Happily Ambitious

Happily Ambitious

By Anthony Banayote & Sydney SeniorBusinessEntrepreneurship
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Happily Ambitious episodes

  • 27: Running Your Own Race, Building the People Data Company of the Future - Joseph Ifiegbu

    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 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 still working a full time job
    - He cultivated his passions to help inform his career path
    - Why it's more important to know the people with the answers than to have them all yourself
    - He tunes out societal pressure and runs his own race 
    - Your mindset & perspective changes as you rise the corporate ranks (and succeed entrepreneurially) 
    - Y-combinator taught him to be a better decision maker
    - Moving around a lot growing up turned into a superpower of adaptability
    - Hustle culture is reinforcing the wrong things
    - How he's building his company for the future

    ... and so much more :)

    Give it a listen, we think you'll love it - if you do, please send it to a friend, give us that 5 star rating, and check out another episode! Appreciate you so much, til next time, stay Happily Ambitious :)

    51 min
  • 26: Landing a New Job, Navigating Rejection, and the Podcast Marketing Plan

    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 (and mistakes we've made so far)
    - The importance of a sustainable approach to work
    - A reflection on how much networking has impacted our lives
    - The importance of taking time to heal and rest
    - and so much more!

    Tune in if you want to hear what we've been up to, what habits we've been focusing on, and what we're planning for the next phase of Happily Ambitious.

    49 min
  • 25: The secret to happiness is...selling cookies? FT Grayson "The Cookie Man" Hogard

    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 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 will be sure to make you smile. Thanks for listening and stay Happily Ambitious! 

    58 min
  • 24: Positively Impacting Salespeople Everyday - Tom Alaimo

    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 
    • The impact taking ownership of your life can have 
    • The importance of setting boundaries and making sacrifices
    • How he rose to be an elite seller and now founder
    • His advice for folks starting  their career 
    •   His actionable takeaways for salespeople to uplevel their game

    .... and so much more. 

    Tom has been someone Sydney and I have both spent time learning from and he made sure to bring plenty of knowledge to share with others. You don't want to miss this! Until next week - stay happily ambitious 

    59 min
  • 23: Stress Less, Sell More - Jeff Riseley on Thriving Under Pressure

    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 superpower - listen on.

    We chat about:

    • How he started his entrepreneurial journey
    • The life event that made him decide to take a chance on his dream
    • How he's overcome feelings of imposter syndrome
    • His approach to dealing with the "never enough" syndrome
    • How he coaches sales teams to thrive under pressure
    • His advice for sales leaders working to improve team culture (and his advice for reps to "manage up" when the change they're looking for isn't coming from above).
    • How his business has progressed
    • His actionable takeaways for salespeople feeling a lot of stress

    ...and so much more.

    Jeff was dropping knowledge bomb after knowledge bomb here - as two sellers, we got SO much value out of if and we think you will too! Check it out, send it to a friend, it all helps us out! Until next week - stay happily ambitious!

    55 min
  • 22: Non-Linear Career Paths, True Leadership, and Having Fun Along the Way with Matthew Roberts

    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-linear career paths (and why we can’t plan everything)
    • His advice for people trying to find their own path
    • How he's spreading positivity and gratitude on LinkedIn
    • An experience that completely changed the trajectory of his life
    • Why it’s so important to have fun along the way
    • How he guides his team through challenging times (mindset, etc)
    • What motivates him
    • How traveling changed his life
    • His stance on burnout/helping others through it
    • How he builds an incredible culture wherever he goes

    Be sure to tune in this week to hear all of this wisdom and more. Matt truly is an incredible leader - we think you’ll be able to learn a lot from him.

    If you enjoyed the show, please be sure to send it to a friend and subscribe - it really helps us out.

    Until next week, stay happily ambitious :).


    54 min
  • 21: 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 why
    • How to set yourself up for future success
    • Effective ways to sell in today's market
    • How the buyer journey is changing 
    • His passion for family & learning 
    • What to look for when looking for a new job
    • How he handles imposter syndrome
    • .... and so much more

    Don't miss out on this amazing conversation. Let us know what you think, follow Darin, and like and subscribe  

    1 hr 4 min
  • 20: True Work Life Balance, SDR Empowerment, and Personal Branding the Right Way with Saad Khan

    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 branding, and genuinely enjoying life.

    In this episode, he shared with us 

    • How he balances the stress of work with the fun of life
    • How he got started on LinkedIn (and what he’d recommend to others starting out and not seeing much traction)
    • The right way to approach personal branding
    • His passion for SDR empowerment
    • His approach to consistently guiding his teams to success 
    • How he has embraced his strength of storytelling
    • How he deals with doubt
    • The transformative impact of having a great manager
    • …and so much more

    You do not want to miss this one - check it out, let us know what you think, and maybe send it to a friend if you got a lot of value out of it :). Have a great week!!


    1 hr 1 min
  • 19: Mental Fortitude, Loving the Journey, & Driving Revenue with Brian LaManna

    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 up his day to win
    • Gives advice to those looking for new roles 
    • The mental toughness that it takes to be in sales
    • How he manages his own mental health 
    • Share some laughs and much more

    Check out this week's episode and make sure to connect with Brian on LinkedIn



    58 min
  • 18: Authenticity, Community Building, and Overcoming Ego with Danny Luu

    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 he thought he'd retire) into the SaaS space
    • How a low moment in his life led him to turning things around completely
    • How he struggled with - and let go of - his ego and grew because of it
    • How he transitioned from sales to marketing
    • His approach to building a community
    • How he continues to show up so positively and consistently on LinkedIn 
    • How he has navigated layoffs (and leveraged the power of community to come out even stronger on the other side)
    • How important community is in the tech space moving forward

    ...and so much more. Danny truly is a bright light in the LinkedIn SaaS space - give him a follow, shoot him a message, we promise your day will be better for it.

    Until next week, hope you're all killing it out there! Be sure to subscribe/send to a friend if you enjoyed :)

    58 min

About Happily Ambitious

From the publisher's feed

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.