappily Ambitious17: Content is King, Marketing 101, and Making Your Voice Heard with Dozie AnyaegbunamThis 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. Listen to hear:How Dozi has paved the way to successful marketing career Actionable ways to improve your copy skills His approach to balance and maintain a positive mindsetNavigating loss How to maintain freetime of a...
2023-02-2252 minHappily Ambitious16: Peak Performance, Leadership, and Focusing on the Right Things with Chris HerringWelcome 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 times & how he navigated layoffs.Listen to hearHow Chris got into sales (and why he chose it instead of law school)How he rose from rep to leaderHow he was a consistent top performer in al...
2023-02-1552 minHappily Ambitious15: BDR Leader, Growing to 19k LinkedIn Followers & Being a Digital Nomad w/ Gabi SayahBack 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 jobHow he created such a large successful personal brandWorking in the startup environment Working for a company in stealth modeWays to work on mind shifts Being apart of an early stage outbound company How he manages his mental health Share some laughs and much m...
2023-02-081h 03Happily Ambitious14: Creating A Community & Making Career Moves w/ Elric LegloireWhat'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 performerWhat it’s like being an sdr in your 3rd language (and how to break through fear associated with that)How he created a successful personal brand, newsletter, podcast, and communityHow he successfully transitioned from rep to manager (and what he’d recom...
2023-02-0153 minHappily Ambitious13: LinkedIn Sales Star, SDR Manager, Former Candidate for State Senate with Blake HudsonThis 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 officeHow to be a leader who practices what he preaches The importance of balance & mental health Growing a personal brandWhat it takes to be successful The importance of diversity in sales Be sure to tune in to learn about personal branding, sales, career moves, taking the unconventional route, or if you'd...
2023-01-251h 12Happily AmbitiousBlake Hudson - LinkedIn Sales Star, SDR Manager, Former Candidate for State SenateThis 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 officeHow to be a leader who practices what he preaches The importance of balance & mental health Growing a personal brandWhat it takes to be successful The importance of diversity in sales Be sure to tun in to learn about personal branding, sales, career moves, taking the unconventional route, or you'd just l...
2023-01-251h 13Happily Ambitious12: Leading with Kindness with Amelia TaylorThis 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 salesWhat made her successful as a repAdvice she has for others wanting to pursue a similar career moveHow she has built such a strong presence on LinkedInWhy she takes a very human approach to all o...
2022-12-081h 05Happily Ambitious11: Taking the Uncomfortable Path with Anthony NatoliThis 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 aboutAnthony’s bias towards making hard decisionsHis journey up from “rock bottom”How he completely turned his life around in a few yearsLinkedIn strategies that helped him hit 20k followers in under a yearHow imposter syndrome is actually a sign of growthTips for being a better AEBooks he recommends to cultivate a strong mindsetMonetizing your LinkedIn following… and so much more
2022-11-231h 00Happily Ambitious10: All Things Partnerships with Will TaylorThis 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 aboutWhat is partnershipsCurrent trends in the marketThe art of adding valueBuilding a strong personal brandHow he got to his current roleFuture state of partnershipsThe importance of owning your brand and li...
2022-11-1757 minHappily Ambitious9: SaaS Sales, World Travels, and LinkedIn Influence with AJ AminrazaviThis 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 backgroundDealing with imposter syndromeBreaking through cold call reluctanceHow he stood out in the interview processHis approach to personal brandingHow he keeps humor and fun in his outreachHow he travels the world while crushing quota....and so much more.Be sure to check out the episode and let u...
2022-11-101h 05Happily Ambitious8: The SDR Goat, Personal Branding Guru, & Navigating Life’s Curveballs with Tom SlocumThis 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 spaceHow to level up your SDR gameWays to increase your personal brandHow to navigate change … and much more! Tun...
2022-11-041h 06Happily Ambitious7: SaaS Sales, Leadership, and Building a World-Class SDR team with Joey WilliamsThis 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 aboutJoey’s transition from the non-profit to SaaS worldHow he quickly became a top-performing rep at Chili PiperHow he is developing his leadership skillsWhat skills he looks for in SD...
2022-10-2655 minHappily Ambitious6: Career Paths, Future Planning, & Leaving the Comfort Zone with Greg MayerWe 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 spaceHow he transitioned from sales to customer success to product marketingWhat each of the roles entailsWhy he makes a habit of pushing himself out of his comfort zone (and ho...
2022-10-1957 minHappily Ambitious5: Breaking into SaaSThis 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 recommendations for you.Be sure to tune in forAn explanation of all those acronyms (SDR? AE? OTE??)...
2022-10-1252 minHappily Ambitious3: Confidence, Social Selling, and Building a Startup with Daniel WaxThis 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 salesWhat it takes to be an entrepreneur “Rejection bingo”Getting through cold call anxietyThe power of networkingHow to build a follow...
2022-10-0558 minHappily Ambitious4: Personal Branding 101Build 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 build your personal brand in the first placeHow to get over the fear of putting yourself out t...
2022-10-0543 minHappily Ambitious2: SaaS, Content Creation, and Finding Your Path w/ Adrian CeaWe 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 addictionBeing mindful about taking breaksand so much more. Be sure to subscribe wherever you listen to podcasts (and share with a friend).
2022-09-281h 00
Happily Ambitious1: An Introduction to the ShowSydney and Anthony give a breakdown of the show, along with:What you can expectEpisode formatWhat’s behind the “Happily Ambitious” nameAnthony & Sydney’s backgrounds (i.e. why we’re talking about these things)The benefits Anthony has seen from meditationWhy you should start that thing you’re afraid of (even if you don’t feel like you’re ready)A preview of our newsletter (sign up on our site!)An open call for your feedback/ideas/requests…...
2022-09-2815 min