Happily Ambitious

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 developing his leadership skills
• What skills he looks for in SDRs
• How to stand out in the interview process
• …and so much more!

 Tune in to check it out, we think you’ll love it. If you enjoy the episode, please subscribe and tell a friend! 

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 roles entails
• Why he makes a habit of pushing himself out of his comfort zone (and how he recommends you do the same)
• How he makes career moves/decisions
• The advice he’d give to everyone listening
• …and so much more!

Tune in for a great conversation with a really talented guest - we think you’ll love it. If you are interested in breaking into the SaaS space, learning about sales/CS/product marketing, or breaking out of your comfort zone and leveling up your life, this one is for you!

Be sure to like/subscribe/share with a friend if you enjoyed the show!

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 explanation of all those acronyms (SDR? AE? OTE??)
• The importance of a network/personal branding in this space
• Why we think an SDR role is the best way to break into the SaaS space
• Where to start if you have no experience
• How compensation works
• Traits to look for in a company
• Interview tips - how to stand out
• Mindset tips
• Books we recommend
• Networking groups to join

…and so much more.

If you liked today’s episode, please like/subscribe/send to a friend - it really helps us out. 

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
• How to get over the fear of putting yourself out there
• Our approach to personal branding
• Some of the biggest benefits we’ve seen
• Resources we’d recommend
• Our personal branding strategies moving forward
• How to choose the right platform
• …and so much more.

As always, check it out and let us know what you think - we hope you love it!

Please consider subscribing and sending us to a friend if you got some value, it helps us out a ton!

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”
• Getting through cold call anxiety
• The power of networking
• How to build a following (& who to follow)
• Where to find motivation
• How to make decisions without overthinking
• How he has lived 3x the number days as other people his age
• What it's like to be a young founder talking to VCs
• Making incremental improvements each day

…and more! Give it a listen, let us know what you think, and be sure to subscribe/send to a friend if you learned something new!

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 site!)
• An open call for your feedback/ideas/requests
• …and more

Check out the episode if you’re curious about where we’re taking the show - super excited to hear what you think! Be sure to subscribe wherever you listen to podcasts - and maybe share with a friend, it really helps us out