Happily Ambitious

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 as a rep Advice she has for others wanting to pu...

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 hit 20k followers in under a year How imposter synd...

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 How he got to his current role Future state of par...

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 How he stood out in the interview process Hi...

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 up your SDR game Ways to increase your pers...

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 became a top-performing rep at Chili Piper How he is...

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 customer success to product marketing What each of the ro...

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 recommendations for you. Be sure to tune in for An explanatio...

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 it takes to be an entrepreneur  “Rejection bingo”...

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 build your personal brand in the first place...

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 (and share with a friend).

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) A preview of our newsletter (sign up on our...