Best Randy Wootton Podcasts (2024)

1
The 7 Secrets of Success for SaaS CEOs with Randy Wootton CEO of Maxio 40:28

1d ago40:28

40:28

Ryan Staley interviews Randy Wootton who shares his incredible journey from the U.S. Navy to working for tech giants like Microsoft and Salesforce to becoming the CEO of Maxio, a company that has integrated a platform with over 2,400 customers and $13 billion in annual invoicing. Randy reveals the seven secrets of success for SaaS CEOs, offering in…

1
Gervon Dexter Sr. Joins to Discuss Big Year 2 for the Chicago Bears 1:18:20

22m ago1:18:20

1:18:20

Chicago Bears Defensive Lineman Gervon Dexter joins the CHGO Bears! Dexter is being circled as one of the X factors for the Bears in his sophomore season. How confident is he that he can make the Year 2 leap? Plus, Madden 25 has released their opening trailer for the popular video game. Returning the opening punt for the Pittsburgh Steelers is...Ju…

1
SNAP DECISIONS: Do the Chicago Bears Need to Sign Connor Williams at Center? 1:08:08

17h ago1:08:08

1:08:08

Adam Schefter reported on Tuesday that free agent Center Connor Williams is expected to be fully healthy by the start of the season and will be picking his next team before training camp begins. The Chicago Bears have a need at Center. Should they pursue him following an ACL tear that ended his 2023 season in Miami? Later, we preview 1-on-1 battles…

1
From Numbers to Narrative: Crafting a Compelling Financial Forecast with Josh Aharonoff 47:08

1d ago47:08

47:08

This week on the Expert Voices podcast, Randy Wootton, CEO of Maxio, speaks with Josh Aharonoff, CEO of Mighty Digits and Your CFO Guy, and the Founder of Modelwiz. With a diverse background that includes a start at the Big Four accounting firm KPMG, experience as a startup founder, and strategic finance roles, Josh has carved out a niche as a frac…

1
How SaaS & Subscriptions are Transforming Farming with John Deere's Justin Rose 39:29

1d ago39:29

39:29

One of the hottest growth areas for subscriptions is farming. Surprising? Maybe. But with small margins and big numbers, efficiency matters. And farming has become an increasingly high tech, high stakes business. Justin Rose is the President of Lifecycle Solutions, Supply Management, and Customer Success at John Deere, a 187 year old company with r…

1
Henry Melton Talks Excitement about Caleb Williams, Bears’ Future 1:10:52

1d ago1:10:52

1:10:52

The CHGO Bears crew welcomes former Chicago Bear Henry Melton to the studio today. Melton played 4 seasons with the ears after being drafted by the team in the 4th round. How does Melton see the Bears' defensive line progressing? And has he seen enough from Gervon Dexter to predict a year 2 jump? Melton answers these questions with Adam Hoge, Mark …

1
#188 Transforming the Order to Cash Process with Lee Allen, Senior Vice President Global Sales – O2C at Corcentric 39:49

2d ago39:49

39:49

Kevin Appleby and Lee share their insights on navigating the sales world, emphasizing the importance of listening, enthusiasm, and adaptability. They discuss their career paths and the value of relating to customers and understanding their needs. The conversation also covers the evolution of invoicing from traditional methods to digitalization, the…

1
Matt Eberflus or Shane Waldron: Who has to have the bigger year for Chicago? 1:27:26

2d ago1:27:26

1:27:26

Matt Eberflus enters his 3rd year with the most talented roster he's had yet and a defense that finished last year strong. Shane Waldron is in the first stages of installing a new offense to the Chicago Bears with a rookie quarterback but arguably one of the best prospects the Bears have ever had along with some of the most intriguing weapons Chica…

1
Inside the Chicago Bears NFL Draft: A NEAR TRADE with the Atlanta Falcons 1:22:46

3d ago1:22:46

1:22:46

The CHGO Bears crew starts your week off right with new information about the Chicago Bears NFL Draft process. Following a documentary on Roku's "The Pick is in", fans have learned that the Chicago Bears nearly pulled off a trade with the Atlanta Falcons in the 1st round. The trade would have moved the Bears up one spot in the 1st round from the #9…

1
How to Leverage Neuroscience for Sales Success | Bill Strogis of Trax Technologies 29:38

4d ago29:38

29:38

Ryan speaks with Bill Strogis, CRO of Trax Technologies with a wealth of experience in enterprise software sales. Together, they dive deep into the mind of buyers, uncovering the predictable patterns that drive purchasing decisions. Bill shares his unique perspective on the biggest mistakes companies make in sales and provides hyper-tactical advice…

1
Tom Brady Welcomes Caleb Williams' Aspirations to Win 8 Super Bowls 1:05:32

6d ago1:05:32

1:05:32

Speaking on NFL Network, Tom Brady was asked about Caleb Williams' goal of 8 Super Bowls, and Brady encouraged the rookie QB's mentality as he begins his career with the Chicago Bears. What lessons will Caleb have to learn along the way? Later, the CHGO Bears crew shares audio from Bears Offensive Line Coach Chris Morgan as the team searches for st…

1
Chicago Bears rookie Austin Booker joins the show! | 1:07:45

7d ago1:07:45

1:07:45

Chicago Bears rookie and 5th round pick Austin Booker joins the CHGO Bears today! Many have picked Booker to be one of the steals of the 2024 NFL Draft. Does he agree? Plus, how has Booker adjusted to his first NFL OTAs? Later the CHGO Bears crew makes a big announcement that you won't want to miss! Later, we get get to our snidbits including the B…

1
Caleb Williams, Bears rookies officially break for summer 1:10:11

8d ago1:10:11

1:10:11

Wednesday was the final day of OTAs for the Chicago Bears before rookies break for the summer. It was also the final chance for the media to see Caleb Williams until training camp begins in late-July. What progress has the coaching staff seen from Caleb since the draft? And how did Rome Odunze look now that he is fully healthy? Adam Hoge, Mark Carm…

1
SaaS Growth Trends Report 2024 with Jon Cochrane 30:03

8d ago30:03

30:03

This week on the Expert Voices podcast, Randy Wootton, CEO of Maxio, speaks with Jon Cochrane, Director of the Maxio Institute, to discuss the latest insights from their SaaS Growth Trends report. Randy and Jon delve into the significant findings of the Q1 2024 report, discussing the differences in growth patterns between subscription-based and con…

1
AI Investable Tools and Future-Proof Strategies: Andrew Johnston Part 2 20:30

9d ago20:30

20:30

Ryan speaks with Andrew Johnston the head of sales at Superhuman for a second time, to explore the landscape of AI tools. Andrew shares his unique perspective on what makes an investable AI company, the importance of seamless integration and workflow, and the future of AI. Join 2,500+ readers getting weekly practical guidance to scale themselves an…

1
Chicago Bears Week 2 Preview: Houston Texans Give Bears Early Test on Primetime 1:08:25

9d ago1:08:25

1:08:25

The CHGO Bears crew continues their opponent previews with the Houston Texans in Week 2. It will be Caleb Williams' first test on primetime versus another young potential superstar QB in CJ Stroud. The Texans enter that game as 3-point favorites. After adding Stefon Diggs, Joe Mixon and Danielle Hunter among others in the offseason, can the Bears k…

1
#187 The Relationship Between CMO and CFO with Alan Gonsenhauser, Founder and CEO at Demand Revenue 34:37

9d ago34:37

34:37

Kevin Appleby and Alan Gonsenhauser discuss the importance of collaboration between CMOs and CFOs in aligning metrics and growth strategies. They emphasize the need for a common understanding of modern marketing and its value to the organization, as well as establishing a customer culture within the business. They also discuss the importance of usi…

1
Tennessee Titans Team Preview: Caleb Williams' First Test of his Career 1:07:32

10d ago1:07:32

1:07:32

The CHGO Bears begins their team previews, starting with their Week 1 opponent, the Tennessee Titans. How do the Chicago Bears stack up against the Titans in Caleb Williams' first career start? Can Will Levis present a challenge for the Bears secondary in Year 2 of his career? Plus, 40-year old Marcedes Lewis re-signed with the Bears on a 1-year de…

1
Quantifying ROI for AI-Powered Email: How to Save 4+ Hours a Week | Andrew Johnston Part 1 16:34

11d ago16:34

16:34

Join Ryan for part 1 of his interview with Andrew Johnston, the head of sales at Superhuman, for an in-depth conversation about measuring the impact of AI products. Andrew discusses strategies for growing B2C and B2B businesses, highlighting the key factors that contribute to Superhuman's success. Join 2,500+ readers getting weekly practical guidan…

1
Bears Minicamp Day 3: Caleb Williams finishes with strong practice 1:14:04

14d ago1:14:04

1:14:04

The final day Of Chicago Bears minicamp was a successful one for Caleb Williams. The #1 overall pick demonstrated a swagger amongst his teammates during the practice period. Matt Eberflus grabbed headlines at the start of his press conference by announcing a joint practice with the Cincinnati Bengals that the Bears will host on August 15th. It till…

1
Bears minicamp Day 2: Jaylon Johnson, Kyler Gordon lead ELITE secondary 1:07:26

15d ago1:07:26

1:07:26

The secondary was one of the primary focuses on Day 2 of Chicago Bears minicamp. Jaylon Johnson and Kyler Gordon made it a challenging day for Bears wide receivers Wednesday afternoon. Another player that grabbed attention was rookie punter Tory Taylor, who repeatedly boomed punts that justify his 4th round draft status. Hard Knocks cameras were al…

1
Winning Long-Term: Creating Media-Led Growth and Driving Revenue with Nathan Latka 44:48

15d ago44:48

44:48

This week on the Expert Voices podcast, Randy Wootton, CEO of Maxio, speaks with Nathan Latka, CEO of Founderpath. Known for his entrepreneurial spirit, data-driven approach, and thought-provoking insights, Nathan shares his three-phase entrepreneurial journey, starting with his initial foray into the booming social media world and progressing into…

1
How to implement AI profitably with Ozan Unlu of Edge Delta 27:23

16d ago27:23

27:23

Ryan Staley interviews Ozan Unlu, the CEO and founder of EdgeDelta, an edge observability platform. Ozan shares his unique journey from engineer to salesperson to CEO, offering valuable insights on integrating AI into your organization profitably. Discover how to leverage AI without compromising margins and unlock the potential for growth. Join 2,5…

1
Bears minicamp Day 1: First look at Caleb Williams-Keenan Allen connection 1:14:24

16d ago1:14:24

1:14:24

The Chicago Bears took part in their first day of minicamp Tuesday afternoon. It was the first time that the full team was at Halas Hall practicing together. It was also the first time that Bears fans got to see the FULL offense on display, including the connection between #1 overall pick Caleb Williams and star veteran wide receiver Keenan Allen. …

1
#186 CFO and CTO working in partnership for digital transformation with Bill Genovese, CIO Advisory Partner at Kyndryl

16d ago

—

By Kevin Appleby

1
Is Caleb Williams ready to take the next steps at minicamp for Chicago? 1:12:12

17d ago1:12:12

1:12:12

Mandatory minicamps start up tomorrow at Halas Hall where Caleb Williams will have 3 straight practices with the full roster on the field. After some expected good and bad days early on in the process, is Caleb Williams ready to take the next steps? Joining Greg Braggs and Corey Wootton is Scott Lewis from 79th and Halas and The Barber's Chair Netw…

1
Justin Jefferson gets PAID: When should Bears extend DJ Moore? 1:20:01

17d ago1:20:01

1:20:01

Justin Jefferson just got PAID by the Minnesota Vikings, signing the largest extension by a wide receiver ever. It also becomes the largest non-QB contract ever signed, surpassing Nick Bosa. The question now becomes, should the Chicago Bears extend DJ Moore this season? The Bears WR1 is due to become a free agent following the 2025-26 season. Would…

1
Did ChatGPT4o and Copilot DESTROY AI's Biggest Barrier? 11:18

18d ago11:18

11:18

In this episode, Ryan shares some of the most exciting insights he has taken away from spending 30 hours using ChatGPT4o and Microsoft Copilot. Ryan pushes past the release hype and gives you the real use cases and best solutions for using AI in your existing applications. Join 2,500+ readers getting weekly practical guidance to scale themselves an…

1
Bears OTA Review: Caleb Williams bounces back with DOMINANT 7-on-7 performance 1:06:01

20d ago1:06:01

1:06:01

Caleb Williams had a dominant 7-on-7 performance at Friday's OTAs, giving Chicago Bears fans a sigh of relief after a shaky performance a week prior. The CHGO Bears crew breaks down Caleb's performance oon todays episode. Later, we discuss the Bears being featured on HBO's Hard Knocks. What did the players and coaches have to say about it? How can …

1
EMERGENCY POD! Caleb Williams, Chicago Bears officially selected for HBO’s Hard Knocks! 1:03:46

21d ago1:03:46

1:03:46

Lights, camera, action! Caleb Williams and the Chicago Bears have been officially selected for HBO’s Hard Knocks this summer. Join Kevin Kaduk and Mark Carman as they talk about the news and what they’d like to see from Halas Hall during the show. An ALLCITY Network Production BECOME A DIEHARD! https://www.allchgo.com/diehard BUY OUR NEW CHICAGO CO…

1
Ranking the Head Coaches, Quarterbacks and Offensive Weapons in the NFC North 1:22:14

21d ago1:22:14

1:22:14

The CHGO Bears crew ranks the NFC North in today's episode. Where does Matt Eberflus rank amongst NFC North coaches? Is Caleb Williams the second-best QB in the division for the 2024 season? Or is he the third? Plus, where do Caleb's offensive weapons rank in the division following the additions of Rome Odunze, Keenan Allen and D'Andre Swift? Join …

1
Best bets to play for Caleb Williams, Chicago Bears in 2024? 52:00

22d ago52:00

52:00

We're LIVE at Real Time Sports in Elk Grove talking the best bets to play for the Chicago Bears in 2024. Will Caleb Williams win offensive rookie of the year? You taking the Bears to beat the Titans in week 1? Can Chicago win the NFC North? Join Greg Braggs, Jake Flannigan, Kevin Kaduk and Cody Delmendo as we look at some of the best plays for CHGO…

1
QB DRAFT: Where does Caleb Williams rank amongst ALL NFL QBs? 1:23:08

22d ago1:23:08

1:23:08

The CHGO Bears crew ranks NFL QBs on today's episode. Where does Caleb Williams rank compared to NFL greats Patrick Mahomes, Josh Allen and more? Can he crack the top-10? Plus, Chris Simms reveals his #20-25 ranked QBs, Calebb Williams becomes his highest ranked rookie QB ever, but where did he fall. Later, which former Chicago Bears running back i…

1
The Five Components of a Successful CEO: Focus, Communication, People, Values, and Results with Joelle Kaufman 46:58

22d ago46:58

46:58

This week on the Expert Voices podcast, Randy Wootton, CEO of Maxio, speaks with Joelle Kaufman, a seasoned B2B SaaS expert. Together, they delve into the intricacies of what makes CEOs successful, the importance of executive team dynamics, and strategies for driving company growth in challenging markets. Joelle Kaufman shares her five foundational…

1
$100m+ Chairman on Starting an AI Business Today - Part 2 with Advait Shinde 23:19

23d ago23:19

23:19

Join Ryan for part 2 with Advait Shinde, the chairman of GoGuardian. Advait shares his journey of growing his company from zero to over $100 million in just 10 years. He offers invaluable insights on bootstrapping, the power of a strong founding team, and the unlimited potential for businesses to create value in the ever-evolving landscape of techn…

1
Chicago Bears’ New Stadium Faces Another Hurdle 1:26:09

23d ago1:26:09

1:26:09

The Chicago Bears' new stadium has hit yet another roadblock. Springfield legislators denied the Bears' appeal for more than $2 billion in public assistance before adjourning for summer. Will Kevin Warren ever get a new stadium built, whether it be in Chicago or anywhere else? Later, the NFL Players Association has a proposal with the NFL change th…

1
#185 Founding a Lease Accounting FinTech with Greg Kautz, CEO at Black Owl Systems 30:25

23d ago30:25

30:25

Greg Kautz and Kevin Appleby discussed the challenges of lease accounting and the need for technology to streamline these processes. Greg highlighted the benefits of automating lease accounting, while Appleby questioned the need for separate accounting rules for lessees and lessors. Later, the pair discussed the benefits of leasing assets for busin…

1
Learning AI Mastery Part 1 with Advait Shinde 21:12

25d ago21:12

21:12

Ryan is joined by Advait Shinde, chairman of Go Guardian, to talk about the future of AI for work and learning. They discuss how AI and machine learning in depth, Advait gives some tested AI frameworks for those trying to learn and master AI and also gives his thoughts on the future of AI in the workplace. Join 2,500+ readers getting weekly practic…

1
DON'T OVERREACT! It Was Just One Bad Practice for Caleb Williams 1:12:57

27d ago1:12:57

1:12:57

It wasn't Caleb Williams' sharpest day on the practice field on Thursday at Chicago Bears OTAs, but the CHGO Bears crew is here to tell you why there's no need to overreact. Matt Eberflus, Eric Washington, DJ Moore and Kevin Byard all spoke following the practice session. Hear what they had to say about Caleb's performance and a particularly strong…

1
BEARS OTAs RECAP SHOW: Defense gets early edge on Caleb Williams 1:05:12

28d ago1:05:12

1:05:12

The media finally got to take in Chicago Bears OTAs and the CHGO Bears crew learned plenty. It wasn't Caleb Williams' sharpest day, as the defense forced several incompletions. That defense was practicing without Montez Sweat, who was not with the team today. Rome Odunze was back practicing, but remained limited. After practice, Matt Eberflus, Eric…

1
CHGO Tavern Style: Should Bears fans worry over Caleb Williams' reported struggles at OTAs? 10:28

28d ago10:28

10:28

CHGO Bears Beat Writer, Nicholas Moreano wrote that today was 'a really rough day' for Bears QB Caleb Williams at his first round of OTAs. Moreano noted that Williams' passes looked flat and that he held onto the ball for a long time. Join Matt Peck of CHGO Bulls and Cody Delmendo of CHGO Cubs as they discuss their concern levels for QB1. CHGO Tave…

1
Glass Half-Empty or Half-Full: Is Matt Eberflus THE Guy to Lead the Chicago Bears? 1:19:24

29d ago1:19:24

1:19:24

Is Matt Eberflus' arrow pointing straight up for the Chicago Bears this season, or is this a make-or-break year for the head coach? The CHGO Bears crew examines Eberflus and some players to determine whether it's glass half-full or half-empty in the 2024 season. Later, they react to Justin Fields' comments at Pittsburgh Steelers OTA's about his dep…

1
Efficiency in Finance: Navigating the Essentials of Early-Stage Startups with Alex Diaz-Asper 44:36

29d ago44:36

44:36

This week on the Expert Voices podcast, Randy Wootton, CEO of Maxio, speaks with Alex Diaz-Asper, Principal & Founder of Tarsus, and an experienced figure in the financial dimension of SaaS businesses. With an extensive background in private equity and M&A, Alex shares key financial concepts and strategies within the SaaS landscape. Randy and Alex …

1
Mastering AI for Business: Optimizely's Proven Strategies Revealed Part 2 with Alex Atzberger 20:04

30d ago20:04

20:04

Join Ryan in part 2 of his conversation with Alex Atzberger for a deep dive into leveraging AI at scale across his 1500 employees and infusing it into their product. Discover the mind-blowing outcomes and results they've achieved by harnessing the power of AI on both the people and product side. 📈 From $100,000,000 to $400,000,000 in just 4 years, …

1
Where does Caleb Williams rank among NFL’s young quarterbacks? 1:19:46

30d ago1:19:46

1:19:46

The CHGO Bears crew dives into 1st and 2nd year QBs to see where Caleb Williams ranks entering his first year in the league. CJ Stroud leads the pack, but how far behind is Caleb? Plus, where does PFF rank him among ALL starting QBs? Later, we talk to Bears undrafted rookie RB and special teams weapon Ian Wheeler in his first camp with the team. Jo…

1
#184 A Holistic Approach to Mentoring – Find Your Inner Calm with Catherine Clark, GrowCFO Mentor 31:57

1M ago31:57

31:57

Catherine Clark and Kevin Appleby discussed the importance of addressing personal and professional growth through holistic mentoring, emphasizing the role of emotional intelligence in decision making and relationship dynamics in business. Catherine is head of mentoring at GrowCFO. She frequently supports her mentees when they need to have a difficu…

1
Corey Wootton reviews Chicago Bears 2024 NFL schedule: Is it favorable? 1:19:15

1M ago1:19:15

1:19:15

Now that the dust has settled since the schedule release last week, we give Corey Wootton a chance to react to the path for the Chicago Bears in 2024. Does it have enough intrigue early on? Do the Bears have a chance to get off to a fast start? How tough is the final stretch for the Bears? Join us tonight as we discuss on CHGO Bears After Dark! An …

1
Caleb Williams and Chicago Bears begin OTAs: What to watch for 1:31:32

1M ago1:31:32

1:31:32

Today begins Day 1 of Chicago Bears OTAs. One of the main areas of focus will be whether #9 overall pick Rome Odunze will be able to participate in the voluntary workouts following a hamstring injury at Rookie Minicamp. Adam Hoge returns to the show and has some grievances to air. Plus, Mark Carman dives into some strong rookie season performances …

1
OpenAI Omnimodel Announcement, Google Gemini/Agent Updates and New ChatGPT4o use cases 17:23

1M ago17:23

17:23

In this episode, Ryan gives more of his unique insights on the latest in the AI world. Ryan updates on a few of the new ChatGTP4 and ChatGRP4o features, the Omnimodel release and the Google Gemini AI integration. Join 2,500+ readers getting weekly practical guidance to scale themselves and their companies using Artificial Intelligence and Revenue C…

1
CHGO Tavern Style: Vinnie Duber BLINDLY predicts the 2024 Chicago Bears' season 12:56

1M ago12:56

12:56

CHGO’s Chicago White Sox Beat Writer, Vinnie Duber blindly predicts the Bears’ 2024 record based on outdated knowledge. Will he provide an accurate prediction or will he be far off? Join as Matt Peck of CHGO Bulls and Vinnie Duber of CHGO White Sox as they run through the Bears’ 2024 NFL Schedule. CHGO Tavern Style records each Monday-Thursday and …

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